7-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=C2C=CC=NC2=C1

InChI

InChIKey=XCRPPAPDRUBKRJ-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Effect of chemical substituents on the energetical landscape of a molecular photoswitch: an ab initio study.	2010-11-11	20954735
Excited-state double proton transfer dynamics of model DNA base pairs: 7-hydroxyquinoline dimers.	2010-11-04	20939620
Electronic spectra of two long-lived photoproducts: double-proton transfer in 7-hydroxyquinoline dimer in a 2-methyltetrahydrofuran glass matrix.	2010-04-22	20337437
Resonance Raman characterization of the different forms of ground-state 8-substituted 7-hydroxyquinoline caged acetate compounds in aqueous solutions.	2010-02-25	20113003
2-Ethyl-6-(2-pyrid-yl)-5,6,6a,11b-tetra-hydro-7H-indeno[2,1-c]quinoline.	2010-02-20	21580425
Tumor cellular proteasome inhibition and growth suppression by 8-hydroxyquinoline and clioquinol requires their capabilities to bind copper and transport copper into cells.	2010-02	19809836
Accumulated proton-donating ability of solvent molecules in proton transfer.	2010-01-13	19954148
Mercury(II) recognition and fluorescence imaging in vitro through a 3D-complexation structure.	2009-11-02	19852521
Triple proton transfer of excited 7-hydroxyquinoline along a hydrogen-bonded water chain in ethers: secondary solvent effect on the reaction rate.	2009-11	19862421
Two-photon fluorescent probes of biological Zn(II) derived from 7-hydroxyquinoline.	2009-10-01	19722549
Cooperative effect of hydrogen-bonded chains in the environment of a pi --> pi* chromophore.	2009-09-10	19689102
Photoinduced hydrogen-atom eliminations of 6-hydroxyquinoline and 7-hydroxyquinoline studied by low-temperature matrix-isolation infrared spectroscopy and density-functional-theory calculations.	2009-07-23	19569673
On the proton transfer mechanism in ammonia-bridged 7-hydroxyquinoline: a TDDFT molecular dynamics study.	2009-06-14	19475174
Resonance Raman characterization of different forms of ground-state 8-bromo-7-hydroxyquinoline caged acetate in aqueous solutions.	2009-03-26	19296708
Proton transport of water in acid-base reactions of 7-hydroxyquinoline.	2009-02-28	19214318
Nanomedicine in pulmonary delivery.	2009	20054434
Concise stereocontrolled formal synthesis of (+/-)-quinine and total synthesis of (+/-)-7- hydroxyquinine via merged Morita-Baylis-Hillman-Tsuji-Trost cyclization.	2008-12-05	18989927
Excited-state proton-transfer dynamics of 7-hydroxyquinoline in room temperature ionic liquids.	2008-08-21	18661938
Time-dependent density functional theory as a tool for isomer assignments of hydrogen-bonded solute.solvent clusters.	2008-06-26	18510301
Spectral tuning by switching C-H[...]O hydrogen bonds: rotation-induced spectral shifts of 7-hydroxyquinoline HCOOH isomers.	2008-01-14	18205447
Observation of three behaviors in confined liquid water within a nanopool hosting proton-transfer reactions.	2007-05-17	17451268
Probing the behavior of confined water by proton-transfer reactions.	2006-11-30	17125396
Biphasic tautomerization dynamics of excited 7-hydroxyquinoline in reverse micelles.	2006-06-22	16800508
Chelation and determination of labile iron in primary hepatocytes by pyridinone fluorescent probes.	2006-04-01	16336208
Excited-state hydrogen-atom transfer along solvent wires: water molecules stop the transfer.	2006-02-09	16451005
CYP3A4 activity in four different animal species liver microsomes using 7-benzyloxyquinoline and HPLC/spectrofluorometric determination.	2006-01-23	16095860
Excited-state triple proton transfer of 7-hydroxyquinoline along a hydrogen-bonded alcohol chain: vibrationally assisted proton tunneling.	2006-01-09	16323238
[Study on the fluorescence spectra of 7-hydroxyquinoline in dimethyl sulfoxide solution].	2005-12	16544496
Inhibition of prostate cancer cellular proteasome activity by a pyrrolidine dithiocarbamate-copper complex is associated with suppression of proliferation and induction of apoptosis.	2005-09-01	15970547
Replacement of active-site residues of quinoline 2-oxidoreductase involved in substrate recognition and specificity.	2005-04	15902470
Excited-state tautomerization dynamics of 7-hydroxyquinoline in beta-cyclodextrin.	2005-03-10	16851447
Clioquinol and pyrrolidine dithiocarbamate complex with copper to form proteasome inhibitors and apoptosis inducers in human breast cancer cells.	2005	16280039
Excited-state proton-relay dynamics of 7-hydroxyquinoline embedded in a solid matrix of poly(2-hydroxyethyl methacrylate).	2003-10-17	14596005
Binding properties of a polyclonal antibody directed towards lead complexes.	2003-08-13	12911143
Steady state and time-resolved spectroscopic studies of 7-hydroxyquinoline in various polymeric matrices.	2002-06	12166730
Evaluation of 7-benzyloxy-4-trifluoromethylcoumarin, some other 7-hydroxy-4-trifluoromethylcoumarin derivatives and 7-benzyloxyquinoline as fluorescent substrates for rat hepatic cytochrome P450 enzymes.	2001-12	11780761
Grotthus-type and diffusive proton transfer in 7-hydroxyquinoline.(NH(3))(n) clusters.	2001-11-21	11707122
Metabolism of 2,5-bis(trifluoromethyl)-7-benzyloxy-4-trifluoromethylcoumarin by human hepatic CYP isoforms: evidence for selectivity towards CYP3A4.	2001-04	11465405

Patents

Name

Type

Language

NSC-87630

Preferred Name

English

7-HYDROXYQUINOLINE

Systematic Name

English

7-QUINOLINOL

Systematic Name

English

HYDROXYQUINOLINE, 7-

Systematic Name

English

Code System Code Type Description

FDA UNII

D2G6YUK7ZJ