4-Hydroxycoumarins
Benzoin
Pathology, Veterinary
Encyclopedias as Topic
Surgical Procedures, Minor
Cattle Diseases
Warfarin
An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.
Vitamin K Epoxide Reductases
Rodent Control
Hair
Metabolomics
Canada
Alberta
A province of western Canada, lying between the provinces of British Columbia and Saskatchewan. Its capital is Edmonton. It was named in honor of Princess Louise Caroline Alberta, the fourth daughter of Queen Victoria. (From Webster's New Geographical Dictionary, 1988, p26 & Room, Brewer's Dictionary of Names, 1992, p12)
British Columbia
A province of Canada on the Pacific coast. Its capital is Victoria. The name given in 1858 derives from the Columbia River which was named by the American captain Robert Gray for his ship Columbia which in turn was named for Columbus. (From Webster's New Geographical Dictionary, 1988, p178 & Room, Brewer's Dictionary of Names, 1992, p81-2)
Health Records, Personal
Academies and Institutes
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Neurology
Stroke
A group of pathological conditions characterized by sudden, non-convulsive loss of neurological function due to BRAIN ISCHEMIA or INTRACRANIAL HEMORRHAGES. Stroke is classified by the type of tissue NECROSIS, such as the anatomic location, vasculature involved, etiology, age of the affected individual, and hemorrhagic vs. non-hemorrhagic nature. (From Adams et al., Principles of Neurology, 6th ed, pp777-810)
Acetylcholinesterase
Cholinesterase Inhibitors
Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.
Molecular Dynamics Simulation
Computer Simulation
Alzheimer Disease
A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)
Neurosciences
Amyloid
A fibrous protein complex that consists of proteins folded into a specific cross beta-pleated sheet structure. This fibrillar structure has been found as an alternative folding pattern for a variety of functional proteins. Deposits of amyloid in the form of AMYLOID PLAQUES are associated with a variety of degenerative diseases. The amyloid structure has also been found in a number of functional proteins that are unrelated to disease.
Peptides
Members of the class of compounds composed of AMINO ACIDS joined together by peptide bonds between adjacent amino acids into linear, branched or cyclical structures. OLIGOPEPTIDES are composed of approximately 2-12 amino acids. Polypeptides are composed of approximately 13 or more amino acids. PROTEINS are linear polypeptides that are normally synthesized on RIBOSOMES.
Protease Inhibitors
Amyloid beta-Peptides
Peptides generated from AMYLOID BETA-PEPTIDES PRECURSOR. An amyloid fibrillar form of these peptides is the major component of amyloid plaques found in individuals with Alzheimer's disease and in aged individuals with trisomy 21 (DOWN SYNDROME). The peptide is found predominantly in the nervous system, but there have been reports of its presence in non-neural tissue.
Psychoanalysis
The separation or resolution of the psyche into its constituent elements. The term has two separate meanings: 1. a procedure devised by Sigmund Freud, for investigating mental processes by means of free association, dream interpretation and interpretation of resistance and transference manifestations; and 2. a theory of psychology developed by Freud from his clinical experience with hysterical patients. (From Campbell, Psychiatric Dictionary, 1996).
Neurosurgery
Vitamin K
A lipid cofactor that is required for normal blood clotting. Several forms of vitamin K have been identified: VITAMIN K 1 (phytomenadione) derived from plants, VITAMIN K 2 (menaquinone) from bacteria, and synthetic naphthoquinone provitamins, VITAMIN K 3 (menadione). Vitamin K 3 provitamins, after being alkylated in vivo, exhibit the antifibrinolytic activity of vitamin K. Green leafy vegetables, liver, cheese, butter, and egg yolk are good sources of vitamin K.
Vitamin K 1
A family of phylloquinones that contains a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Members of this group of vitamin K 1 have only one double bond on the proximal isoprene unit. Rich sources of vitamin K 1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity.
Mixed Function Oxygenases
Widely distributed enzymes that carry out oxidation-reduction reactions in which one atom of the oxygen molecule is incorporated into the organic substrate; the other oxygen atom is reduced and combined with hydrogen ions to form water. They are also known as monooxygenases or hydroxylases. These reactions require two substrates as reductants for each of the two oxygen atoms. There are different classes of monooxygenases depending on the type of hydrogen-providing cosubstrate (COENZYMES) required in the mixed-function oxidation.
Vitamin A
Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of CAROTENOIDS found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.
Vitamin K Deficiency
Psoralens
Virus Inactivation
Ficusin
PUVA Therapy
Methoxsalen
Laboratory evaluation of WBA 8119 as a rodenticide for use against warfarin-resistant and non-resistant rats and mice. (1/71)
Feeding tests were carried out in the laboratory to evaluate WBA 8119 as a potential new rodenticide against wild common rats (Rattus norvegicus), ship rats (R. rattus) and house mice (Mus musculus). The results obtained are compared with data previously obtained for difenacoum, another member of the same series of 4-hydroxycoumarin anticoagulants. With warfarin-resistnat and non-resistant common rats, complete kills were obtained using a concentration of 0-0005% for 2 days, or 0-001% for 1 day: a 1-day test at 0-0005% killed 6 out of 10 and 17 out of 20 of the two types respectively. At 0-0005% complete kills of resistant ship rats were obtained after 2 days exposure and of resistant house mice after 1 day, but at 0-002% for 2 days there was some survival. Non-resistant ship rats and house mice were all killed after 2 days feeding on 0-002% bait. In 2-day palatability tests, R. norvegicus showed no significant aversion to the poison at 0-002% and 100% mortality was obtained. The poison was significantly unpalatable to R. rattus at 0-005% and to M. musculus at 0-005% and 0-002%, although with the last species these concentrations gave complete kills. It is concluded that WBA 8119 has greater activity than other known anticoagulants against the three commensal species examined. The laboratory results suggest that concentrations between 0-0005% and 0-002% would be suitable for field use against common rats, and between 0-002% and 0-005% for ship rats and house mice. (+info)Trials of the anticoagulant rodenticide WBA 8119 against confined colonies of warfarin-resistant house mice (Mus musculus L.). (2/71)
The efficacy of the newly developed anticoagulant rodenticide WBA 8119 was evaluated against the house mouse (Mus musculus L.) using individual and family groups of warfarin-resistant animals. WBA 8119 at 0-002%, 0-005% and 0-01% in pinhead oatmeal bait gave complete kills of mice in 'no-choice' feeding tests carried out in cages and small pens. In replicated 21-day treatments on families of mice confined in larger pens conditioned to feeding on plain foods, the overall mortalities obtained using the three formulated poison baits were 71/72, 62/63 and 57/57 respectively. The results of the WBA 8119 toxicity tests are considered in relation to previous findings on other anticoagulant rodenticides, particularly difenacoum. In equivalents tests, WBA 8119 performed better than difenacoum. The data thus suport the laboratory findings that WBA 8119 is the most active anticoagulant so far tested for the control of warfarin-resistant house mice. (+info)Methylation of 4-hydroxycoumarin with diazomethane. (3/71)
4-Hydroxycoumarin was methylated with diazomethane. A mixture of 4-methoxycoumarin and 2-methoxychromone was separated chromatographically. (+info)Determination of coumarin-type anticoagulants in human plasma by HPLC-electrospray ionization tandem mass spectrometry with an ion trap detector. (4/71)
