Azetidines are saturated, organic compounds containing a 4-membered ring with two carbon atoms and two nitrogen atoms (one as a secondary amine), which can be found in certain pharmaceuticals and natural substances, although they are less common than other cyclic amines.

Lipoprotein-associated phospholipase A2, platelet-activating factor acetylhydrolase, generates two bioactive products during the oxidation of low-density lipoprotein: use of a novel inhibitor. (1/572)

A novel and potent azetidinone inhibitor of the lipoprotein-associated phospholipase A2 (Lp-PLA2), i.e. platelet-activating factor acetylhydrolase, is described for the first time. This inhibitor, SB-222657 (Ki=40+/-3 nM, kobs/[I]=6. 6x10(5) M-1.s-1), is inactive against paraoxonase, is a poor inhibitor of lecithin:cholesterol acyltransferase and has been used to investigate the role of Lp-PLA2 in the oxidative modification of lipoproteins. Although pretreatment with SB-222657 did not affect the kinetics of low-density lipoprotein (LDL) oxidation by Cu2+ or an azo free-radical generator as determined by assay of lipid hydroperoxides (LOOHs), conjugated dienes and thiobarbituric acid-reacting substances, in both cases it inhibited the elevation in lysophosphatidylcholine content. Moreover, the significantly increased monocyte chemoattractant activity found in a non-esterified fatty acid fraction from LDL oxidized by Cu2+ was also prevented by pretreatment with SB-222657, with an IC50 value of 5.0+/-0.4 nM. The less potent diastereoisomer of SB-222657, SB-223777 (Ki=6.3+/-0.5 microM, kobs/[I]=1.6x10(4) M-1.s-1), was found to be significantly less active in both assays. Thus, in addition to generating lysophosphatidylcholine, a known biologically active lipid, these results demonstrate that Lp-PLA2 is capable of generating oxidized non-esterified fatty acid moieties that are also bioactive. These findings are consistent with our proposal that Lp-PLA2 has a predominantly pro-inflammatory role in atherogenesis. Finally, similar studies have demonstrated that a different situation exists during the oxidation of high-density lipoprotein, with enzyme(s) other than Lp-PLA2 apparently being responsible for generating lysophosphatidylcholine.  (+info)

Characterization and expression of the mouse Hsc70 gene. (2/572)

A genomic clone encoding the mouse Hsc70 gene has been isolated and characterized by DNA sequence analysis. The gene is approximately 3. 9 kb in length and contains eight introns, the fifth, sixth and eighth of which encode the three U14 snoRNAs. The gene has been located on Chr 9 in the order Fli1-Itm1-Olfr7-Hsc70(Rnu14)-Cbl by genetic analysis. Expression of Hsc70 is universal in all tissues of the mouse, but is slightly elevated in liver, skeletal muscle and kidney tissue, while being depressed in testes. In cultured mouse NIH 3T3 cells or human HeLa cells, Hsc70 mRNA levels are low under normal conditions, but can be induced 8-fold higher in both lines by treatment with the amino acid analog azetidine. A similar induction is seen in cells treated with the proteosome inhibitor MG132 suggesting that elevated Hsc70 expression may be coupled to protein degradation. Surprisingly, expression of the human Hsc70 gene is also regulated by cell-cycle position being 8-10-fold higher in late G1/S-phase cells as opposed to the levels in early G1-phase cells.  (+info)

Intron-independent association of splicing factors with active genes. (3/572)

