AnatomyOrganismsDiseasesChemicals and DrugsAnalytical, Diagnostic and Therapeutic Techniques and EquipmentPhenomena and ProcessesDisciplines and OccupationsInformation Science
Acridine OrangeAcridinesAminoacridinesIntercalating AgentsAminacrineStaining and LabelingStructure-Activity RelationshipMolecular StructureFluorescent DyesNitracrineEthidiumQuinacrineProflavineEthacridineStereoisomerismAmsacrineKineticsDNAHydrogen-Ion ConcentrationAbortifacient AgentsAcridonesMutagensChemistryLactose FactorsChlorophyllidesChemical PhenomenaEscherichia coliTetrahydroisoquinolinesAzure StainsInhibitory Concentration 50Indicators and ReagentsMicroscopy, FluorescencePhenazinesMagnetic Resonance SpectroscopyMustard CompoundsGentian VioletColoring AgentsCell SurvivalSpectrophotometry, UltravioletSpectrometry, FluorescenceBenzophenoneidumAntineoplastic AgentsApoptosisAntimutagenic AgentsCardiolipinsMolecular Sequence DataNucleic Acid DenaturationNitrogen Mustard CompoundsDrug Screening Assays, AntitumorLysosomesCell LineHematoporphyrin DerivativeCell Line, TumorChromatography, High Pressure LiquidFluorescenceDose-Response Relationship, DrugMutationCyclizationBacteriaBase SequenceSpectrophotometryEpoxy CompoundsPhotochemotherapyAnti-Bacterial AgentsDrug DesignHistiocytoma
CompoundsDyesSynthesisQuinolineProflavinePyridineSyntheticInhibitionReactionsCoal tarOrangeHeteroaromaticPotentAcidReactionCompoundActivityCancer cell linesAmineAntitumor activityAnti-tumorPyrazoleAntimalarialOrganicBENZENEQuinacrineCervical cancerComplexesNucleusCovalentlyAbilitiesMoleculesPropertiesBindParentStudyHigherDrugsActivitiesAGENTSimilar
Compounds5
  • These transformations tolerated a broad range of the nucleophilic reagents thus allowing the synthesis of a wide variety of hetero- and carbocyclic compounds including the derivatives of pyridine, pyrimidine, pyrazole, pyran, dioxane, and isoxazole as well as their heterofused derivatives. (researchgate.net)
  • Heterocyclic compounds - Nomenclature & classification Synthesis, reactions & medicinal uses of following compounds/derivatives Pyrrole, Furan, & Thiophene Relative aromaticity & reactivity of Pyrrole, Furan, & Thiophene. (medipdf.in)
  • Acridines are an important class of heteroaromatic compounds that have versatile biological properties, such as antimalarial, anticancer and antileukaemia. (kmu.edu.tw)
  • The basis for these compounds are acridine, guanidine and thiourea molecules. (ktf-split.hr)
  • All the derivatives are characterized by TLC and spectral analysis 1H NMR, 13 C NMR, IR, MASS. All the synthesized compounds were screened as in vitro anti-cancer, and anti-bacterial activity. (jyoungpharm.org)
Dyes5
  • at one time acridine dyes were popular, but they are now relegated to niche applications, such as with acridine orange. (wikipedia.org)
  • Several dyes and drugs feature the acridine skeleton. (wikipedia.org)
  • At one time acridine dyes were commercially significant, but they are now uncommon because they are not lightfast. (wikipedia.org)
  • Acridine dyes are prepared by condensation of 1,3-diaminobenzene derivatives. (wikipedia.org)
  • DNA has a strong affinity for many heterocyclic aromatic dyes, such as acridine and its derivatives. (warwick.ac.uk)
Synthesis14
  • In the Bernthsen acridine synthesis, diphenylamine is condensed with carboxylic acids in the presence of zinc chloride. (wikipedia.org)
  • Other older methods for the organic synthesis of acridines include condensing diphenylamine with chloroform in the presence of aluminium chloride, by passing the vapours of orthoaminodiphenylmethane over heated litharge, by heating salicylaldehyde with aniline and zinc chloride or by distilling acridone (9-position a carbonyl group) over zinc dust. (wikipedia.org)
  • 9-substituted acridine derivatives with long half-life and potent antitumor activity: synthesis and structure-activity relationships. (sinica.edu.tw)
  • The Project Gutenberg eBook of Synthesis of 2-methyl-4-selenoquinazolone 2-phenylbenzoselenazole, and Its Derivatives, by Y -Gwan Chen, M. A. (gutenberg.org)