BACKGROUND: Coumarin-type anticoagulants are used for the long-term treatment and prevention of thromboembolic disorders. The identification of these drugs is crucial in patients with an increased prothrombin time of unknown origin. The aim of this study was to develop a sensitive and specific method for the simultaneous determination of phenprocoumon, acenocoumarol, and warfarin in human plasma by HPLC-electrospray ionization tandem mass spectrometry. METHODS: After addition of the internal standard, p-chlorowarfarin, plasma samples were extracted using Oasis MCX solid-phase extraction cartridges. The compounds were separated on a Symmetry C18 column (Waters) with a mobile phase of acetonitrile-1 g/L formic acid (75:25 by volume) at a flow rate of 0.5 mL/min. RESULTS: Extraction and separation of the three drugs and the internal standard were accomplished in 9 min. The overall extraction efficiency was >89% for all three compounds. The limits of detection were 1 microg/L for phenprocoumon and warfarin and 10 microg/L for acenocoumarol. Regression analysis of the calibration data revealed good correlation (r(2) >or=0.995) for all compounds. Within-run accuracies for quality-control samples were +/- 1% to 7% of the target concentration, with CVs <9%. CONCLUSIONS: The proposed method enables the unambiguous identification and quantification of phenprocoumon, warfarin, and acenocoumarol in both clinical and forensic specimens. This method combines a new, rapid solid-phase extraction procedure with an extremely fast chromatographic analysis, which is especially advantageous for clinical laboratories. (+info)Acquired coagulopathy due to anticoagulant rodenticide poisoning. (5/71)
A 35-year-old woman was admitted to hospital because of epistaxis, hematomas, and metrorrhagia. Laboratory data indicated severe coagulopathy with prolonged prothrombin time and decreased serum concentrations of vitamin K-dependent clotting factors II, VII, IX, and X. The patient denied taking any oral anticoagulants. She was given transfusions of red blood cells, fresh frozen plasma (1,180 mL) and phytomenadione daily for 6 weeks (total dose 550 mg), which normalized the coagulation factors concentration. After all other possible causes of acquired coagulopathy had been excluded, rodenticide poisoning was suspected on the basis of her epidemiologic history. The patient was a war refugee from Bosnia and Herzegovina. During her absence, the troops of United Nations Protection Force performed rodent extermination in and around her house. History data and therapeutic effects suggested that the coagulopathy had been caused by prolonged exposure to long-acting anticoagulant rodenticide. This could also explain the need for protracted phytomenadione therapy. (+info)Brodifacoum toxicosis in two neonatal puppies. (6/71)
Eight out of a litter of 13 puppies were either born dead or died within 48 hours of birth. Three puppies that died shortly after birth were necropsied. Two puppies had hemorrhage in the thoracic and peritoneal cavities, intestinal serosa, and meninges. The third puppy was smaller than the other two puppies but did not have detectable hemorrhage. Brodifacoum, a second-generation coumarin anticoagulant, was detected in livers from the two puppies with hemorrhage. The dam did not have clinical signs of coagulopathy before or subsequent to whelping. The owners were confident that the dog had not been exposed to rodenticide for at least 4 weeks before whelping. A presumptive diagnosis of in utero brodifacoum toxicity was made. To the authors' knowledge this is the first time a second-generation coumarin anticoagulant has been detected in the liver of a newborn animal. This case is also unique because the dam was unaffected, suggesting that fetuses are more susceptible to brodifacoum toxicity than adult animals. (+info)Electrooxidation of iodide in the presence of 4-hydroxycoumarin: application to a simple coulometric titration of 4-hydroxycoumarin. (7/71)
The electrochemical oxidation of iodide ion in the presence of 4-hydroxycoumarin (1) was studied using cyclic voltammetry and controlled-potential coulometry. The result indicates that the resulting iodine takes part in a halogenation reaction and reacts with 4-hydroxycoumarin (1). According to the obtained results, a new and simple coulometric titration method with potentiometric end-point detection for the determination of 4-hydroxycoumarin (1) is presented. In the presented method, 2-200 micromol of 4-hydroxycoumarin (1) was successfully determined. (+info)A 44-year-old woman with hematemesis and cutaneous hemorrhages as a result of superwarfarin poisoning. (8/71)
The authors present the case of a 44-year-old American Indian woman with hematemesis, spontaneous cutaneous hemorrhages, and multiple ecchymoses. Coagulation factor analyses demonstrated both prolonged prothrombin time (PT, >40 s) and prolonged partial thromboplastin time (PTT, >120 s). Measurement of the serum level of brodifacoum (37 ng/mL), one of the superwarfarin agents commonly used in rodenticides, confirmed poisoning as the cause of the patient's symptoms. Substantial amounts of fresh frozen plasma and vitamin K were required to obtain normal coagulation parameters and maintain these parameters over a 3-week inhospital period. Oral administration of vitamin K (100 mg daily) maintained normal PT (14.1 s), PTT (33.0 s), and international normalized ratio (INR, 1.48) at 2 weeks after the patient was discharged from the hospital. By 2 months postdischarge, PT, PTT, and INR returned to elevated levels because of patient noncompliance with the prescribed tapering vitamin K regimen. (+info)
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Vitamin K antagonist
Section 3.1.4. Retrieved 21 June 2017.. *^ Sean C Sweetman (Ed) (2009). Martindale: The Complete Drug Reference (36th ed.). ... Coumarins (4-hydroxycoumarins)[edit]. Main article: 4-hydroxycoumarins. Coumarins (more accurately 4-hydroxycoumarins) are the ... In medicine, the most commonly used VKA is warfarin.[4] Warfarin was initially used as a rodenticide, but made the transition ... For a more complete list of coumarins used as pharmaceuticals and rodenticides, see the main article on 4-hydroxycoumarins. ...
Michael reaction
The terms oxa-Michael reaction and aza-Michael reaction have been used to refer to the 1,4-addition of oxygen and nitrogen ... Proton abstraction from protonated base (or solvent) by the enolate 4 to 5 is the final step. The course of the reaction is ... A newer definition, proposed by Kohler, is the 1,4-addition of a doubly stabilized carbon nucleophile to an α,β-unsaturated ... Some authors have broadened the definition of the Michael addition to essentially refer to any 1,4-addition reaction of α,β- ...
Baker-Venkataraman rearrangement
also in the Collective Volume (1963) 4: 478 (PDF)). Jain, P. K.; Makrandi, J. K. (1982). "A Facile Baker-Venkataraman Synthesis ... Kalinin, A.V.; Sneckus, V. (1998). "4,6-Dimethoxy-3,7-dimethylcoumarin from Colchicum decaisnei. Total synthesis by carbamoyl ... Regiospecific route to substituted 4-hydroxycoumarins". Tetrahedron Letters. 39 (28): 4995-4998. doi:10.1016/S0040-4039(98) ...
Derris robusta
East AJ, Ollis WD, Wheeler RE (1969). "Natural occurrence of 3-aryl-4-hydroxycoumarins. Part I. Phytochemical examination of ...
Coumarin
4-hydroxycoumarins are a type of vitamin K antagonist. They block the regeneration and recycling of vitamin K. These chemicals ... Some of the 4-hydroxycoumarin anticoagulant class of chemicals are designed to have high potency and long residence times in ... 175 (4): 461-468. doi:10.1111/j.0954-6820.1964.tb00594.x. ISSN 0954-6820. PMID 14149651. Schäfer, F. P., ed. (1990). Dye Lasers ... 4-Phenylcoumarin is the backbone of the neoflavones, a type of neoflavonoids. Coumarin pyrazole hybrids have been synthesized ...
Vitamin K
Animals may also convert it to vitamin K2, variant MK-4. Bacteria in the gut flora can also convert K1 into MK-4. All forms of ... One subset, 4-hydroxycoumarins, act as vitamin K antagonists. They block the regeneration and recycling of vitamin K. Some of ... The two most studied ones are menaquinone-4 (MK-4) and menaquinone-7 (MK-7). Vitamin K1 is made by plants, and is found in ... Animal-sourced foods are a source of vitamin K2 The MK-4 form is from conversion of plant-sourced vitamin K1 in various tissues ...