The cell nucleus is organized as discrete domains, often associated with specific events involved in chromosome organization, replication, and gene expression. We have examined the spatial and functional relationship between the sites of heat shock gene transcription and the speckles enriched in splicing factors in primary human fibroblasts by combining immunofluorescence and fluorescence in situ hybridization (FISH). The hsp90alpha and hsp70 genes are inducibly regulated by exposure to stress from a low basal level to a high rate of transcription; additionally the hsp90alpha gene contains 10 introns whereas the hsp70 gene is intronless. At 37 degrees C, only 30% of hsp90alpha transcription sites are associated with speckles whereas little association is detected with the hsp70 gene, whose constitutive expression is undetectable relative to the hsp90alpha gene. Upon exposure of cells to heat shock, the heavy metal cadmium, or the amino acid analogue azetidine, transcription at the hsp90alpha and hsp70 gene loci is strongly induced, and both hsp transcription sites become associated with speckles in >90% of the cells. These results reveal a clear disconnection between the presence of intervening sequences at specific gene loci and the association with splicing factor-rich regions and suggest that subnuclear structures containing splicing factors are associated with sites of transcription.  (+info)

Influence of 1-[(E)-2-(2-methyl-4-nitrophenyl)diaz-1-enyl]pyrrolidine-2-carboxylic acid and diphenyliodonium chloride on ruminal protein metabolism and ruminal microorganisms. (4/572)

The effects of 1-[(E)-2-(2-methyl-4-nitrophenyl)diaz-1-enyl]pyrrolidine-2-carboxy lic acid (LY29) and diphenyliodonium chloride (DIC) on the degradation of protein to ammonia were determined in a mixed rumen microbial population taken from sheep on a grass hay-concentrate diet. Both compounds decreased NH3 production by inhibiting deamination of amino acids. LY29, but not DIC, inhibited growth of the high-activity ammonia-producing species, Clostridium aminophilum and Clostridium sticklandii.  (+info)

Imaging central nicotinic acetylcholine receptors in baboons with [18F]fluoro-A-85380. (5/572)

Central nicotinic acetylcholine receptors (nAChRs) have been implicated in learning-memory processes. Postmortem brain tissue of patients who suffered senile dementia or Parkinson's disease shows low density of nAChRs. In this study, we used PET to evaluate the distribution and kinetics of the fluoro derivative of the high-affinity and alpha4beta2-subtype-selective, nicotinic ligand 3-[2(S)-2-azetidinylmethoxy]pyridine (A-85380) in baboons. METHODS: After intravenous injection of 37 MBq (1 mCi, 1-1.5 nmol) [18F]fluoro-A-85380 into isoflurane-anesthetized baboons, dynamic PET data were acquired for 180 min. Time-activity curves were generated from regions of interest. Displacement experiments (80 min after injection of the radiotracer) were performed using cytisine (1 mg/kg subcutaneously) and unlabeled fluoro-A-85380 (0.1 and 0.3 mg/kg intravenously). Toxicological studies were performed in mice. RESULTS: Brain radioactivity reached a plateau within 40-50 min of injection of the tracer. In the thalamic area, radioactivity remained constant for 180 min, while clearance from the cerebellum was slow (t1/2 = 145-190 min). Cytisine and unlabeled fluoro-A-85380 reduced brain radioactivity at 180 min by 50%-60%, 30%-35% and 20%-35% of control values in the thalamus, cerebellum and frontal cortex, respectively. A slight, transient increase (20 mm Hg) in blood pressure was observed with the highest displacing dose of unlabeled fluoro-A-85380. Lethal dose in mice was found to be 2.2 mg/kg intravenously. CONCLUSION: These results demonstrate the feasibility and the safety of imaging nAChRs in vivo using labeled or unlabeled fluoro-A-85380.  (+info)

Novel TRH analog improves motor and cognitive recovery after traumatic brain injury in rodents. (6/572)

