4-HYDROXYQUINOLINE

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

OC1=CC=NC2=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

Molecular Formula	C9H7NO
Molecular Weight	145.158
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Photochemical and thermal reactivity of kynurenine.	2006 Dec	16963024
Quinol-4-ones as steroid A-ring mimetics in nonsteroidal dissociated glucocorticoid agonists.	2006 Dec 28	17181172
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 Oct 5	17004710
Structure-activity relationships of 111In- and 99mTc-labeled quinolin-4-one peptidomimetics as ligands for the vitronectin receptor: potential tumor imaging agents.	2006 Sep-Oct	16984141
Acaricidal effects of quinone and its congeners and color alteration of Dermatophagoides spp. with quinone.	2007 Aug	18051611
The Pseudomonas aeruginosa 4-quinolone signal molecules HHQ and PQS play multifunctional roles in quorum sensing and iron entrapment.	2007 Jan	17254955
Studies on parasitologic and haematologic activities of an enaminone derivative of 4-hydroxyquinolin-2(1H)-one against murine schistosomiasis mansoni.	2007 Jan 23	17435624
Radiolabeled divalent peptidomimetic vitronectin receptor antagonists as potential tumor radiotherapeutic and imaging agents.	2007 Jul-Aug	17579472
Increasing spectrum in antimicrobial resistance of Shigella isolates in Bangladesh: resistance to azithromycin and ceftriaxone and decreased susceptibility to ciprofloxacin.	2007 Jun	17985817
In-Silico docking of HIV-1 integrase inhibitors reveals a novel drug type acting on an enzyme/DNA reaction intermediate.	2007 Mar 20	17374162
Characteristics of non-typhoidal Salmonella isolates from human and broiler-chickens in southwestern Seoul, Korea.	2007 Oct	17982221
[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
A selective spectrophotometric method for determination of rosoxacin antibiotic using sodium nitroprusside as a chromogenic reagent.	2008 Apr	17804284
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 Feb	18312830
Quinolone alkaloids from Waltheria douradinha.	2008 Feb	18076957
Design and synthesis of 4-quinolinone 2-carboxamides as calpain inhibitors.	2008 Jan 1	18024028
Interaction of quorum signals with outer membrane lipids: insights into prokaryotic membrane vesicle formation.	2008 Jul	18630345
Key role of Mfd in the development of fluoroquinolone resistance in Campylobacter jejuni.	2008 Jun 6	18535657
Review of moxifloxacin hydrochloride ophthalmic solution in the treatment of bacterial eye infections.	2008 Mar	19668391
tert-Butyl 4-carbamoyl-3-methoxy-imino-4-methyl-piperidine-1-carboxyl-ate.	2008 Nov 8	21581272
Predictive analysis of transmissible quinolone resistance indicates Stenotrophomonas maltophilia as a potential source of a novel family of Qnr determinants.	2008 Sep 16	18793450
The pseudomonas quinolone signal (PQS) balances life and death in Pseudomonas aeruginosa populations.	2008 Sep 26	18818733
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
A rapid microbial inhibition-based screening strategy for fluoroquinolone and quinolone residues in foods of animal origin.	2009 Apr 1	19286036
QSAR studies on 4-quinolone derivatives as high-affinity ligands at the benzodiazepine site of brain GABA(A) receptors.	2009 Jul	19689392
Quasi-MSn identification of flavanone 7-glycoside isomers in Da Chengqi Tang by high performance liquid chromatography-tandem mass spectrometry.	2009 Jul 24	19630957
5-(4-Chloro-anilinomethyl-ene)-2,2-dimethyl-1,3-dioxane-4,6-dione.	2009 Jun 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 May 7	19590790
Experimental and quantum chemical study of photochemical properties of 4-hydroxyquinoline.	2009 Nov	19862413
Nitric oxide production and monoamine oxidase activity in cancer patients during interferon-alpha therapy.	2009 Oct	18953681
Quinoline alkaloids in honey: further analytical (HPLC-DAD-ESI-MS, multidimensional diffusion-ordered NMR spectroscopy), theoretical and chemometric studies.	2009 Oct 15	19560302
Inhibitory effect of dehydroepiandrosterone on brain monoamine oxidase activity: in vivo and in vitro studies.	2009 Oct 21	19772862
(E)-1-Ethyl-4-oxo-N'-(4-pyridylmethyl-ene)-1,4-dihydroquinoline-3-carbo-hydrazide.	2009 Sep 16	21577928
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 Apr	19809837
New quinoline derivatives: synthesis and investigation of antibacterial and antituberculosis properties.	2010 Aug	20537437
Use of 2-[(18)F]fluoroethylazide for the Staudinger ligation - Preparation and characterisation of GABA(A) receptor binding 4-quinolones.	2010 Aug 1	20579877
Divergent route to access structurally diverse 4-quinolones via mono or sequential cross-couplings.	2010 Dec 17	21082793
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 Dec 23	21080722
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 Jun	20406282
Novel 8a-aza-8a-homoerythromycin--4''-(3-substituted-amino)propionates with broad spectrum antibacterial activity.	2010 Jun 1	20462754
Penicinoline, a new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system from an endophytic fungus Penicillium sp.	2010 Jun 1	20452770
Homeostatic interplay between bacterial cell-cell signaling and iron in virulence.	2010 Mar 12	20300606
Antileishmanial high-throughput drug screening reveals drug candidates with new scaffolds.	2010 May 4	20454559
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 Nov	19921455
Endochin optimization: structure-activity and structure-property relationship studies of 3-substituted 2-methyl-4(1H)-quinolones with antimalarial activity.	2010 Oct 14	20828199
Highly efficient synthesis of 3-amino-/alkylthio-cyclobut-2-en-1-ones based on the cyclization of acyl ketene dithioacetals.	2010 Oct 28	20838675
Ciprofloxacin inhibits advanced glycation end products-induced adhesion molecule expression on human monocytes.	2010 Sep	20718752
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 Sep 28	21152296

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:50:13 GMT 2023` Edited by `admin` on `Fri Dec 15 17:50:13 GMT 2023`
Record UNII	M1O131WXFO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-HYDROXYQUINOLINE

Systematic Name

English

4-QUINOLINOL

Systematic Name

English

HYDROXYQUINOLINE, 4-

Systematic Name

English

QUINOLINE, 4-HYDROXY-

Systematic Name

English

NSC-3183

Code

English

KYNURINE

Common Name

English

QUINOLIN-4-OL

Systematic Name

English

Code System Code Type Description

CHEBI

15815