Warfarin
4 (1): 26-35. Retrieved 27 June 2018.. *^ a b c Laurence DR, Kneebone P (1973). Clinical Pharmacology. Edinburgh, London and ... 5 (4): 262-70. doi:10.1038/sj.tpj.6500313. PMID 15883587.. *^ a b Rieder MJ, Reiner AP, Gage BF, Nickerson DA, Eby CS, McLeod ... Archived from the original on 4 July 2011.. *^ Naumov VP, Brent J (2003). Stalin's last crime: the plot against the Jewish ... 978-1-879284-36-4. .. *^ a b Bates SM, Greer IA, Middeldorp S, Veenstra DL, Prabulos AM, Vandvik PO (February 2012). "VTE, ...
4-Hydroxycoumarin
... is a coumarin derivative with a hydroxy group at the 4-position. 4-Hydroxycoumarin is an important fungal ... 4-Hydroxycoumarin is biosynthesized from malonyl-CoA and 2-hydroxybenzoyl-CoA by the enzyme 4-hydroxycoumarin synthase. After ... 4-Hydroxycoumarin forms the core of the chemical structure of anticoagulants known collectively as 4-hydroxycoumarins. They ... Liu, B.; Raeth, T.; Beuerle, T. & Beerhues, L. (2010). "A novel 4-hydroxycoumarin biosynthetic pathway". Plant Mol. Biol. 72 (1 ...
Warfarin
5 (4): 262-70. doi:10.1038/sj.tpj.6500313. PMID 15883587. Rieder MJ, Reiner AP, Gage BF, Nickerson DA, Eby CS, McLeod HL, ... 72 (4): 284-291. doi:10.1016/j.jjcc.2018.03.009. PMID 29706404. Holbrook AM, Pereira JA, Labiris R, McDonald H, Douketis JD, ... 58 (4): 395-401. doi:10.1016/j.jacc.2011.03.031. PMC 3175766. PMID 21757117. Delaney JA, Opatrny L, Brophy JM, Suissa S (August ... 177 (4): 369-71. doi:10.1503/cmaj.070946. PMC 1942100. PMID 17698826. Kurnik D, Loebstein R, Farfel Z, Ezra D, Halkin H, ...
List of MeSH codes (D03)
4,5-tetrahydro-8-chloro-3-methyl-5-phenyl-1h-3-benzazepin-7-ol MeSH D03.438.079.800 - 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl ... 4,5-dihydro-1-(3-(trifluoromethyl)phenyl)-1h-pyrazol-3-amine MeSH D03.383.129.539.200 - epirizole MeSH D03.383.129.539.487 - ... 4-oxadiazole MeSH D03.383.312.649.290 - fanft MeSH D03.383.312.649.308 - furagin MeSH D03.383.312.649.313 - furazolidone MeSH ... 4-dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-, methyl ester MeSH D03.383.725.210 - dimethindene MeSH D03.383. ...
Warfarin necrosis
90 (4 Pt 2): 671-2. doi:10.1016/S0029-7844(97)00393-1. PMID 11770590. Nalbandian RM, Mader IJ, Barrett JL, Pearce JF, Rupp EC ( ... 116 (4): 444-5. doi:10.1001/archderm.116.4.444. PMID 7369776. Chan YC, Valenti D, Mansfield AO, Stansby G (March 2000). " ... 298 (6668): 233-4. doi:10.1136/bmj.298.6668.233. PMC 1835547. PMID 2522326. Makris M, Bardhan G, Preston FE (March 1996). " ... 75 (3): 523-4. PMID 8701423. Kiehl R, Hellstern P, Wenzel E (January 1987). "Hereditary antithrombin III (AT III) deficiency ...
4-Hydroxycoumarins
... belong to a class of vitamin K antagonist (VKA) anticoagulant drug molecules derived from coumarin by adding ... Although 4-hydroxycoumarin itself is not an anticoagulant, it is an important fungal metabolite from the precursor coumarin, ... The identification of Dicoumarol in 1940 is the precursor of the drug class known as 4-Hydroxycoumarin. See warfarin for this ... The primary mechanism of the 4-hydroxycoumarin drugs is the inhibition of vitamin K epoxide reductase. These compounds are not ...
Psoralen
... has also been recommended for treating alopecia.[4] Psoralens are also used in photopheresis, where they are mixed ... 4-phenoxybutoxy)psoralen, shows promise as an immunosuppressant by inhibiting a specific potassium channel. Its structure ... InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H Y ...
Bromadiolone
It is a second-generation 4-hydroxycoumarin derivative and vitamin K antagonist, often called a "super-warfarin" for its added ...
Bergapten
Product 4 in the diagram is the result of that iodine protection. Product 5 was the result of the allylation of product 4. ... In 1834, Kalbrunner isolated 5-methoxypsoralen from bergamot essential oil,[4] hence the common name "bergapten." It was the ... In people who easily sunburn, furanocoumarins can also increase the tolerance of skin to solar radiation.[4] Bergapten was ... InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3 ...
2,4-Dinitrophenol
"2,4-Dinitrophenol" (PDF). Environmental Protection Agency. Retrieved 15 October 2017.. *^ a b Grundlingh, Johann; Dargan, Paul ... 43 (4): 281-285. doi:10.1081/clt-200058946. PMID 16035205.. *^ Horner WD (1941). "A Study of Dinitrophenol and Its Relation to ... 2,4-Dinitrophenol (2,4-DNP or simply DNP) is an organic compound with the formula HOC6H3(NO2)2. It is a yellow, crystalline ... Commercial DNP is used as an antiseptic and as a non-selective bioaccumulating pesticide.[4] It is a chemical intermediate in ...
Aesculin
InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+, ... Aesculin is incorporated into agar with ferric citrate and bile salts (bile aesculin agar).[4] Hydrolysis of aesculin forms ... 7-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy- 6-(hydroxymethyl)-2-tetrahydropyranyl]oxy}-2-chromenone ... InChI=1/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+, ...
Calcium phosphide
Ca3(PO4)2 + 8 C → Ca3P2 + 8 CO. The structure of the room temperature form of Ca3P2 has not been confirmed by X-ray ...
4-Hydroxycoumarins - Wikipedia
4-Hydroxycoumarins belong to a class of vitamin K antagonist (VKA) anticoagulant drug molecules derived from coumarin by adding ... Although 4-hydroxycoumarin itself is not an anticoagulant, it is an important fungal metabolite from the precursor coumarin, ... The identification of Dicoumarol in 1940 is the precursor of the drug class known as 4-Hydroxycoumarin. See warfarin for this ... The primary mechanism of the 4-hydroxycoumarin drugs is the inhibition of vitamin K epoxide reductase. These compounds are not ...
Browsing by Subject "4-Hydroxycoumarins"
Vitamin K antagonist - Wikipedia
Section 3.1.4. Retrieved 21 June 2017.. *^ Sean C Sweetman (Ed) (2009). Martindale: The Complete Drug Reference (36th ed.). ... Coumarins (4-hydroxycoumarins)[edit]. Main article: 4-hydroxycoumarins. Coumarins (more accurately 4-hydroxycoumarins) are the ... In medicine, the most commonly used VKA is warfarin.[4] Warfarin was initially used as a rodenticide, but made the transition ... For a more complete list of coumarins used as pharmaceuticals and rodenticides, see the main article on 4-hydroxycoumarins. ...
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Results of search for 'su:{4-Hydroxycoumarins}'
Catalysis & biocatalysis in OBC Home
Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions Kennosuke Itoh ... The trans-chelating bis(oxazoline) ligand (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) [(R,R)-DBFOX/Ph] coordinates ... A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes Tuong A. To ... An organocatalytic asymmetric Mannich reaction for the synthesis of 3,3-disubstituted-3,4-dihydro-2-quinolones Soumendranath ...