Thyrotropin-releasing hormone (TRH) and certain TRH analogs show substantial neuroprotective effects in experimental brain or spinal cord trauma but also have other physiological actions (autonomic, analeptic, and endocrine) that may be undesirable for the treatment of neurotrauma in humans. We developed a novel TRH analog (2-ARA-53a), with substitutions at the NH(2)-terminus and imidazole ring, that preserves the neuroprotective action of TRH-like compounds while decreasing or eliminating their autonomic, analeptic, and endocrine effects. Rats administered 2-ARA-53a (1.0 mg/kg, n = 17) intravenously 30 min after lateral fluid percussion brain injury showed marked improvement in motor recovery compared with vehicle-treated controls (n = 14). Treatment of mice subjected to moderate controlled cortical impact brain injury, at the same dose and time after trauma (n = 8), improved both motor recovery and cognitive performance in a water maze place learning task compared with vehicle-treated controls (n = 8). In injured rats, no autonomic or analeptic effects were observed with this compound, and endocrine effects were significantly reduced with 2-ARA-53a, in contrast to those found with a typical NH(2)-terminal-substituted TRH analog (YM-14673). These findings demonstrate that the neuroprotective effects of TRH-related compounds can be dissociated from their other major physiological actions and suggest a potential role for dual-substituted TRH analogs in the treatment of clinical neurotrauma.  (+info)

Lipoprotein-associated phospholipase A(2), platelet-activating factor acetylhydrolase, is expressed by macrophages in human and rabbit atherosclerotic lesions. (7/572)

We studied the expression of lipoprotein-associated phospholipase A(2) (Lp-PLA(2)), an enzyme capable of hydrolyzing platelet-activating factor (PAF), PAF-like phospholipids, and polar-modified phosphatidylcholines, in human and rabbit atherosclerotic lesions. Oxidative modification of low-density lipoprotein, which plays an important role in atherogenesis, generates biologically active PAF-like modified phospholipid derivatives with polar fatty acid chains. PAF is known to have a potent proinflammatory activity and is inactivated by its hydrolysis. On the other hand, lysophosphatidylcholine and oxidized fatty acids released from oxidized low-density lipoprotein as a result of Lp-PLA(2) activity are thought to be involved in the progression of atherosclerosis. Using combined in situ hybridization and immunocytochemistry, we detected Lp-PLA(2) mRNA and protein in macrophages in both human and rabbit atherosclerotic lesions. Reverse transcriptase-polymerase chain reaction analysis indicated an increased expression of Lp-PLA(2) mRNA in human atherosclerotic lesions. In addition, approximately 6-fold higher Lp-PLA(2) activity was detected in atherosclerotic aortas of Watanabe heritable hyperlipidemic rabbits compared with normal aortas from control rabbits. It is concluded that (1) macrophages in both human and rabbit atherosclerotic lesions express Lp-PLA(2), which could cleave any oxidatively modified phosphatidylcholine present in the lesion area, and (2) modulation of Lp-PLA(2) activity could lead to antiatherogenic effects in the vessel wall.  (+info)

Activation of spinal wide dynamic range neurons by intracutaneous microinjection of nicotine. (8/572)

Nicotine evokes pain in the skin and oral mucosa and excites a subpopulation of cutaneous nociceptors, but little is known about the central transmission of chemogenic pain. We have investigated the responses of lumbar spinal wide dynamic range (WDR)-type dorsal horn neurons to intracutaneous (ic) microinjection of nicotine in pentobarbital-anesthetized rats. Nearly all (97%) units responded to nicotine microinjected ic (1 microl) into the low-threshold region of the hind-paw mechanosensitive receptive field in a concentration-related manner (0.01-10%). Responses to repeated injections of 10% nicotine exhibited tachyphylaxis at 5-, 10-, and 15-min interstimulus intervals. Significant tachyphylaxis was not seen with 1% nicotine. All nicotine-responsive units tested (n = 30) also responded to ic histamine (1 microl, 3%) and did not exhibit tachyphylaxis to repeated histamine. However, there was significant cross-tachyphylaxis of nicotine to histamine. Thus 5 min after ic nicotine, histamine-evoked responses were attenuated significantly compared with the initial histamine-evoked response prior to nicotine, with partial recovery over the ensuing 15 min. Neuronal excitation by ic nicotine was not mediated by histamine H1 receptors because ic injection of the H1 receptor antagonist, cetirizine, had no effect on ic nicotine-evoked responses, whereas it significantly attenuated ic histamine-evoked responses in the same neurons. The lowest-threshold portion of cutaneous receptive fields showed a significant expansion in area at 20 min after ic nicotine 10%, indicative of sensitization. Responses to 1% nicotine were significantly reduced after ic injection of the nicotinic antagonist, mecamylamine (0.1% ic), with no recovery over the ensuing 40-60 min. These data indicate that nicotine ic excites spinal WDR neurons, partly via neuronal nicotinic acetylcholine receptors that are presumably expressed in cutaneous nociceptor terminals. Repeated injections of high concentrations of nicotine led to tachyphylaxis and cross-tachyphylaxis with histamine, possibly relevant to peripheral analgesic effects of nicotine.  (+info)

