1,4-Dihydro-4-quinolinone

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H7NO
Molecular Weight	145.158
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1C=CNC2=C1C=CC=C2

InChI

InChIKey=PMZDQRJGMBOQBF-UHFFFAOYSA-N

InChI=1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
DNA-dependent protein kinase (DNA-PK) inhibitors. Synthesis and biological activity of quinolin-4-one and pyridopyrimidin-4-one surrogates for the chromen-4-one chemotype.	2010-12-23	21080722
Divergent route to access structurally diverse 4-quinolones via mono or sequential cross-couplings.	2010-12-17	21082793
Electrochemically induced multicomponent assembling of isatins, 4-hydroxyquinolin-2(1H)-one and malononitrile: a convenient and efficient way to functionalized spirocyclic [indole-3,4'-pyrano[3,2-c]quinoline] scaffold.	2010-11	19921455
Highly efficient synthesis of 3-amino-/alkylthio-cyclobut-2-en-1-ones based on the cyclization of acyl ketene dithioacetals.	2010-10-28	20838675
Endochin optimization: structure-activity and structure-property relationship studies of 3-substituted 2-methyl-4(1H)-quinolones with antimalarial activity.	2010-10-14	20828199
Molecular modeling studies of 4,5-dihydro-1H-pyrazolo[4,3-h] quinazoline derivatives as potent CDK2/Cyclin a inhibitors using 3D-QSAR and docking.	2010-09-28	21152296
Ciprofloxacin inhibits advanced glycation end products-induced adhesion molecule expression on human monocytes.	2010-09	20718752
Use of 2-[(18)F]fluoroethylazide for the Staudinger ligation - Preparation and characterisation of GABA(A) receptor binding 4-quinolones.	2010-08-01	20579877
New quinoline derivatives: synthesis and investigation of antibacterial and antituberculosis properties.	2010-08	20537437
Novel 8a-aza-8a-homoerythromycin--4''-(3-substituted-amino)propionates with broad spectrum antibacterial activity.	2010-06-01	20462754
Penicinoline, a new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system from an endophytic fungus Penicillium sp.	2010-06-01	20452770
Transcriptomic analysis reveals a global alkyl-quinolone-independent regulatory role for PqsE in facilitating the environmental adaptation of Pseudomonas aeruginosa to plant and animal hosts.	2010-06	20406282
Antileishmanial high-throughput drug screening reveals drug candidates with new scaffolds.	2010-05-04	20454559
CoMFA and CoMSIA analyses on 4-oxo-1,4-dihydroquinoline and 4-oxo-1,4-dihydro-1,5-, -1,6- and -1,8-naphthyridine derivatives as selective CB2 receptor agonists.	2010-04	19809837
Homeostatic interplay between bacterial cell-cell signaling and iron in virulence.	2010-03-12	20300606
Experimental and quantum chemical study of photochemical properties of 4-hydroxyquinoline.	2009-11	19862413
Inhibitory effect of dehydroepiandrosterone on brain monoamine oxidase activity: in vivo and in vitro studies.	2009-10-21	19772862
Quinoline alkaloids in honey: further analytical (HPLC-DAD-ESI-MS, multidimensional diffusion-ordered NMR spectroscopy), theoretical and chemometric studies.	2009-10-15	19560302
Nitric oxide production and monoamine oxidase activity in cancer patients during interferon-alpha therapy.	2009-10	18953681
(E)-1-Ethyl-4-oxo-N'-(4-pyridylmethyl-ene)-1,4-dihydroquinoline-3-carbo-hydrazide.	2009-09-16	21577928
Quasi-MSn identification of flavanone 7-glycoside isomers in Da Chengqi Tang by high performance liquid chromatography-tandem mass spectrometry.	2009-07-24	19630957
QSAR studies on 4-quinolone derivatives as high-affinity ligands at the benzodiazepine site of brain GABA(A) receptors.	2009-07	19689392
5-(4-Chloro-anilinomethyl-ene)-2,2-dimethyl-1,3-dioxane-4,6-dione.	2009-06-27	21582958
Synthesis of chromones and 4-hydroxyquinolines based on uncatalyzed condensations of 1-methoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene with 2-alkoxy- and 2-nitrobenzoyl chlorides and related reactions.	2009-05-07	19590790