Michael reaction - Wikipedia
The terms oxa-Michael reaction and aza-Michael reaction have been used to refer to the 1,4-addition of oxygen and nitrogen ... Proton abstraction from protonated base (or solvent) by the enolate 4 to 5 is the final step. The course of the reaction is ... A newer definition, proposed by Kohler, is the 1,4-addition of a doubly stabilized carbon nucleophile to an α,β-unsaturated ... Some authors have broadened the definition of the Michael addition to essentially refer to any 1,4-addition reaction of α,β- ...
Determination of bromadiolone residues in fox faeces by LC/ESI-MS in relationship with toxicological data and clinical signs...
Long-term Treatment for Cancer Patients With Deep Venous Thrombosis or Pulmonary Embolism - Full Text View - ClinicalTrials.gov
Background. Patients with cancer and a first deep venous thrombosis of the leg or pulmonary embolism (venous thromboembolism, VTE) are generally treated with low molecular weight heparin (LMWH)injections for 6 months, since this treatment is associated with a reduced incidence of recurrent VTE compared to vitamin K antagonists (VKA). It is recommended that patients with active malignancy (metastatic cancer and/or ongoing cancer treatment)continue anticoagulant treatment. However, it is unknown whether LMWH is still superior compared to VKA for the long-term anticoagulant treatment.. Aim. The aim of this study is to evaluate whether low-molecular-weight heparin more effectively reduces recurrent VTE compared to vitamin K antagonists in patients with cancer who have already completed 6 to 12 months of anticoagulant treatment because of deep venous thrombosis of the leg or pulmonary embolism.. Hypothesis. The investigators hypothesize that LMWH is more effective compared to VKA in the long-term ...
Warfarin - Wikipedia
4 (1): 26-35. Retrieved 27 June 2018.. *^ a b c Laurence DR, Kneebone P (1973). Clinical Pharmacology. Edinburgh, London and ... 5 (4): 262-70. doi:10.1038/sj.tpj.6500313. PMID 15883587.. *^ a b Rieder MJ, Reiner AP, Gage BF, Nickerson DA, Eby CS, McLeod ... Archived from the original on 4 July 2011.. *^ Naumov VP, Brent J (2003). Stalins last crime: the plot against the Jewish ... 978-1-879284-36-4. .. *^ a b Bates SM, Greer IA, Middeldorp S, Veenstra DL, Prabulos AM, Vandvik PO (February 2012). "VTE, ...
Atrial Fibrillation: Risk and Benefits of Anti-coagulation in the Elderly
MEDLINE - Resultado p gina 1
4-Hidroxicumarinas/an lise. Idoso de 80 Anos ou mais. Cromatografia L quida de Alta Press o. Feminino. Seres Humanos. ... 0 (4-Hydroxycoumarins); 0 (Anticoagulants); 0 (Hypnotics and Sedatives); 0 (Rodenticides); 238BZ29MUE (Chloralose); SBA3K9U26B ... 4 compared with 32 5), and systolic blood pressure (121 8 compared with 104 20 mm Hg); and equivalent right ventricular:left ...
MEDLINE - Resultado p gina 1
In addition, 4 events of host switching were detected. One consisted of the switch from dasypodids to hystricognath rodents, ... The results of CoRe-ILP are compared with the results of the reconciliation tools Jane 4, Treemap 3b, NOTUNG 2.8 Beta, and ... 0 (4-Hydroxycoumarins); 0 (Rodenticides); 1C6V77QF41 (Cholecalciferol); A25P3CP5S7 (bromfenacoum); H9Y79VD43J (Strychnine). [Em ...
Han J[au] - PubMed - NCBI
Hypervalent Iodine(III) Mediated Tosyloxylation of 4-Hydroxycoumarins.. Xu B, Gao Y, Han J, Xing Z, Zhao S, Zhang Z, Ren R, ... 4.. Increased sulfation of bile acids in mice and human subjects with sodium taurocholate cotransporting polypeptide deficiency ... Refractive Outcomes of 4-Year-old Children after Intravitreal Anti-vascular Endothelial Growth Factor versus Laser ... Transformation of the B-O Units from Corner-Sharing to Edge-Sharing Linkages in BaMBO4 (M = Ga, Al). ...
Xing Z[au] - PubMed - NCBI
4.. Surface-defect-rich mesoporous NH2-MIL-125 (Ti)@Bi2MoO6 core-shell heterojunction with improved charge separation and ... Hypervalent Iodine(III)-Mediated Tosyloxylation of 4-Hydroxycoumarins.. Xu B, Gao Y, Han J, Xing Z, Zhao S, Zhang Z, Ren R, ... Nano-zero-valent iron and MnOx selective deposition on BiVO4 decahedron superstructures for promoted spatial charge separation ... Self-Luminescence of Perovskite-Like LaSrGaO4 via Intrinsic Defects and Anomalous Luminescence Analysis of LaSrGaO4:Mn2. ...
Drug CategoriesBrowse DrugBank Categories - DrugBank
What Are Some Coumarin Derivatives? (with pictures)
Molecules | Free Full-Text | Antiproliferative and Antioxidant Activities and Mycosporine-Like Amino Acid Profiles of Wild...
Molecules | Free Full-Text | Antiprotozoal and Antiglycation Activities of Sesquiterpene Coumarins from Ferula narthex Exudate...
Asacoumarin A (4). [. α. ]. D. 20. +4.2 (c 0.0058, MeOH); UV (acetonitrile/H2O) λmax 203, 325 nm; 1H- and 13C-NMR: ... Asacoumarin A (4) was found most active against P. falciparum K1 (IC50 1.3 μM), while less pronounced activities were observed ... The solvent systems used included CH2Cl2/MeOH (65:35) with a few drops of NH4OH for the methanol fraction; CH2Cl2/MeOH (72:28) ... This is also apparent from the 13C-NMR assignment of the methyl groups at position C-4′, which occur around 28-29 ppm and 15-16 ...
Dicoumarol - DrugBank
Hydroxycoumarins. Direct Parent. 4-hydroxycoumarins. Alternative Parents. 1-benzopyrans / Pyranones and derivatives / ... 4-hydroxycoumarin / Benzopyran / 1-benzopyran / Pyranone / Pyran / Benzenoid / Heteroaromatic compound / Vinylogous acid / ... 2000;18(4):363-73. [PubMed:10949919] *Preusch PC, Smalley DM: Vitamin K1 2,3-epoxide and quinone reduction: mechanism and ... 2000 Aug 15;60(4):601-5. [PubMed:10874136] *Arriagada C, Dagnino-Subiabre A, Caviedes P, Armero JM, Caviedes R, Segura-Aguilar ...
Human Metabolome Database: Showing metabocard for Phenprocoumon (HMDB0015081)
Hydroxycoumarins Direct Parent. 4-hydroxycoumarins Alternative Parents. *1-benzopyrans *Phenylpropanes *Pyranones and ... 4. Vitamin K epoxide reductase complex subunit 1. General function:. Involved in vitamin-K-epoxide reductase (warfarin-sensi. ... IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (4) Show 4 ... InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3 ...
Synthesis, characterization, spectroscopic and crystallographic investigation of Cobalt(III) schiff base complex with two...
4-hydroxy-2H-chromen-2-one, derived from condensation of ethylene diamine with 3-acetyl-4-hydroxy-chromene-2-one have been ... 4), β(°) = 86.049(4), γ(°) = 82.497(4), Z = 2, and its structure consists of isolated [Co(III)(C13H13N2O3)2]+ complex cations ... with distorted octahedral geometry, ClO-4 counter anions, acetone solvent and water molecules. The crystal cohesion is ... doi:10.1016/0306-3623(95)02112-4 [5] Kam, C.M., Kerrigan, J.E., Plaskon, R.R., Duffy, E.J., Lollar, P., Suddath, F.L. and ...