Azetidines are a class of organic compounds that contain a 4-membered saturated ring with two carbon atoms and two nitrogen atoms. The general structure of an azetidine is R-CH2-CH2-N-R', where R and R' can be hydrogen atoms or any other organic substituents.

Azetidines are relatively rare in nature, but they have attracted significant interest in the field of medicinal chemistry due to their unique structure and potential as building blocks for drug design. Some azetidine-containing compounds have been developed as drugs for various therapeutic indications, such as antibiotics, antivirals, and anti-inflammatory agents.

It's worth noting that the term 'azetidines' can also refer to the class of pharmaceutical compounds that contain an azetidine ring in their structure.

Perhaps the most abundant azetidine containing natural product is azetidine-2-carboxylic acid - a toxic mimic of proline. Azete ... Azetidine is a saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. It is a liquid at ... Azetidines can be prepared by reduction of azetidinones (β-lactams) with lithium aluminium hydride. Even more effective is a ... It is controlled by Baldwin's Rules with remarkable functional group tolerance.[citation needed] Azetidine and its derivatives ...
... the Couty's azetidine synthesis was shown to be efficient to access a variety of enantiopure azetidines and 2-cyano-azetidines ... Couty's azetidine synthesis is one of the most efficient synthesis of azetidines named after French organic chemist François ... It enables an easy synthesis of a broad range of enantiopure azetidines from readily available β-amino alcohols by their ... Agami, Claude; Couty, François; Evano, Gwilherm (2002). "A straightforward synthesis of enantiopure 2-cyano azetidines from ...
... has been known since 1955 to be present in rhizomes and fresh foliage of certain plants. It is ... Azetidine-2-carboxylic acid (abbreviated Aze or Azc) is a plant non-protein amino acid homologue of proline with the molecular ... 2008). "Azetidine-2-carboxylic Acid in the Food Chain". Phytochemistry. 70 (1): 1-5. doi:10.1016/j.phytochem.2008.11.007. PMID ... Fowden, L. (1956). "Azetidine-2-carboxylic Acid: a New Cyclic Imino Acid Occurring in Plants". Biochemical Journal. 64 (2): 323 ...
Certain 1,4-dipoles form from azetidines. N-unsubstituted aziridines can be opened with olefins in the presence of strong Lewis ...
3: tetra-substituted azetidine ureas with in vivo activity". Bioorganic & Medicinal Chemistry Letters. 22 (2): 901-906. doi: ... Surprising selectivity of chiral azetidine ureas". Bioorganic & Medicinal Chemistry Letters. 19 (15): 4241-4244. doi:10.1016/j. ... "Azetidine derivatives as FAAH inhibitors", published 28 May 2013, assigned to Vernalis (R&D) Ltd. Roughley SD, Browne H, Macias ...
Pinder, A. R (1992). "Azetidine, pyrrole, pyrrolidine, piperidine, and pyridine alkaloids". Natural Product Reports. 9 (5): 491 ...
Azetidine Lactone Lectka enantioselective beta-lactam synthesis Gilchrist T (1987). Heterocyclic Chemistry. Harlow: Longman ...
Intramolecular reactions of haloamines X-(CH2)n-NH2 give cyclic aziridines, azetidines and pyrrolidines. N-alkylation is a ... Examples of N-alkylation with alkyl halides are the syntheses of benzylaniline, 1-benzylindole, and azetidine. Another example ...
Exploration of novel 3-substituted azetidine derivatives as triple reuptake inhibitors. J Med Chem. 2012 Sep 27;55(18):8188-92 ...
For example Fowden, L (1956). "Azetidine-2-carboxylic acid: a new cyclic imino acid occurring in plants". Biochem. J. 64: 323- ...
