U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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=C2N=CC=CC2=CC=C1

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
The reality of using primaquine.
2010-12-27
Mechanism of interaction of sitamaquine with Leishmania donovani.
2010-12
Operational strategies to achieve and maintain malaria elimination.
2010-11-06
Cascading transformations within a dynamic self-assembled system.
2010-08
From sensors to silencers: quinoline- and benzimidazole-sulfonamides as inhibitors for zinc proteases.
2010-06-23
The impact of phenotypic and genotypic G6PD deficiency on risk of plasmodium vivax infection: a case-control study amongst Afghan refugees in Pakistan.
2010-05-25
Both visual and fluorescent sensor for Zn2+ based on quinoline platform.
2010-05-03
Drug resistance in leishmaniasis.
2010-05
Treatment of visceral leishmaniasis.
2010-05
Chloroquine and its derivatives exacerbate B19V-associated anemia by promoting viral replication.
2010-04-27
A systems-based analysis of Plasmodium vivax lifecycle transcription from human to mosquito.
2010-04-06
Direct analysis of dried blood spots utilizing desorption electrospray ionization (DESI) mass spectrometry.
2010-04
Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.
2010-03-24
Targeting the hypnozoite reservoir of Plasmodium vivax: the hidden obstacle to malaria elimination.
2010-03
Bis[2-(8-quinolylimino-meth-yl)phenolato-κN,N',O]iron(III) azide.
2010-01-27
2,4-Dichloro-6-(8-quinolylamino-methyl-ene)cyclo-hexa-2,4-dien-1-one methanol solvate.
2010-01-23
Control of visceral leishmaniasis in latin america-a systematic review.
2010-01-19
Solid-phase extractors based on 8-aminoquinoline and 2-aminopyridine covalently bonded to silica gel for the selective separation and determination of calcium in natural water and pharmaceutical samples.
2010
Palladium-catalyzed aryl C-H bonds activation/acetoxylation utilizing a bidentate system.
2009-12-17
Direct quantitative bioanalysis of drugs in dried blood spot samples using a thin-layer chromatography mass spectrometer interface.
2009-12-15
Bis(N-triisopropyl-silyl-quinolin-8-aminato)nickel(II).
2009-12-04
Visualisation and quantitative analysis of the rodent malaria liver stage by real time imaging.
2009-11-18
Cytochrome P(450)-dependent toxic effects of primaquine on human erythrocytes.
2009-11-15
Synthesis and characterization of organoaluminum compounds containing quinolin-8-amine derivatives and their catalytic behaviour for ring-opening polymerization of epsilon-caprolactone.
2009-11-07
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.
2009-11-01
The synthesis and coordination chemistry of a tris-8-aminoquinoline tripodal ligand.
2009-10-21
Antimalarials and the fight against malaria in Brazil.
2009-08
Optimally timing primaquine treatment to reduce Plasmodium falciparum transmission in low endemicity Thai-Myanmar border populations.
2009-07-15
Electrochemistry of ruthenium(II) complexes of 8-aminoquinoline.
2009-05-14
N-(2-hydroxypropyl)methacrylamide-amphotericin B (HPMA-AmB) copolymer conjugates as antileishmanial agents.
2009-05
Pharmacotherapeutic options for visceral leishmaniasis-current scenario.
2009-01-23
Synthesis, cytotoxic activity, and DNA binding properties of copper (II) complexes with hesperetin, naringenin, and apigenin.
2009
Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives.
2009
The role of anti-malarial drugs in eliminating malaria.
2008-12-11
Selection of the most promising 2-substituted quinoline as antileishmanial candidate for clinical trials.
2008-12
Identification of differentially expressed genes after acute exposure to bulaquine (CDRI 80/53) in mice liver.
2008-12
Electrospray ionization-ion trap mass spectrometry study of PQAAPro and PQProAA mimetic derivatives of the antimalarial primaquine.
2008-10
Toxicity in rhesus monkeys following administration of the 8-aminoquinoline 8-[(4-amino-l-methylbutyl)amino]- 5-(l-hexyloxy)-6-methoxy-4-methylquinoline (WR242511).
2008-09
In vitro antileishmanial activity of fluoro-artemisinin derivatives against Leishmania donovani.
2008-09
Simulation-based cheminformatic analysis of organelle-targeted molecules: lysosomotropic monobasic amines.
2008-09
Clinical development of new prophylactic antimalarial drugs after the 5th Amendment to the Declaration of Helsinki.
2008-08
Effects of amino acids on malarial heme crystallization.
2008-08
8-Quinolylguanidinium chloride.
2008-06-07
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).
2008-03
Selection and phenotype characterisation of sitamaquine-resistant promastigotes of Leishmania donovani.
2008-03
N,N'-Bis(8-quinol-yl)pyridine-2,6-dicarboxamide.
2008-01-11
Primaquine-induced differential gene expression analysis in mice liver using DNA microarrays.
2007-09-24
Response to malaria epidemics in Africa.
2007-05
Tafenoquine: a promising new antimalarial agent.
2007-05
Drug development papers in PLoS Medicine: how we try to spot a winner.
2006-12
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:41:28 GMT 2025
Edited
by admin
on Mon Mar 31 18:41:28 GMT 2025
Record UNII
U34EAV21TG
Record Status Validated (UNII)
Record Version
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Name Type Language
NC-066
Preferred Name English
8-AMINOQUINOLINE
VANDF  
Systematic Name 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 Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
PUBCHEM
11359
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
CHEBI
36709
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
WIKIPEDIA
8-AMINOQUINOLINE
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-427-9
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
CAS
578-66-5
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
FDA UNII
U34EAV21TG
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
NSC
7933
Created by admin on Mon Mar 31 18:41:28 GMT 2025 , Edited by admin on Mon Mar 31 18:41:28 GMT 2025
PRIMARY
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