Difference Between Heparin and Warfarin | Difference Between
Warfarin (4-hydroxycoumarins) is an indirect anticoagulant. After oral intake, warfarin is rapidly and completely absorbed from ... It is an organic compound (4-hydroxycoumarins).. *The low dose of both anticoagulants can cause thrombosis, while overdose ... Difference Between Virulence and Infectivity - February 4, 2021 * Difference Between Lung Infiltrate and Consolidation - ... 4]Image Credit: https://commons.wikimedia.org/wiki/File:Warfarintablets5-3-1.jpg#/media/File:Warfarintablets5-3-1.jpg. ...
Naturally Occurring Plant Coumarins | Springer for Research & Development
Rashid, M.A., J.A. Armstrong, A.I. Gray, and Waterman: Novel C-Geranyl 7-Hydroxycoumarins from the Aerial Parts of Eriostemon ... Quantitative Determination of Hydroxycoumarins in Fraxinus ornus. Phytochem. Anal. 4, 86 (1993).Google Scholar ... Hoefnagel, A.J., E.A. Gunnewegh, R. Downing, and VAN Bekkum: Synthesis of 7-Hydroxycoumarins Catalysed by Solid Acid Catalysts ... A Synthesis of Methoxy-and Hydroxycoumarins. Heterocycles 39, 613 (1994).Google Scholar ...
AE Code of Conduct & Terms of Use - History Forum ~ All Empires
Identification of Potential Herbal Inhibitor of Acetylcholinesterase Associated Alzheimer's Disorders Using Molecular Docking...
4, pp. 289-300, 2007. View at: Publisher Site , Google Scholar*L. M. Eubanks, C. J. Rogers, A. E. Beuscher IV et al., "A ... 4, no. 3, pp. 435-447, 2008. View at: Publisher Site , Google Scholar*E. Lindahl, B. Hess, and D. van der Spoel, "GROMACS 3.0: ... 4, pp. 601-605, 2008. View at: Publisher Site , Google Scholar*C. G. Ballard, N. H. Greig, A. L. Guillozet-Bongaarts, A. Enz, ... 4, pp. 337-341, 2004. View at: Publisher Site , Google Scholar*C. A. Lipinski, "Lead- and drug-like compounds: the rule-of-five ...
7-Hydroxy-4-methylcoumarin 97% | 90-33-5
7-Hydroxy-4-methylcoumarin 97%; CAS Number: 90-33-5; EC Number: 201-986-7; Synonyms: Coumarin 4,4-MU,4-Methylumbelliferone; ... A series of novel O-aminoalkyl substituted 7-hydroxycoumarins were synthesized and evaluated for antibacterial and anticancer ... The synthesis and SAR studies of 3- and 4-substituted 7-hydroxycoumarins as novel 17beta-HSD3 inhibitors are discussed. The ... A series of new coumarin-based 1,2,4-triazole derivatives were designed, synthesized and evaluated for their antimicrobial ...
Peptide and peptide analog protease inhibitors - SIBIA Neurosciences, Inc.
R1, R2, R3, R4, R5, R6, R7, R8, RA, RB, X, Q and n are selected from among (i), (ii), (iii), (iv), (v), (vi), (vii) or (viii) ... R1, R2, R3, R4, R5, R6, R7, R8, RA, RB, X, Q and n are selected from among (i), (ii), (iii), (iv), (v), (vi), (vii) or (viii) ... RA is --(T)m --(D)m --R1 in which T is O or NH, and D is C1-4 alkyl or C2-4 alkene; and m is zero or one; ... N- 2-(4-methyl-4-pentenal)!amide To a stirred solution of L-Leu-OH (5.0 g, 38.2 mmol) in 1N H2 SO4 (50 mL) at 0° C. was slowly ...
An Efficient and Rapid Access to the Synthesis of Tetrahydrochromeno[4,3-b]chromene-6,8-dione Derivatives by Magnesium...
10/10-Dimethyl-7-phenyl-10/11-dihydrochromeno[4/3-b ]chro-mene-6/8(7H/9H)-dione (Table 2, Entry 1): M.p. 220-222 0C [7], IR: ... 10.10-Dimethyl-7-(4-hydroxy-3-methoxyphenyl)-10,11-dihydrochro meno[4,3-b]chromene-6,8(7H,9H)-dione (Table 2, Entry 13): M.p. ... 10.10-Dimethyl-7-(4-chlorophenyl)-10,11-dihydrochromeno[4,3-b ] chromene-6,8(7H,9H)-dione (Table 2, Entry 6): M.p. 248-250 0C [ ... 10.10-Dimethyl-7-(4-methylphenyl)-10,11-dihydrochromeno[4,3-b ] chromene-6,8(7H,9H)-dione (Table 2, Entry 7): M.p. 208-210 0C [ ...
SMART: Secondary literature for VKc domain
All 4 patients were homozygous for a point mutation in exon 9 that resulted in the conversion of an arginine codon (CTG) to ... 4. The microsomal vitamin K0 reductase activity under normal assay conditions ([DTT] = 2 mM) was as sensitive for R- as for S ... 4) Vitamin K1-epoxide, a metabolite of vitamin K1, appeared in blood after administration of warfarin; there was a lower ... 4 Following the administration of a pharmacological dose of vitamin K1 (10 mg), all seven volunteers had detectable levels of ...
Patent US6004742 - Method for inactivation of pathogens in platelets using 4' and 5' primary ... - Google Patents
Psoralen compounds are synthesized which have substitutions on the 4, 4, 5, and 8 positions of the psoralen, which permit ... In particular compounds with primary aminoalkyl substitutions on the 4 or 5 positions of psoralen are used to inactivate ... 6 Or 8 Haloallyl substituted 7-hydroxycoumarins. US4265280 *. 23 Jan 1979. 5 May 1981. Baxter Travenol Laboratories, Inc.. ... 8-dialkyl-7-hydroxycoumarins discussed above. The coumarin is treated with an alpha-chloro ketone under basic conditions to ...
