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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 4-AMINOQUINOLINE

SMILES

NC1=C2C=CC=CC2=NC=C1

InChI

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

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
Pharmacodynamic modelling of reversible gastric acid pump inhibition in dog and man.
2001 Dec
Interaction of Clostridium botulinum C2 toxin with lipid bilayer membranes and Vero cells: inhibition of channel function by chloroquine and related compounds in vitro and intoxification in vivo.
2001 Jul
Comparative clinical characteristics and responses to oral 4-aminoquinoline therapy of malarious children who did and did not develop 4-aminoquinoline-induced pruritus.
2001 Oct
Porphyrin-aminoquinoline conjugates as telomerase inhibitors.
2003 Mar 21
Synthesis and SAR of 8-arylquinolines as potent corticotropin-releasing factor1 (CRF1) receptor antagonists.
2003 Oct 6
Potentiation of the antimalarial action of chloroquine in rodent malaria by drugs known to reduce cellular glutathione levels.
2003 Sep 1
Polymorphism in the Plasmodium falciparum chloroquine-resistance transporter protein links verapamil enhancement of chloroquine sensitivity with the clinical efficacy of amodiaquine.
2003 Sep 19
Molecular analysis of Plasmodium falciparum from drug treatment failure patients in Papua New Guinea.
2004 Mar
Ferriprotoporphyrin IX, phospholipids, and the antimalarial actions of quinoline drugs.
2004 Mar 5
[Acute chloroquine intoxication--rare, but always serious: case reports and literature review].
2005
Mapping antimalarial pharmacophores as a useful tool for the rapid discovery of drugs effective in vivo: design, construction, characterization, and pharmacology of metaquine.
2005 Aug 25
1,4-bis(3-aminopropyl)piperazine libraries: from the discovery of classical chloroquine-like antimalarials to the identification of new targets.
2005 Feb
Design and synthesis of new antimalarial agents from 4-aminoquinoline.
2005 Mar 15
Sensitive fluorescence HPLC assay for AQ-13, a candidate aminoquinoline antimalarial, that also detects chloroquine and N-dealkylated metabolites.
2006 Apr 3
Application of multicomponent reactions to antimalarial drug discovery. Part 2: New antiplasmodial and antitrypanosomal 4-aminoquinoline gamma- and delta-lactams via a 'catch and release' protocol.
2006 Aug 15
Genotoxicity of chloroquine in rat liver cells: protective role of free radical scavengers.
2006 May
The use of antirheumatic disease drugs during pregnancy.
2006 Nov
Rapid selection of dhfr mutant allele in Plasmodium falciparum isolates after the introduction of sulfadoxine/pyrimethamine in combination with 4-aminoquinolines in Papua New Guinea.
2006 Nov
Methylene blue for malaria in Africa: results from a dose-finding study in combination with chloroquine.
2006 Oct 8
Simultaneous determination of amodiaquine and its active metabolite in human blood by ion-pair liquid chromatography-tandem mass spectrometry.
2007 Dec 1
Activity of piperaquine and other 4-aminoquinoline antiplasmodial drugs against chloroquine-sensitive and resistant blood-stages of Plasmodium falciparum. Role of beta-haematin inhibition and drug concentration in vacuolar water- and lipid-phases.
2007 Jun 15
Response to malaria epidemics in Africa.
2007 May
Exploration of rate-limiting conformational state for 5-[(7-chloro-4-quinolinyl)amino]-3-[(alkylamino)methyl][1,1'-biphenyl]-2-ols and N(omega)-oxides (tebuquine analogues) for antimalarial activity using molecular shape analysis and molecular field analysis studies.
2007 May-Jun
Chloroquine ototoxicity.
2007 Nov
The usefulness of twenty-four molecular markers in predicting treatment outcome with combination therapy of amodiaquine plus sulphadoxine-pyrimethamine against falciparum malaria in Papua New Guinea.
2008 Apr 19
Design, synthesis and in vitro antitumor activity of 4-aminoquinoline and 4-aminoquinazoline derivatives targeting EGFR tyrosine kinase.
2008 Aug 15
Sulfadoxine-pyrimethamine-based combinations for malaria: a randomised blinded trial to compare efficacy, safety and selection of resistance in Malawi.
2008 Feb 13
[Urotensin II promotes atherosclerosis].
2008 Jan
Antimalarial activity of novel pyrrolizidinyl derivatives of 4-aminoquinoline.
2008 Jul 1
Antimalarial dual drugs based on potent inhibitors of glutathione reductase from Plasmodium falciparum.
2008 Mar 13
Ferroquine, an ingenious antimalarial drug: thoughts on the mechanism of action.
2008 Nov 20
New chimeric antimalarials with 4-aminoquinoline moiety linked to a tetraoxane skeleton.
2008 Oct 9
Antimalarial activities of ferroquine conjugates with either glutathione reductase inhibitors or glutathione depletors via a hydrolyzable amide linker.
2009 Dec 1
Synthesis of novel thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline as potent antimalarials.
2009 May 1
Synthesis of oxalamide and triazine derivatives as a novel class of hybrid 4-aminoquinoline with potent antiplasmodial activity.
2009 Sep 1
Synthesis and antimalarial activity of new chloroquine analogues carrying a multifunctional linear side chain.
2009 Sep 15
Continued cytoadherence of Plasmodium falciparum infected red blood cells after antimalarial treatment.
2010 Feb
Patents
Substance Class Chemical
Created
by admin
on Thu Jul 06 00:32:38 UTC 2023
Edited
by admin
on Thu Jul 06 00:32:38 UTC 2023
Record UNII
GTE5P5L97N
Record Status Validated (UNII)
Record Version
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Name Type Language
4-AMINOQUINOLINE
VANDF  
Systematic Name English
QUINOLINE, 4-AMINO-
Systematic Name English
4-QUINOLYLAMINE
Systematic Name English
4-QUINOLINAMINE
Systematic Name English
4-AMINOQUINOLINE [VANDF]
Common Name English
Code System Code Type Description
FDA UNII
GTE5P5L97N
Created by admin on Thu Jul 06 00:32:38 UTC 2023 , Edited by admin on Thu Jul 06 00:32:38 UTC 2023
PRIMARY
MESH
C001920
Created by admin on Thu Jul 06 00:32:38 UTC 2023 , Edited by admin on Thu Jul 06 00:32:38 UTC 2023
PRIMARY
CAS
578-68-7
Created by admin on Thu Jul 06 00:32:38 UTC 2023 , Edited by admin on Thu Jul 06 00:32:38 UTC 2023
PRIMARY
PUBCHEM
68476
Created by admin on Thu Jul 06 00:32:38 UTC 2023 , Edited by admin on Thu Jul 06 00:32:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID70206491
Created by admin on Thu Jul 06 00:32:38 UTC 2023 , Edited by admin on Thu Jul 06 00:32:38 UTC 2023
PRIMARY
WIKIPEDIA
4-AMINOQUINOLINE
Created by admin on Thu Jul 06 00:32:38 UTC 2023 , Edited by admin on Thu Jul 06 00:32:38 UTC 2023
PRIMARY