Azetidine-2-carboxylic acid, which is a smaller homolog of proline in plants. Proline and its higher homolog pipecolic acid ...
Martens and colleagues have used azetidine alcohols as ligands for asymmetric zinc additions. The researchers found that when ...
... is the organic compound consisting of a azetidine group and three carboxylates. A colorless solid, it is a ...
In addition to the five and six-membered ring analogs there are other cyclic derivatives such as the azetidines. One example is ... the methylsulfonamide azetidine derivative which has a 1,1-diaryl group that mimics the 1,5-diaryl moiety of the ...
Rubenstein, Edward (2008). "Misincorporation of the Proline Analogue Azetidine-2-Carboxylic Acid in the Pathogenesis of ... azetidine-2-carboxylic acid (Aze). This compound eludes the gate-keeping function of the prolyl tRNAs, and enters a wide range ...
With epoxides and aziridines the reaction serves as a ring-expansion to produce the corresponding oxetane or azetidine. The ...
β-Phenylmethamphetamine Fezolamine Azetidine ring variation: Carnmalm B, Rämsby S, Renyi AL, Ross SB, Ogren SO (January 1978 ...
Azetidine-based DPP-4 inhibitors can roughly be grouped into three main subcategories: 2-cyanoazetidines, 3-fluoroazetidines, ... The most potent ketoazetidines and cyanoazetidines have large hydrophobic amino acid groups bound to the azetidine nitrogen and ... "Azetidine-Based Inhibitors of Dipeptidyl Peptidase IV (DPP IV)", Current Topics in Medicinal Chemistry, 7 (6): 597-608, doi: ... "New fluorinated pyrrolidine and azetidine amides as dipeptidyl peptidase IV inhibitors", Bioorganic & Medicinal Chemistry ...
Thialysine quisqualic acid canavanine azetidine-2-carboxylic acid cephalosporin C penicillamine Naturally-occurring cyanotoxins ... canavanine and azetidine-2-carboxylic acid.Cephalosporin C has an α-aminoadipic acid (homoglutamate) backbone that is amidated ...
... and is the heavy-atom analogue of azetidines. The first known phosphetane synthesis was reported in 1957 by Kosolapoff and ...
... pyrrolidine and azetidine derivatives were introduced. The most promising substance from these final modifications was labeled ...
... pyrrolidine and azetidine derivatives were introduced. The most promising substance from these final modifications was labeled ...
... (3-(4-bromo-2,5-dimethoxyphenyl)azetidine) is a phenethylamine derivative which acts as a serotonin receptor agonist ... psychedelic phenethylamine derivatives such as 2C-B and mescaline but with the ethylamine side chain replaced by an azetidine ...
Azetidines, Nicotinic agonists, Nitriles, Pyridines, Pyrrolidines, Stimulants, All stub articles, Analgesic stubs). ...
... azetidines MeSH D03.383.082.301.100 - azetidinecarboxylic acid MeSH D03.383.097.217 - aziridines MeSH D03.383.097.217.300 - ...
Azetidines, Trifluoromethyl compounds, Chloroarenes, Fluoroarenes, Isoxazolines, Sulfones, All stub articles, Antiinfective ...
Azetidines, Lipids, Multiple sclerosis, Novartis brands, Trifluoromethyl compounds, S1P receptor modulators). ...
It was developed as a rigid analog of LSD with the diethylamide group constrained into an azetidine ring in order to map the ... There are three possible stereoisomers around the azetidine ring, with the (S,S)-(+) isomer being the most active, slightly ... Azetidines, Designer drugs, Psychedelia, Serotonin receptor agonists). ...
Perhaps the most abundant azetidine containing natural product is azetidine-2-carboxylic acid - a toxic mimic of proline. Azete ... Azetidine is a saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. It is a liquid at ... Azetidines can be prepared by reduction of azetidinones (β-lactams) with lithium aluminium hydride. Even more effective is a ... It is controlled by Baldwins Rules with remarkable functional group tolerance.[citation needed] Azetidine and its derivatives ...