A rapid microbial inhibition-based screening strategy for fluoroquinolone and quinolone residues in foods of animal origin.	2009-04-01	19286036
Selective Spectrophotometric and Spectrofluorometric Methods for the Determination of Amantadine Hydrochloride in Capsules and Plasma via Derivatization with 1,2-Naphthoquinone-4-sulphonate.	2009	20140080
New spectrophotometric and fluorimetric methods for determination of fluoxetine in pharmaceutical formulations.	2009	20107560
tert-Butyl 4-carbamoyl-3-methoxy-imino-4-methyl-piperidine-1-carboxyl-ate.	2008-11-08	21581272
The pseudomonas quinolone signal (PQS) balances life and death in Pseudomonas aeruginosa populations.	2008-09-26	18818733
Predictive analysis of transmissible quinolone resistance indicates Stenotrophomonas maltophilia as a potential source of a novel family of Qnr determinants.	2008-09-16	18793450
Interaction of quorum signals with outer membrane lipids: insights into prokaryotic membrane vesicle formation.	2008-07	18630345
Key role of Mfd in the development of fluoroquinolone resistance in Campylobacter jejuni.	2008-06-06	18535657
A selective spectrophotometric method for determination of rosoxacin antibiotic using sodium nitroprusside as a chromogenic reagent.	2008-04	17804284
Review of moxifloxacin hydrochloride ophthalmic solution in the treatment of bacterial eye infections.	2008-03	19668391
Difference in brain distributions of carbon 11-labeled 4-hydroxy-2(1H)-quinolones as PET radioligands for the glycine-binding site of the NMDA ion channel.	2008-02	18312830
Quinolone alkaloids from Waltheria douradinha.	2008-02	18076957
Design and synthesis of 4-quinolinone 2-carboxamides as calpain inhibitors.	2008-01-01	18024028
[Pineal gland and brain structures monoamine oxidase activity in rats of different age].	2008	19432173
Bench-to-bedside review: Quorum sensing and the role of cell-to-cell communication during invasive bacterial infection.	2008	19040778
Characteristics of non-typhoidal Salmonella isolates from human and broiler-chickens in southwestern Seoul, Korea.	2007-10	17982221
Acaricidal effects of quinone and its congeners and color alteration of Dermatophagoides spp. with quinone.	2007-08	18051611
Radiolabeled divalent peptidomimetic vitronectin receptor antagonists as potential tumor radiotherapeutic and imaging agents.	2007-06-21	17579472
Increasing spectrum in antimicrobial resistance of Shigella isolates in Bangladesh: resistance to azithromycin and ceftriaxone and decreased susceptibility to ciprofloxacin.	2007-06	17985817
In-Silico docking of HIV-1 integrase inhibitors reveals a novel drug type acting on an enzyme/DNA reaction intermediate.	2007-03-20	17374162
Studies on parasitologic and haematologic activities of an enaminone derivative of 4-hydroxyquinolin-2(1H)-one against murine schistosomiasis mansoni.	2007-01-23	17435624
The Pseudomonas aeruginosa 4-quinolone signal molecules HHQ and PQS play multifunctional roles in quorum sensing and iron entrapment.	2007-01	17254955
Quinol-4-ones as steroid A-ring mimetics in nonsteroidal dissociated glucocorticoid agonists.	2006-12-28	17181172
Photochemical and thermal reactivity of kynurenine.	2006-12	16963024
Design, synthesis, and biological evaluation of new 1,8-naphthyridin-4(1H)-on-3-carboxamide and quinolin-4(1H)-on-3-carboxamide derivatives as CB2 selective agonists.	2006-10-05	17004710
Structure-activity relationships of 111In- and 99mTc-labeled quinolin-4-one peptidomimetics as ligands for the vitronectin receptor: potential tumor imaging agents.	2006-09-21	16984141

Patents

Name

Type

Language

1,4-Dihydro-4-quinolinone

Systematic Name

English

NSC-3183

Preferred Name

English

4(1H)-Quinolinone

Systematic Name

English

Quinoline-4-ol

Systematic Name

English

NSC-263800

Code

English

KYNURINE

Common Name

English

4-Hydroxyquinoline

Systematic Name

English

4-Quinolinol

Systematic Name

English

Code System Code Type Description

CHEBI

15815