  • The Project Gutenberg EBook of Synthesis of 2-methyl-4-selenoquinazolone, 2-phenylbenzoselenazole, and its derivatives, by Y -Gwan Chen This eBook is for the use of anyone anywhere in the United States and most other parts of the world at no cost and with almost no restrictions whatsoever. (gutenberg.org)
  • In this study, we explored the catalyst‐free one‐pot multi‐component synthesis of 1,4‐dihydropyridine derivatives by following green chemistry protocol. (researchgate.net)
  • Essentiality of pyridine Synthesis and medicinal use that include Pyrimidine, Purine, azepines, and their derivatives. (medipdf.in)
  • In this study, the researcher at Kaohsiung Medical University developed synthesis of acridines and diaryl ketones under acid promoted intramolecular decarbonylative coupling of unstrained ketone. (kmu.edu.tw)
  • To overcome this drawback, in this study, the scientist Prof. Jeh-Jeng Wang and co-workers found that metal free acid promoted intramolecular decarbonylative of unstrained ketones for the synthesis of acridine derivatives. (kmu.edu.tw)
  • This study was published online in Organic Letters on 19 th February 2020 as a research communication entitled "Acid-Promoted Intramolecular Decarbonylative Coupling Reactions of Unstrained Ketones: A Modular Approach to Synthesis of Acridines and Diaryl Ketones" and is available online at https://pubs.acs.org/doi/pdf/10.1021/acs.orglett.0c00304 . (kmu.edu.tw)
  • The lead author of entitled "Acid-Promoted Intramolecular Decarbonylative Coupling Reactions of Unstrained Ketones: A Modular Approach to Synthesis of Acridines and Diaryl Ketones" Ganesh Kumar Dhandabani, Chia-Ling Shih, and corresponding author include Dr. Jeh-Jeng Wang (Professor, Kaohsiung Medical University, Department of Medicinal and Applied Chemistry). (kmu.edu.tw)
  • In this thesis, the synthesis of 3,6-diisocyanate acridine, thiourea derivative and bisguanidine are presented. (ktf-split.hr)
  • Boron nitride nanomaterial based solid acid catalyst is an efficient and reusable sulfonic acid catalyst for the one-pot synthesis of 9-(2-(4-ethylpiperazin-1-yl)quinolin-3-yl)-3,3-dimethyl-3,4,9,10-tetrahydroacridin-1(2H)-one derivatives under microwave irradiation conditionsvia. (iaamonline.org)
  • A nanocrystalline titania-based sulfonic acid material was prepared, characterized and used as an effective, efficient and re-usable catalyst for the synthesis of 2-amino-4-(2-(4-methylpiperazin-1-yl) quinolin-3-yl)-6-phenyl-4H-pyran-3-carbonitriles and 2-amino-4-(2-(4-methylpiperazin-1-yl)quinolin-3-yl)-6-(pyridin-4-yl)-4H-pyran-3-carbonitrile derivatives under solvent-free conditions. (iaamonline.org)
Quinoline1
  • Like the related molecules pyridine and quinoline, acridine is mildly basic. (wikipedia.org)
Proflavine2
Pyridine1
  • Acridine is a photobase which has a ground state pKa of 5.1, similar to that of pyridine, and an excited state pKa of 10.6. (wikipedia.org)
Synthetic3
  • Acridine and its derivatives can be prepared by many synthetic processes. (wikipedia.org)
  • In this review we summarize the current state of the art in detailing the three main categories of quadruplex-binding macrocycles described so far (telomestatin-like polyheteroarenes, porphyrins and derivatives, polyammonium cyclophanes), and in addressing both synthetic issues and biological aspects. (hindawi.com)
  • Therefore, several researchers are pursuing efforts to create new synthetic routes for acridine derivatives. (kmu.edu.tw)
Inhibition2
  • In situ selenium nanoparticles (SeNPs) for some derivatives were synthesised.Cytotoxicity, Topo I and Topo II inhibitory assays, and DNA intercalation abilities were evaluated.Compound 7d NPs showed the best Topo I and Topo II inhibition.Cell cycle arrest, apoptosis induction, and molecular docking studies were performed. (bvsalud.org)
  • 5'-O-tritylated nucleoside derivatives: inhibition of thymidine phosphorylase and angiogenesis. (shengsci.com)