tert-Butyl 3-(4-Methylbenzyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)azetidine-1-carboxylate ... tert-Butyl 3-(4-Methylbenzyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)azetidine-1-carboxylate ...
EP-2066626-B1 chemical patent summary.
Browse our selection of Azetidine reference standards for pharmaceuticals, chemicals, and other industries. Order now for fast ... Discover our range of Azetidine high-quality reference standards, expertly manufactured in-house for precise and reliable ... Azetidine Intermediates CS-EM-00594 "tert-butyl 5-acetyl-3H-spiro[azetidine-3,1-[2]benzofuran]-1-carboxylate" Azetidine ... Azetidine Intermediates CS-EM-00694 "tert-butyl 5-bromo-3H-spiro[azetidine-3,1-[2]benzofuran]-1-carboxylate" Azetidine ...
3-(Ethanesulfonyl)azetidine hydrochloride (3-ESA-HCl) is an organic compound that has been studied extensively in the field of ... Ethyl azetidine-2-carboxylate hydrochloride (EAC HCl) is a synthetic compound used in laboratory experiments and scientific ... Other Aromatic Heterocycles Pyrazoles Piperidines Benzodioxans Quinolines Dioxolanes Isoquinolines Pyrrolidines Azetidines ...
... Distributor. Formula C9H15NO4.Best Quality,Quick Response,Competitive Price. ... 1-Boc-L-azetidine-2-carboxylic acid Cas Number 51077-14-6 Molecular Formula C9H15NO4 ... 2023-09-06 51077-14-6 1-Boc-L-azetidine-2-carboxylic acid Distributor. Formula C9H15NO4.Best Quality,Quick Response,Competitive ... 1-benzyl-3-tert-butyl-4-(2-methylphenyl)-3-(propan-2-yl)azetidine-2-thione ...
Azetidines / pharmacokinetics* * Azetidines / pharmacology* * Benzylamines * Cross-Over Studies * Digoxin / pharmacokinetics* * ...
NP188111 - 1105662-59-6 , Ethyl 1-Boc-3-(Boc-amino)azetidine-3-carboxylate Quantity:. ...
Information on Registered Substances comes from registration dossiers which have been assigned a registration number. The assignment of a registration number does however not guarantee that the information in the dossier is correct or that the dossier is compliant with Regulation (EC) No 1907/2006 (the REACH Regulation). This information has not been reviewed or verified by the Agency or any other authority. The content is subject to change without prior notice ...
Information on Registered Substances comes from registration dossiers which have been assigned a registration number. The assignment of a registration number does however not guarantee that the information in the dossier is correct or that the dossier is compliant with Regulation (EC) No 1907/2006 (the REACH Regulation). This information has not been reviewed or verified by the Agency or any other authority. The content is subject to change without prior notice ...
Azetidines [administration & dosage] [adverse effects] [therapeutic use] *Cholesterol, LDL [blood] *Coronary Disease [blood] [ ...
azetidine [(2S,4S)-2,4-Dimeth. yl-1-azetidinyl][(8. β)-6-methyl-9,10-di. dehydroergolin-8-yl. ]methanon [German] [ACD/IUPAC ...
a) Chemical structures of commercial coumarin SnapTag ligand 30 and azetidine-containing ligand 31. (b, d) Wide-field ... N-dimethylamino substituents in tetramethylrhodamine with four-membered azetidine rings. This addition of two carbon atoms ...
Azetidine. CAS Registry Number®. 503-29-7 Discover more in SciFindern. Cite this Page. . CAS Common Chemistry. CAS, a division ...
Azetidines/metabolism; Azetidines/pharmacokinetics; Biocatalysis; Camptothecin/analogs & derivatives; Camptothecin/metabolism; ...