CoumarinsSynthesisWarfarinDerivativesCoumarinMechanismCarbonyl compoundsBromadioloneEthylSubstancesDicoumarolToxicityProteaseIsocoumarinsDimethylaminoOrganicPhenylFLAVONOIDSBrodifacoumReactivityCondensationCompoundsLigandInhibitionAnticoagulant activityOxygenIrradiationEfficient catalystSolventMoietyCyclicAcidInitiallyAromaticYieldsReaction conditionsHumanSeriesValvesStudies
Coumarins11
- Coumarins (more accurately 4-hydroxycoumarins ) are the most commonly used VKAs. (wikipedia.org)
- For a more complete list of coumarins used as pharmaceuticals and rodenticides, see the main article on 4-hydroxycoumarins . (wikipedia.org)
- For the rodenticide often called "coumarins", see 4-hydroxycoumarins . (wikipedia.org)
- The regio- and diastereoselective base catalyzed one-pot, multicomponent reaction of 4-hydroxycoumarin, aldehyde, and 2-bromo-1-phenylethanone giving trans 2,3-dihydrofuro[3,2-c]coumarins is greatly accelerated by a combination of 4-(N,N-dimethylamino)pyridine (DMAP) and microwave heating. (eurekaselect.com)
- For the anticoagulant rodenticide poisons often called "coumarins" or "coumadins", see 4-hydroxycoumarins . (ipfs.io)
- 11] R. S. Mali, V. J. Yadav, Convenient Synthesis of Naturally Occurring Coumarins, (2-Oxo-2H-benzopyrans) and 4-Methylcoumarins (4-Methyl-2-oxo-2H-benzopyrans), J. Synthesis. (scipress.com)
- 20] D. Subhas Bose, A. Rudradas, M. Hari Babu, The indium (III) chloride-catalyzed von Pechmann reaction: a simple and effective procedure for the synthesis of 4-substituted coumarins, J. Tetrahedron Letters, 43 (2002) 9195-9197. (scipress.com)
- The hydroxyl derivatives of coumarins such as 4-hydroxycoumarins and 7-hydroxycoumarins have extensive biological activities which have employed for the synthesis of miscellaneous coumarin derivatives. (innovareacademics.in)
- 4. Klenkar J, Molnar M. Natural and synthetic coumarins as potential anticancer agents. (innovareacademics.in)
- Thus, we decided to synthesize novel, potential anti-cancer agents called 1,4-triazolyl combretacoumarins , by coupling different coumarins and the functionally relevant group of CA-4 i.e, the trimethoxyarene moiety, via a 1,2,3-triazolyl ring using a copper-catalyzed [3 + 2] azide-alkyne cycloaddition (CuAAC) reaction, which is a very atom-economical reaction. (cuny.edu)
- In this method, O 4 -(benzotriazolyl) derivatives of the coumarins are initially prepared in situ by activating the hydroxyl group in 4-hydroxycoumarins using (benzotriazol-1yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and DBU, in MeCN. (cuny.edu)
Synthesis24
- A Regioselective Synthesis of 3-Isoprenyl-4-hydroxycoumarins. (springer.com)
- The synthesis and SAR studies of 3- and 4-substituted 7-hydroxycoumarins as novel 17beta-HSD3 inhibitors are discussed. (sigmaaldrich.com)
- In continuation of our research on the applications of solid acids in organic synthesis, 11 it was found interesting to develop a green and more general protocol for the efficient one-pot three-component synthesis of tetrahydrochro-meno[4,3-fc]chromene-6,8-dione derivatives in the presence of Mg(ClO 4 ) 2 . (scielo.org.za)
- This establishes the fact that amongst the various salts used, Mg(ClO 4 ) 2 was the most effective catalyst for the synthesis of 10,10-dimethyl-7-phenyl-10,11-dihydrochromeno[4,3-fc]chromene-6,8(7H,9H)-dione. (scielo.org.za)
- Continued study of this response in the early 1930's by the research groups of Dam, Almquist, and Doisy led to the isolation, characterization, and synthesis of the active compound, 2-Me-3-phytyl-l, 4-naphthoquinone (phylloquinone). (springer.com)
- Silica-ZnCl 2 has been found to be an efficient and eco-friendly catalyst for the synthesis of substituted 4-methylcoumarins from ethyl acetoacetate and substituted phenols under "neat" conditions in an oil bath at 80°C. The experimental procedure is simple, includes shorter reaction times (15-65 min), compatible with sensitive functional groups, and results in excellent yield of the products. (hindawi.com)
- Moreover, 7-hydroxy-4-methylcoumarin derivatives have also been used in the synthesis of dendrimers [ 14 ]. (hindawi.com)
- In this report, we are presenting a simple and efficient procedure for the synthesis of substituted 4-methylcoumarins using silica-supported ZnCl 2 as a heterogeneous catalyst which can acknowledge the advantages of solid-supported catalysts. (hindawi.com)
- Synthesis, structural characterization and antimicrobial studies of 2,4-pentanedione derivatives. (ptfarm.pl)
- Traditionally, the most popular strategies towards the synthesis of dicoumarols start from salicylaldehyde and formal-dehyde 6 and involve the biosynthesis of dicoumarol using micro-organisms such as Penicillium jenseni, 7 or require the Knoevenagel condensation of 4-hydroxycoumarins with carbonyl compounds using several catalysts. (scielo.org.za)
- In order to establish the best conditions for the synthesis of 3 using p -TSA as catalyst, reaction between 4-hydroxycoumarin ( 1 ) and phenyl glyoxal was selected as a model. (scielo.org.za)
- The reaction afforded a γ-butyrolactone that could serve as a potential intermediate en route to the synthesis of the biologically interesting compounds thromboxanes A₂ and B₂. (nzresearch.org.nz)
- Becoming for lengthy years thinking about synthesis and evaluation of a variety Rabbit Polyclonal to TPH2 of nonpeptidic chemicals such as for example 4-hydroxycoumarin derivatives [5C9], we had been encouraged to increase these experiments. (ap26113.com)
- Synthesis of 4-Hydroxycoumarin Derivatives 2.1.1. (ap26113.com)
- Synthesis of Arylmethylene-(1) 4-hydroxy-3-(1-phenoxypropyl)-2(Warfarin)R = C6H5CHCH2COCH3 (35 10?6?M)98Not testedPepstatin? (ap26113.com)
- 3. Bottom line Six 4-hydroxycoumarin substances had been synthesized by two-step synthesis. (ap26113.com)
- 3. A. Jashari, F. Imeri, L. Ballazhi, A. Shabani, B. Mikhova, G. Dräger, E. Popovski and A. Huwiler, Synthesis and cellular characterization of novel isoxazolo- and thiazolohydrazinyldiene-chroman-2,4-diones on cancer and non-cancer cell growth and death, Bioorg. (sciendo.com)
- Synthesis and Nitration of 7-Hydroxy-4-Methyl. (scipress.com)
- A Simple Synthesis of 4-Arylchroman-2-ones and 1-Arylbenzo[f]chroman-3-ones, J. Synthesis. (scipress.com)
- 17] J. Singh, J. Kaur, S. Nayyar, G. Kad, Highly Efficient and Single Step Synthesis of 4-Phenylcoumarins and 3, 4-Dihydro-4-phenylcoumarins Over Montmorillonite K-10 Clay, Under Microwave Irradiation†, J. Chem. (scipress.com)
- Kashmiri Neog, Dhiraj Dutta, Babulal Das and Pranjal Gogoi* "Coumarin to Isocoumarin: One-pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors" Org. (neist.res.in)
- Limi Goswami, Kashmiri Neog, Kumud Sharma and Pranjal Gogoi* "Metal-free cascade reaction of β-halo-α,β-unsaturated aldehyde and 1,4-dithiane-2,5-diol: synthesis of polycyclic 2-formylthiophenes" Org. (neist.res.in)
- After various optimizations, it was found that the best conditions for the synthesis of the combretacoumarins is the use of the catalyst [(MeCN) 4 Cu]PF 6 , in CH 2 Cl 2 /MeOH with 2,6-lutidine as an additive, at 50 o C. Results from a reactivity comparison between PhN 3 and 4-azidocoumarin under the aforementioned reaction conditions showed that PhN 3 is more reactive. (cuny.edu)
- 1. Y. Zhou, T. Kijima, S. Kuwahara, M. Watanabe, T. Izumi, Synthesis of ethyl 5-cyano-6-hydroxy-2-methyl-4-(1-naphthyl)-nicotinate. (ac.ir)
Warfarin12