Reactions2
  • Acridine displays the reactions expected of an unsaturated N-heterocycle. (wikipedia.org)
  • The carbon 9-position of acridine is activated for addition reactions. (wikipedia.org)
Coal tar2
  • Carl Gräbe and Heinrich Caro first isolated acridine in 1870 from coal tar. (wikipedia.org)
  • Acridine is separated from coal tar by extracting with dilute sulfuric acid. (wikipedia.org)
Orange2
  • Acridine orange (3,6-dimethylaminoacridine) is a nucleic acid-selective metachromatic stain useful for cell cycle determination. (wikipedia.org)
  • Previously, it was demonstrated that these aptamers can selectively deliver anticancer ligands," Dr. Cruz said, such as acridine orange derivatives, and showed improved selectivity towards cancer cell lines. (utexas.edu)
Heteroaromatic1
  • A novel family of 4-aminoacridine derivatives was obtained by linking this heteroaromatic core to different trans-cinnamic acids. (ibecbarcelona.eu)
Potent2
  • The most active compound, having a meta-fluorocinnamoyl group linked to the acridine core, was 20- and 120-fold more potent, respectively, against the hepatic and gametocyte stages of Plasmodium infection than the reference drug, primaquine. (ibecbarcelona.eu)
  • An azido derivative of [3H2](2S, 3S)-cis-2-(diphenylmethyl)-N-((2-methoxyphenyl) methyl)-1-azabicyclo[2.2.2]octon-3-amine (CP-96,345), a potent nonpeptide antagonist of the substance P (SP) (neurokinin-1) receptor, was synthesized and shown to have an affinity for the human SP receptor similar to that of the parent compound, CP-96,345. (shengsci.com)
Acid2
  • When formic acid is the carboxylic acid, the reaction yields the parent acridine. (wikipedia.org)
  • Acridine is easily oxidized by peroxymonosulfuric acid to the acridine amine oxide. (wikipedia.org)
Reaction1
  • Reaction with potassium cyanide gives the 9-cyano-9,10-dehydro derivative. (wikipedia.org)
Compound1
  • Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. (wikipedia.org)
Activity1
  • The crystal structures of acridinedione derivatives are expected to provide useful information on the mol-ecular conformation, which has a direct relationship to biological activity. (iucr.org)
Cancer cell lines1
  • The targets and the SeNP derivatives were examined for their cytotoxicity towards five cancer cell lines. (bvsalud.org)
Amine2
  • Acridine is easily oxidized by peroxymonosulfuric acid to the acridine amine oxide. (wikipedia.org)
  • In this study we report that amino acridine intermediates 7 and 8 were obtained from the reduction of nitro acridine derivatives 5 and 6 that were synthesized via the condensation of dimedone, p-nitrobenzaldehyde with various amine derivatives, respectively. (agu.edu.tr)
Antitumor activity2
  • 20. Investigations on the antitumor activity of classical trifluoro-substituted zinc phthalocyanines derivatives. (nih.gov)
  • The electrochemical and spectroelectrochemical behavior of 9‐substituted with CN and COOH acridine N‐oxides with potential antitumor activity was investigated. (infona.pl)
Anti-tumor1
  • Thus, acridines were used as a basis to create the specific regulatory HIV-1 elements, proliferation inhibitors of leukemia cells, and new anti-tumor drugs. (ijpsr.com)
Pyrazole1
  • Herein, we provide a discussion on the bioinformatics of the triazole and pyrazole derivatives containing acridine frameworks as possible inhibitors of SARS-CoV-2 M pro and RNA-dependent RNA-polymerase (RdRp). (researchsquare.com)
Antimalarial2
  • Mepacrine, also known as quinacrine (kwin' a crin) or atabrine, is an acridine derivative that was developed in the 1920s and extensively used as an antimalarial agent by the U.S. military in the South Pacific during World War II. (nih.gov)
  • An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. (nih.gov)
Organic2
  • Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. (wikipedia.org)
  • Laser flash photolysis of acridine in various organic solvents (polar, non-polar and hydroxylic) has been carried out. (ias.ac.in)