Azetidines. See other substances:. *3,6-ditert-butyl-2,2,7,7-tetramethyl-3,4,5-octatriene (33512-45-7) ...
Azetidines / therapeutic use* Actions. * Search in PubMed * Search in MeSH * Add to Search ...
BioFocus Launches Azetidine Library Compounds in the library, AZD-01, have been designed to target GCPRs containing key amine ...
When TrpAB is mutated or inhibited by a novel azetidine derivative, BRD4592, M. tuberculosis cannot survive. BRD4592 is a ...
... azetidine- 4,4-[4H]chroman]-2-ones (3) and 1-[(1H-benzoimidazol-2-yl)amino]- 3-chloro-2-phenylspiro[aze tidine-4,4-[4H] ... Ionic liquid mediated synthesis, reactions, and insecticidal activity of 1-[(1H-benzoimidazol-2-yl)amino]spiro[azetidine-4,4-[ ... Ionic liquid mediated synthesis of novel heterocyclic compounds 1-[(1H-benzoimidazol-2-yl)amino]-2-phenylspiro[azetidine- 4,4 ... 4H]chroman]-2-ones (3) and 1-[(1H-benzoimidazol-2-yl)amino]- 3-chloro-2-phenylspiro[aze tidine-4,4-[4H] chroman]-2-ones (4 ...
3-[(2,3-Difluorophenyl)methoxy]azetidine. Purity: 95%. [1121595-62-7], MFCD11874921. ...
1. Novel potent azetidine-based compounds irreversibly inhibit Stat3 activation and induce antitumor response against human ... 4. Discovery of Novel Azetidine Amides as Potent Small-Molecule STAT3 Inhibitors.. Brotherton-Pleiss C; Yue P; Zhu Y; Nakamura ...
Jones, B, Proud, M and Sridharan, V (2016) Synthesis of oxetane/azetidine containing spirocycles via the 1,3-dipolar ... 1 more author) (2019) Synthesis of oxetane/azetidine containing spirocycles. Tetrahedron Letters, 60 (16). pp. 1126-1129. ISSN ...
Preliminary attempts to use the same methodology for the formation of azetidines resulted in no cyclisation. ... process which offers a greener alternative to the previously published iodocyclisation method for the formation of azetidines ...
... the terminal proline residue found in bonnevillamides B and C is replaced with 4-methyl-azetidine-2-carboxylic acid methyl ...
Azetidines,N0000011458, Peptide Fragments,N0000011457, Viral Fusion Proteins,N0000011456, HIV Antigens,N0000011455, Viral ...
2004) Azetidine-induced accumulation of class I small heat shock proteins in the soluble fraction provides thermotolerance in ... 2007) Physiological effects of azetidine on cellular leakage in soybean seedlings Plant Science. 172: 1124-1130. ... A 9 bp cis-element in the promoters of class I small heat shock protein genes on chromosome 3 in rice mediates L-azetidine-2- ...
Typically In-Stock | CAS: 180695-80-1 | tert-Butyl 4-azidopiperidine-1-carboxylate | 1-Boc-4-azidopiperidine | MF: C10H18N4O2 | MW: 226.28
  • Azetidines are an important class of saturated four-membered nitrogen-containing heterocyclic compounds. (chemenu.com)
  • the other is related to chiral azetidines, using rigid azetidine compounds as chiral ligands for asymmetric catalytic reactions. (chemenu.com)
  • Mass spectrometry detected the Stat3 cysteine peptides covalently bound to the azetidine compounds, and the key residues, Cys426 and Cys468, essential for the high potency inhibition, were confirmed by site-directed mutagenesis. (sophion.com)
  • In triple-negative breast cancer (TNBC) models, treatment with the azetidine compounds inhibited constitutive and ligand-induced Stat3 signaling, and induced loss of viable cells and tumor cell death, compared to no effect on the induction of Janus kinase (JAK)2, Src, epidermal growth factor receptor (EGFR), and other proteins, or weak effects on cells that do not harbor aberrantly-active Stat3. (sophion.com)
