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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8N2
Molecular Weight 144.1732
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 8-AMINOQUINOLINE

SMILES

NC1=CC=CC2=C1N=CC=C2

InChI

InChIKey=WREVVZMUNPAPOV-UHFFFAOYSA-N
InChI=1S/C9H8N2/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H,10H2

HIDE SMILES / InChI

Molecular Formula C9H8N2
Molecular Weight 144.1732
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
General rules for the packing of hydrogen-bonded crystals as derived from the analysis of squaric acid anions: aminoaromatic nitrogen base co-crystals.
2001 Aug
Mutagenic activity and mutational specificity of antiprotozoal drugs with and without nitrite treatment.
2002
Chemistry of stable iminopropadienones, RN=C=C=C=O.
2002 Apr 19
Triangular test applied to the clinical trial of azithromycin against relapses in Plasmodium vivax infections.
2002 Nov 12
Blood schizontocidal activity of WR 238605 (Tafenoquine) against Plasmodium cynomolgi and Plasmodium fragile infections in rhesus monkeys.
2003 Apr
Orally effective drugs for kala-azar (visceral leishmaniasis): focus on miltefosine and sitamaquine.
2003 Jul
A randomized, double-blind, placebo-controlled, dose-ranging trial of tafenoquine for weekly prophylaxis against Plasmodium falciparum.
2003 Mar 1
8-Quinolinamines conjugated with amino acids are exhibiting potent blood-schizontocidal antimalarial activities.
2004 Jan 2
Randomized trial of 3-dose regimens of tafenoquine (WR238605) versus low-dose primaquine for preventing Plasmodium vivax malaria relapse.
2004 Oct 15
Modern malaria chemoprophylaxis.
2005
A phase II dose-ranging study of sitamaquine for the treatment of visceral leishmaniasis in India.
2005 Dec
Isatin-Schiff base copper(II) complexes and their influence on cellular viability.
2005 Jul
[Therapeutic options for visceral leishmaniasis].
2005 Jun
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
In-vitro and in-vivo studies on a topical formulation of sitamaquine dihydrochloride for cutaneous leishmaniasis.
2006 Aug
Drug development papers in PLoS Medicine: how we try to spot a winner.
2006 Dec
8-Aminoquinolines: future role as antiprotozoal drugs.
2006 Dec
Novel acetoxylation and C-C coupling reactions at unactivated positions in alpha-amino acid derivatives.
2006 Jul 20
Visceral leishmaniasis (kala-azar): challenges ahead.
2006 Mar
Development and validation of a stability-indicating reversed-phase high performance liquid chromatography method for NPC 1161C, a novel 8-aminoquinoline anti-malarial drug.
2006 Mar 31
Direct nitric oxide detection in aqueous solution by copper(II) fluorescein complexes.
2006 Nov 8
Self-gelling primaquine-gum arabic conjugate: an injectable controlled delivery system for primaquine.
2007 Jan
Response to malaria epidemics in Africa.
2007 May
Primaquine-induced differential gene expression analysis in mice liver using DNA microarrays.
2007 Sep 24
Clinical development of new prophylactic antimalarial drugs after the 5th Amendment to the Declaration of Helsinki.
2008 Aug
Selection of the most promising 2-substituted quinoline as antileishmanial candidate for clinical trials.
2008 Dec
The role of anti-malarial drugs in eliminating malaria.
2008 Dec 11
N,N'-Bis(8-quinol-yl)pyridine-2,6-dicarboxamide.
2008 Jan 11
8-Quinolylguanidinium chloride.
2008 Jun 7
One-dimensional hydrogen-bonded structures in the 1:1 proton-transfer compounds of 4,5-dichlorophthalic acid with 8-hydroxyquinoline, 8-aminoquinoline and quinoline-2-carboxylic acid (quinaldic acid).
2008 Mar
Toxicity in rhesus monkeys following administration of the 8-aminoquinoline 8-[(4-amino-l-methylbutyl)amino]- 5-(l-hexyloxy)-6-methoxy-4-methylquinoline (WR242511).
2008 Sep
Simulation-based cheminformatic analysis of organelle-targeted molecules: lysosomotropic monobasic amines.
2008 Sep
Synthesis, cytotoxic activity, and DNA binding properties of copper (II) complexes with hesperetin, naringenin, and apigenin.
2009
Direct quantitative bioanalysis of drugs in dried blood spot samples using a thin-layer chromatography mass spectrometer interface.
2009 Dec 15
Palladium-catalyzed aryl C-H bonds activation/acetoxylation utilizing a bidentate system.
2009 Dec 17
Bis(N-triisopropyl-silyl-quinolin-8-aminato)nickel(II).
2009 Dec 4
N-(2-hydroxypropyl)methacrylamide-amphotericin B (HPMA-AmB) copolymer conjugates as antileishmanial agents.
2009 May
Electrochemistry of ruthenium(II) complexes of 8-aminoquinoline.
2009 May 14
Application of a liquid extraction based sealing surface sampling probe for mass spectrometric analysis of dried blood spots and mouse whole-body thin tissue sections.
2009 Nov 1
Cytochrome P(450)-dependent toxic effects of primaquine on human erythrocytes.
2009 Nov 15
Visualisation and quantitative analysis of the rodent malaria liver stage by real time imaging.
2009 Nov 18
Synthesis and characterization of organoaluminum compounds containing quinolin-8-amine derivatives and their catalytic behaviour for ring-opening polymerization of epsilon-caprolactone.
2009 Nov 7
Direct analysis of dried blood spots utilizing desorption electrospray ionization (DESI) mass spectrometry.
2010 Apr
A systems-based analysis of Plasmodium vivax lifecycle transcription from human to mosquito.
2010 Apr 6
Mechanism of interaction of sitamaquine with Leishmania donovani.
2010 Dec
The reality of using primaquine.
2010 Dec 27
2,4-Dichloro-6-(8-quinolylamino-methyl-ene)cyclo-hexa-2,4-dien-1-one methanol solvate.
2010 Jan 23
From sensors to silencers: quinoline- and benzimidazole-sulfonamides as inhibitors for zinc proteases.
2010 Jun 23
Targeting the hypnozoite reservoir of Plasmodium vivax: the hidden obstacle to malaria elimination.
2010 Mar
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:10:38 GMT 2023
Edited
by admin
on Fri Dec 15 17:10:38 GMT 2023
Record UNII
U34EAV21TG
Record Status Validated (UNII)
Record Version
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Name Type Language
8-AMINOQUINOLINE
VANDF  
Systematic Name English
NC-066
Code English
8-QUINOLINYLAMINE
Systematic Name English
8-QUINOLINAMINE
Systematic Name English
AMINOQUINOLINE, 8-
Systematic Name English
8-QUINOLYLAMINE
Systematic Name English
NSC-7933
Code English
AMINOQUINOLINE [VANDF]
Common Name English
8-AMINOQUINOLINE [VANDF]
Common Name English
QUINOLINE, 8-AMINO-
Systematic Name English
WR-6920
Code English
Code System Code Type Description
EPA CompTox
DTXSID4060369
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
PUBCHEM
11359
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
CHEBI
36709
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
WIKIPEDIA
8-AMINOQUINOLINE
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
ECHA (EC/EINECS)
209-427-9
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
CAS
578-66-5
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
FDA UNII
U34EAV21TG
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
NSC
7933
Created by admin on Fri Dec 15 17:10:38 GMT 2023 , Edited by admin on Fri Dec 15 17:10:38 GMT 2023
PRIMARY
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