BENZENE1
  • Biphotonic ionisation of acridine occurs at high laser intensities and is more efficient in hydroxylic solvents compared to benzene or acetonitrile. (ias.ac.in)
Quinacrine1
  • Mepacrine (also known as quinacrine and atabrine) is an acridine derivative initially used in the therapy and prevention of malaria and later as an antiprotozoal and immunomodulatory agent. (nih.gov)
Cervical cancer2
  • 2. Aptamer-guided acridine derivatives for cervical cancer. (nih.gov)
  • 5. AS1411 derivatives as carriers of G-quadruplex ligands for cervical cancer cells. (nih.gov)
Complexes2
  • The elaboration of complexes of acridine derivatives combined with peptides intercalating specifically into the DNA having big or small grooves is the most outstanding trend of acridine research. (ijpsr.com)
  • Five heteroleptic, cyclometalated (C ∧ N) Iridium(III) complexes of acetylacetone (acac) and 1-phenyl-isoquinoline (piq) derivatives, Ir(acac)(piq) ₂, Ir(acac)(2,4-difluoro-piq) ₂, Ir(acac)(4-trifluoromethylpiq) ₂, Ir(acac)(4-N,N-dimethyl-piq) ₂, Ir(acac)(4-acetyl-piq) ₂, were synthesized and characterized. (ias.ac.in)
Nucleus2
  • The derivatives were comprised of a spermidine fragment covalently tethered at its N4 position to either an acridine or anthracene nucleus via an aliphatic chain (e.g., spermidine-[aliphatic tether]-acridine). (ucf.edu)
  • Acridine is a heterocyclic nucleus consisting of three fused rings heterocyclic moiety and a presence of Nitrogen in the ring structure. (ijpsr.com)
Covalently1
  • Molecular modelling also showed that extending the chain by 2 or 3 carbons would allow favourable interactions between the intercalating acridine derivative and DNA, and allow the side chain to covalently bind to the DNA. (edu.au)
Abilities2
  • Acridine and related derivatives (such as amsacrine) bind to DNA and RNA due to their abilities to intercalate. (wikipedia.org)
  • The DNA-binding abilities of a derivative N-(2-aminoethyl)acridine-4- carboxamide.oxalate, C2-DACA, and its dimer were investigated using radiolabelled DNA electrophoretic crosslinking assays, and binding studies based on absorbance, but did not show DNA binding. (edu.au)
Molecules1
  • Like the related molecules pyridine and quinoline, acridine is mildly basic. (wikipedia.org)
Properties3
  • Many acridines, such as proflavine, also have antiseptic properties. (wikipedia.org)
  • The most well-known acridine derivatives, their pharmacological properties, action mechanisms, and outlooks for practical application are described in this article. (ijpsr.com)
  • This thesis describes the design and measurement of the DNA binding properties in the presence of formaldehyde of several acridine derivatives with primary amino-containing side chains. (edu.au)
Bind1
  • Different signatures were obtained for the acridine derivative CGP 40336A and the aminoglycoside antibiotic neomycin, which bind to different regions of the RNA. (nih.gov)
Parent1
  • Acridines are substituted derivatives of the parent ring. (wikipedia.org)
Study1
  • Nowadays a promising scientific direction for searching biologically active substances is the study of 2-R-imino-1,3-thiazoline derivatives. (edu.ua)
Higher1
  • With the higher larger carboxylic acids, the derivatives substituted at the meso carbon atom are generated. (wikipedia.org)
Drugs1
  • The unique qualities of acridines are primarily attractive due to the possibility of using them for the purpose-oriented designing of drugs. (ijpsr.com)
Activities1
  • Antiinflammatory, Analgesic and Kinase inhibition activities of some Acridine derivatives / S. M. Sondhi, G. Bhattacharjee, R. K. Jameel et al. (edu.ua)
AGENT1
  • Two derivatives of the anti-tumour agent N-[2-(dimethylamino)ethyl] acridine-4-carboxamide (designated C2-DACA and C2-DACA dimer in this thesis) were studied. (edu.au)
Similar1
  • Acridine is a photobase which has a ground state pKa of 5.1, similar to that of pyridine, and an excited state pKa of 10.6. (wikipedia.org)