- The simplest synthetic molecule in the 4-hydroxycoumarin class is warfarin, in which the aromatic 3-position substituent is a simple phenyl group. (wikipedia.org)
- The rodenticide chemicals are sometimes incorrectly referred to as "coumadins" rather than 4-hydroxycoumarins (Coumadin is a brandname for warfarin). (wikipedia.org)
- Pharmaceutical examples of 4-hydroxycoumarin pharmaceuticals include: acenocoumarol dicoumarol ethyl biscoumacetate phenprocoumon warfarin Compounds in this class have also been used as pesticides, specifically rodenticides. (wikipedia.org)
- [4] Warfarin was initially used as a rodenticide, but made the transition to pharmaceutical. (wikipedia.org)
- [4] It is recommended that the effects of warfarin typically be monitored by checking prothrombin time (INR) every one to four weeks. (wikipedia.org)
- [4] Many other medications and dietary factors can interact with warfarin, either increasing or decreasing its effectiveness. (wikipedia.org)
- [4] [5] The effects of warfarin may be reversed with phytomenadione (vitamin K 1 ), fresh frozen plasma , or prothrombin complex concentrate . (wikipedia.org)
- Warfarin (4-hydroxycoumarins) is an indirect anticoagulant. (differencebetween.net)
- 18. Hagan E. C., Radomski J. L. The toxicity of 3-(acetonyl benzyl)-4-hydroxycoumarin (warfarin) to laboratory animals. (prolekare.cz)
- [4] A high INR predisposes patients to an increased risk of bleeding, while an INR below the therapeutic target indicates the dose of warfarin is insufficient to protect against thromboembolic events. (gutenberg.org)
- Warfarin and related 4-hydroxycoumarin -containing molecules decrease blood coagulation by inhibiting vitamin K epoxide reductase , an enzyme that recycles oxidized vitamin K 1 to its reduced form after it has participated in the carboxylation of several blood coagulation proteins, mainly prothrombin and factor VII . (gutenberg.org)
- Despite being labeled a vitamin K antagonist , [4] warfarin does not antagonize the action of vitamin K 1 , but rather antagonizes vitamin K 1 recycling, depleting active vitamin K 1 . (gutenberg.org)
Derivatives13
- Application of Aryllead (IV) Derivatives to the Preparation of 3-Aryl-4-hydroxy-l-benzopyran-2-ones. (springer.com)
- A rapid and green procedure has been introduced for the preparation of tetrahydrochromeno[4,3-b]chromene-6,8-dione derivatives in the presence of magnesium perchlorate. (scielo.org.za)
- 1 A number of tetra-hydrochromeno[4,3-fc]chromene-6,8-dione derivatives have been synthesized utilizing one-pot three-component reactions. (scielo.org.za)
- 7-10 However, these methods for preparing tetrahydrochromeno [4,3 -b ]chromene-6,8-dione derivatives have not been entirely satisfactory and involve some disadvantages such as long reaction times and use of organic solvents. (scielo.org.za)
- Six book 4-hydroxycoumarin derivatives were rationally synthesized, verified, and seen as a molecular docking using crystal HIV-1 protease. (ap26113.com)
- Experimental data on some nonpeptidic chemicals4-hydroxycoumarins (Amount 1) and 4-hydroxypyran derivatives inhibiting HIV-1 PR, support this notion [4]. (ap26113.com)
- Right here, several fresh syntheses are shown, followed with molecular docking tests using crystal enzyme and natural activity evaluation of book and guaranteeing 4-hydroxycoumarin derivatives. (ap26113.com)
- It really is popular that some 4-hydroxycoumarin derivatives are integrase inhibitors. (ap26113.com)
- The tests described within this paper broaden the sooner reported types that 4-hydroxycoumarin derivatives could provide as book nonpeptidic PIs. (ap26113.com)
- A nitro coumarin derivatives has been synthesized via nitration of 7-hydroxy-4-methyl coumarin wich was synthesized via Pechmann condensation resorcinol with a β-ketoester using Amberlyst-15 as a green and efficient catalyst and by caring out the reaction of resorcinol and ethyl acetoacetate (with 1: 1 mol ratio) in the presence of 0.2 g of Amberlyst-15 at 110°C under solvent-free conditions. (scipress.com)
- To this end, homology models were constructed and used to design new substrates, and subsequently, six novel C3-substituted (4-fluorophenyl, 4-hydroxyphenyl, 4-methoxyphenyl, 4-(dimethylamino)phenyl, 4-methylphenyl, or triazole) 7-hydroxycoumarin derivatives were synthesized from inexpensive starting materials. (uef.fi)
- Analysis also revealed that the coefficients of the N 3 (the terminal nitrogen atom) of one of the coumarin derivatives, 4-azido-7-methoxy-2 H -chromen-2-one, and PhN 3 , were negative with the latter having a more negative charge. (cuny.edu)
- 5. S. A. Rodroguez, M. A. Nazareno, M. T. Baumgartner, Effect of different C3-aryl substituents on the antioxidant activity of 4-hydroxycoumarin derivatives. (ac.ir)
Coumarin6
- 4-Hydroxycoumarins belong to a class of vitamin K antagonist (VKA) anticoagulant drug molecules derived from coumarin by adding a hydroxy group at the 4 position to obtain 4-hydroxycoumarin, then adding a large aromatic substituent at the 3-position (the ring-carbon between the hydroxyl and the carbonyl). (wikipedia.org)
- Although 4-hydroxycoumarin itself is not an anticoagulant, it is an important fungal metabolite from the precursor coumarin, which is also not an anticoagulant, and its production leads to further fermentative production of the natural anticoagulant dicoumarol. (wikipedia.org)
- The coumarin molecule is changed through the addition of certain chemical groups into a substance called 4-hydroxycoumarin, which can in turn be transformed into drugs with anticoagulant properties. (wisegeek.com)
- 2-6 There are a few reports on coupling of 4-hydroxy-coumarin, aldehydes, and cyclic 1,3-diketone compounds. (scielo.org.za)
- 4. S. Chen, M. Cho, K. Karlsberg, D. Zhou and Y. Yuan, Biochemical and biological characterization of a novel anti-aromatase coumarin derivative, J. Biol. (sciendo.com)
- The mechanism of the formation of O 4 -(benzotriazolyl) derivative of 4-hydroxycoumarin has been investigated using 31 P NMR, and results indicate that a coumarin-derived phosphonium ion intermediate is formed en route to the O 4 -(benzotriazolyl)coumarin derivative. (cuny.edu)
Mechanism2
- The primary mechanism of the 4-hydroxycoumarin drugs is the inhibition of vitamin K epoxide reductase. (wikipedia.org)
- Based on the common mechanistic pathway of the Knoevenagel and Michael reaction, 18,19 we propose a reasonable mechanism involving the protonic acid-catalyzed reaction of aryl glyoxal 2 with 4-hydroxycoumarin ( 1 ), as depicted in Scheme 2 . (scielo.org.za)
Carbonyl compounds1
- Some authors have broadened the definition of the Michael addition to essentially refer to any 1,4-addition reaction of α,β-unsaturated carbonyl compounds. (wikipedia.org)
Bromadiolone2
- Faeces and blood were collected for bromadiolone titration, and blood-clotting tests were performed to monitor fox health daily during 10 days and then every 3-4 days until the end of the experiment (D28). (nih.gov)
- Vitamin K is a true antidote for poisoning by these antirodenticide 4-hydroxycoumarins such as bromadiolone. (cursivenewyork.com)
Ethyl2
- New transition metal complex of Cobalt(III) of the ligand ( E )-3-(1-(2-aminoethylimino)ethyl)-4-hydroxy-2H-chromen-2-one, derived from condensation of ethylene diamine with 3-acetyl-4-hydroxy-chromene-2-one have been synthesized by reaction of cobalt(III) salt and the ligand, in amounts equal to metal-ligand molar ratio of 1:2. (scirp.org)
- Ethyl 2-(4-Nitrobenzylidene)-3-Oxobutanoate (2) [10] Light crystals. (ap26113.com)