  • A single dose of these compounds, called bicylic azetidines, left mice infected with P. falciparum or another species, P. berghei , parasite-free for 30 days. (popsci.com)
  • Recent syntheses of azetidines, pyrrolidines, piperidines and azepines through cycloaddition or sigmatropic rearrangements of vinylaziridines are described. (mdpi.com)
  • Bicyclic azetidines are potent low nanomolar inhibitors of phenylalanine tRNA synthetase (PheRS) in T. gondii, with excellent selectivity. (wustl.edu)
  • Collectively, PheRS inhibitors of the bicyclic azetidine series offer promise for treatment of chronic toxoplasmosis. (wustl.edu)
  • We identify potent azetidine-based, selective, irreversible Stat3 inhibitors that inhibit TNBC growth in vivo. (sophion.com)
  • Here we report a synthesis of 3,3- disubstituted oxetane- and azetidine-ethers, with comparisons made to the ester functional group. (imperial.ac.uk)
  • citation needed] Azetidine and its derivatives are relatively rare structural motifs in natural products. (wikipedia.org)
  • Azetidines can be prepared by reduction of azetidinones (β-lactams) with lithium aluminium hydride. (wikipedia.org)
  • Individual treatment of 3a/3b with the Mukaiyama reagent afforded sugar β-lactams 4a/4b that on reduction with LiAlH 4 /AlCl 3 gave azetidines 5a/5b with a sugar appendage. (ias.ac.in)
  • We prepared a collection of complex cycloheptatriene-containing azetidine lactones by applying two key photochemical reactions: "aza-Yang" cyclization and Buchner carbene insertion into aromatic rings. (ku.edu)
  • Biochemical and genetic studies validate PheRS as the primary target of bicyclic azetidines in T. gondii, providing a structural basis for rational design of improved analogs. (wustl.edu)
  • Perhaps the most abundant azetidine containing natural product is azetidine-2-carboxylic acid - a toxic mimic of proline. (wikipedia.org)
  • Penaresidin A and B are sphingosine-related natural products that contain a 2,3,4-trisubstituted azetidine ring and a long alkyl side chain. (heterocycles.jp)
  • Ethyl azetidine-2-carboxylate hydrochloride (EAC HCl) is a synthetic compound used in laboratory experiments and scientific research. (benchchem.com)
  • 3-(Ethanesulfonyl)azetidine hydrochloride (3-ESA-HCl) is an organic compound that has been studied extensively in the field of synthetic organic chemistry. (benchchem.com)
  • 16. Synthesis and Sar Studies on Azetidine-Containing Dipeptides as Hcmv Inhibitors . (nih.gov)
  • Sarolaner is a member of the isoxazoline class of parasiticides and the chemical name is 1-(5'-((5S)-5-(3,5-Dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'-H-spiro(azetidine-3,1'-(2)benzofuran)-1-yl)-2-(methylsulfonyl)ethanone. (nih.gov)
  • 2010 ) A 9 bp cis-element in the promoters of class I small heat shock protein genes on chromosome 3 in rice mediates L-azetidine-2-carboxylic acid and heat shock responses. (academictree.org)
  • Azetidine is a saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. (wikipedia.org)
  • The Company chose Atopidine™ as the trademark for Limonenyldihydroxybenzyl Ethoxycarbonyl Azetidine ("LEA"), the International Nomenclature of Cosmetic Ingredient (INCI) assigned name for the Company's patented monotherapeutic compound KLS-13022. (biospace.com)
  • 2004 ) Azetidine-induced accumulation of class I small heat shock proteins in the soluble fraction provides thermotolerance in soybean seedlings. (academictree.org)
  • SpiroChem designs and commercializes a large range of small-rings- (oxetane, azetidine, cyclobutane, thietane) and spirocycle-containing molecules for use in drug discovery. (ldorganisation.com)