Substances1
- Substances found in many plants, containing the 4-hydroxycoumarin radical. (drugbank.ca)
Dicoumarol3
- The identification of Dicoumarol in 1940 is the precursor of the drug class known as 4-Hydroxycoumarin. (wikipedia.org)
- The 4-hydroxycoumarin known as bishydroxycoumarin, or dicoumarol, can be formed through natural or artificial methods. (wisegeek.com)
- Among the analogues of vitamin K antagonists, dicoumarol, which may be considered as bridge substituted dimers of 4-hydroxycoumarin, is a naturally occurring anticoagulant. (scielo.org.za)
Toxicity1
- A series of novel O-aminoalkyl substituted 7-hydroxycoumarins were synthesized and evaluated for antibacterial and anticancer toxicity. (sigmaaldrich.com)
Protease2
- The sul fonamide containing 4-hydroxycoumarins and 4hydroxy-2-pyrones were studied as protease inhibi tory template. (semanticscholar.org)
- 6] S. Kirkiacharian, D. T. Thuy, S. Sicsic, R. Bakhchinian, R. Kurkjian, T. Tonnaire, Structure-activity relationships of some 3-substituted-4-hydroxycoumarins as HIV-1 protease inhibitors, J. Il Farmaco. (scipress.com)
Isocoumarins1
- Effect of the 7-substituent in 7-amino-4-chloro-3-(isothioureidoalkoxy)isocoumarins on inhibitory and anticoagulant potency. (scirp.org)
Dimethylamino1
- The most selective 4-(dimethylamino)phenyl and triazole C3-substituted 7-hydroxycoumarins could be very useful substrates in studying the function and expression of the human UGT1A10. (uef.fi)
Organic2
- belongs to the class of organic compounds known as 4-hydroxycoumarins. (hmdb.ca)
- It is an organic compound (4-hydroxycoumarins). (differencebetween.net)
Phenyl1
- The 10,10-dimethyl-7-phenyl-10,11-dihydrochromeno[4,3- b ] chromene-6,8(7 H,9H )-dione was synthesized by the condensation of 4-hydroxycoumarin, 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and benzaldehyde in the presence of Mg(ClO 4 ) 2 as a catalyst. (scielo.org.za)
FLAVONOIDS2
Brodifacoum1
- Positive serum brodifacoum test results in 4 of 5 requested patients contributed to confirmatory diagnosis. (bvsalud.org)
Reactivity1
- This is due to the high reactivity of the 3-position of 4-hydroxycoumarins. (scielo.org.za)
Condensation1
- 13 In this regard, we found that the condensation between 4-hydroxycoumarin ( 1 ) and aryl glyoxals 2 in the presence of catalytic amounts of p-toluenesulfonic acid (p-TSA) in water under reflux produces new and known dicoumarols 3 ( Scheme 1 ). (scielo.org.za)
Compounds5
- As such, these compounds form the most important and widely used subset of vitamin K antagonist drugs, but other such drugs exist which do not have the 4-hydroxycoumarin structure. (wikipedia.org)
- Entries 4,10,12 and 14 in Table 2 are new compounds. (scielo.org.za)
- Psoralen compounds are synthesized which have substitutions on the 4, 4', 5', and 8 positions of the psoralen, which permit enhanced binding to nucleic add of pathogens. (google.ca)
- In particular compounds with primary aminoalkyl substitutions on the 4' or 5' positions of psoralen are used to inactivate pathogens in blood products such as platelets. (google.ca)
- Significant cell viability decrease in comparison with the effect of doxorubicin alone and the reference 4-hydroxycoumarin was observed when combination treatment comprising doxorubicin and the title compounds was applied. (sciendo.com)
Ligand1
- The trans -chelating bis(oxazoline) ligand ( R , R )-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) [( R , R )-DBFOX/Ph] coordinates metal ions to give C 2 -symmetric complexes which effectively catalyze a variety of asymmetric reactions. (rsc.org)
Inhibition1
- 4] C. J. Wang, Y. J. Hsieh, C. Y. Chu, Y. L. Lin, T. H. Tseng, Inhibition of cell cycle progression in human leukemia HL-60 cells by esculetin, J. Cancer Lett. (scipress.com)
Anticoagulant activity1
- Anticoagulant Activity and Structure in The 4-Hydroxycoumarin Group, J. Biol. (scipress.com)
Oxygen1
- The terms oxa-Michael reaction and aza-Michael reaction have been used to refer to the 1,4-addition of oxygen and nitrogen nucleophiles, respectively. (wikipedia.org)
Irradiation1
- Microwave irradiation (140°C, 4 bar) accelerates the reaction greatly as compared to its thermal counterpart. (eurekaselect.com)
Efficient catalyst1
- From comparison with the results depicted in Table 3 , it was found that Mg(ClO 4 ) 2 is the most efficient catalyst with respect to reaction time, temperature and yield of the product ( Table 3 ). (scielo.org.za)
Solvent3
- Proton abstraction from protonated base (or solvent) by the enolate 4 to 5 is the final step. (wikipedia.org)
- α (°) = 70.102(4), β (°) = 86.049(4), γ (°) = 82.497(4), Z = 2, and its structure consists of isolated [Co(III)(C 13 H 13 N 2 O 3 ) 2 ] + complex cations with distorted octahedral geometry, ClO - 4 counter anions, acetone solvent and water molecules. (scirp.org)
- To examine the reusability of Mg(ClO 4 ) 2 under solvent-free conditions, after each run, the catalyst residue was washed with hot CH 2 Cl 2 and reused. (scielo.org.za)
Moiety1
- In CA-4 the trimethoxyarene moiety plays a crucial role in its carcinopreventive effect. (cuny.edu)
Cyclic1
- Furthermore, a series of regioisomeric methylated 4-hydroxycoumarins were synthesised, tested and found to be equally effective as bis-nucleophiles in the Pd-AA cascade with both acyclic and cyclic bis-electrophiles. (nzresearch.org.nz)
Acid1
- MGS0039 (3-(3,4-dichlorobenzyloxy)-2-amino-6-fluorobicyclo-[3.1.0]hexane-2,6-dicarboxylic acid) has been identified as a potent and selective antagonist for metabotropic glutamate receptors. (biomedsearch.com)
Initially1
- Initially, we explored the catalytic efficiency of Mg(ClO 4 ) 2 and the other Lewis acids such as MgSO 4 , MgBr 2 MgCl 2 and LiClO 4 . (scielo.org.za)
Aromatic1
- We investigated the generality of this reaction by using, dimedone 1, 4-hydroxycoumarin 2, and various aromatic aldehydes under the optimized conditions ( Table 2 ). (scielo.org.za)
Yields1
- The original Willgerodt conditions found a use in converting aliphatic aldehydes and ketones to the amides in poor to moderate yields (eqs 4-7). (paperplane.io)
Reaction conditions1
- To optimize the reaction conditions, dimedone 1 (1 mmol), 4-hydroxycoumarin 2 (1 mmol) and benzaldehyde 3 (1 mmol) were used in the presence of Mg(ClO 4 ) 2 under different conditions. (scielo.org.za)
Human2
- All six new C3-substituted 7-hydroxycoumarins were glucuronidated faster by human intestine than by liver microsomes, supporting the results obtained with recombinant UGTs. (uef.fi)
- Combretastatin A-4 (CA-4) is a microtubule-binding agent that has potent cytotoxic effects against human cell lines. (cuny.edu)
Series1
- These early studies also demonstrated that in addition to phylloquinone or vitamin K 1 in green plants, vitamin K activity was present in many bacteria as a series of menaqui-nones, 2-Me-l, 4-naphthoquinones substituted at the 3-position with an unsaturated polyisoprenoid chain. (springer.com)
Valves1
- [4] It is commonly used to treat blood clots such as deep vein thrombosis and pulmonary embolism and to prevent stroke in people who have atrial fibrillation , valvular heart disease or artificial heart valves . (wikipedia.org)
Studies2
- 11. West B. D., Preis S., Schroeder C. H., Link K. P. Studies on the 4-Hydroxycoumarins. (prolekare.cz)
- Narasimham, N. A. (1968) Isotope shift studies of the B 3 ∑ - -X 3 ∑ - bands of SO Proceedings of the Indian Academy of Sciences, Section A, 68 (4). (ias.ac.in)