Home Other Building Blocks N-DESETHYL AMODIAQUINE DIHCL

N-DESETHYL AMODIAQUINE DIHCL

CAS No.:
79352-78-6
Catalog Number:
AG00G3HS
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00G3HS
Chemical Name:
N-DESETHYL AMODIAQUINE DIHCL
CAS Number:
79352-78-6
MDL Number:
MFCD08063715
IUPAC Name:
4-[(7-chloroquinolin-4-yl)amino]-2-(ethylaminomethyl)phenol
InChI:
InChI=1S/C18H18ClN3O/c1-2-20-11-12-9-14(4-6-18(12)23)22-16-7-8-21-17-10-13(19)3-5-15(16)17/h3-10,20,23H,2,11H2,1H3,(H,21,22)
InChI Key:
VRXFDHAGFYWGHT-UHFFFAOYSA-N
Properties
Complexity:
370  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
327.114g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
327.812g/mol
Monoisotopic Mass:
327.114g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
57.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.3  
Literature
Title Journal
Reduction and Scavenging of Chemically Reactive Drug Metabolites by NAD(P)H:Quinone Oxidoreductase 1 and NRH:Quinone Oxidoreductase 2 and Variability in Hepatic Concentrations. Chemical research in toxicology 20180219
Human glutathione S-transferases- and NAD(P)H:quinone oxidoreductase 1-catalyzed inactivation of reactive quinoneimines of amodiaquine and N-desethylamodiaquine: Possible implications for susceptibility to amodiaquine-induced liver toxicity. Toxicology letters 20170605
In vitro and in vivo combination of cepharanthine with anti-malarial drugs. Malaria journal 20140101
In vitro assessment of drug resistance in Plasmodium falciparum in five States of India. The Indian journal of medical research 20120401
In vitro activity of antiretroviral drugs against Plasmodium falciparum. Antimicrobial agents and chemotherapy 20111101
In vitro activity of Proveblue (methylene blue) on Plasmodium falciparum strains resistant to standard antimalarial drugs. Antimicrobial agents and chemotherapy 20110501
Comparative oral bioavailability of non-fixed and fixed combinations of artesunate and amodiaquine in healthy Indian male volunteers. European journal of clinical pharmacology 20110301
Plasmodium falciparum: Solanum nudum SN-1 steroid antiplasmodial activity when combined with antimalarial drugs. Experimental parasitology 20110101
Synergy of mefloquine activity with atorvastatin, but not chloroquine and monodesethylamodiaquine, and association with the pfmdr1 gene. The Journal of antimicrobial chemotherapy 20100701
In vitro susceptibility of Plasmodium falciparum to monodesethylamodiaquine, quinine, mefloquine and halofantrine in Abidjan (Côte d'Ivoire). African health sciences 20100601
In vitro sensitivities of Plasmodium falciparum to different antimalarial drugs in Uganda. Antimicrobial agents and chemotherapy 20100301
Selection of parasites with diminished drug susceptibility by amodiaquine-containing antimalarial regimens in Uganda. The Journal of infectious diseases 20091201
Synthesis, antimalarial activity, and preclinical pharmacology of a novel series of 4'-fluoro and 4'-chloro analogues of amodiaquine. Identification of a suitable 'back-up' compound for N-tert-butyl isoquine. Journal of medicinal chemistry 20090409
Biological measure of compliance to Artesunate plus Amodiaquine association: interest in a Mono-Desethyl-Amodiaquine blood assay? Acta tropica 20090401
Candidate selection and preclinical evaluation of N-tert-butyl isoquine (GSK369796), an affordable and effective 4-aminoquinoline antimalarial for the 21st century. Journal of medicinal chemistry 20090312
Validation of high performance liquid chromatography-electrochemical detection methods with simultaneous extraction procedure for the determination of artesunate, dihydroartemisinin, amodiaquine and desethylamodiaquine in human plasma for application in clinical pharmacological studies of artesunate-amodiaquine drug combination. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090215
Pharmacokinetics and pharmacodynamics of a new ACT formulation: Artesunate/Amodiaquine (TRIMALACT) following oral administration in African malaria patients. European journal of drug metabolism and pharmacokinetics 20090101
Studies on antimalarial drug susceptibility in Colombia, in relation to Pfmdr1 and Pfcrt. Parasitology 20080401
Determination of N-desethylamodiaquine by hydrophilic interaction liquid chromatography with tandem mass spectrometry: application to in vitro drug metabolism studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080215
Simultaneous determination of amodiaquine and its active metabolite in human blood by ion-pair liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071201
Short report: polymorphisms in the pfcrt and pfmdr1 genes of Plasmodium falciparum and in vitro susceptibility to amodiaquine and desethylamodiaquine. The American journal of tropical medicine and hygiene 20071201
A field-adapted HPLC method for determination of amodiaquine and its metabolite in whole blood dried on filter paper. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071101
Population pharmacokinetics of amodiaquine and desethylamodiaquine in pediatric patients with uncomplicated falciparum malaria. Journal of pharmacokinetics and pharmacodynamics 20071001
Amodiaquine metabolism is impaired by common polymorphisms in CYP2C8: implications for malaria treatment in Africa. Clinical pharmacology and therapeutics 20070801
Prevalent pfmdr1 n86y mutant Plasmodium falciparum in Madagascar despite absence of pfcrt mutant strains. The American journal of tropical medicine and hygiene 20070601
Practical HPLC methods for the quantitative determination of common antimalarials in Africa. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070301
Amodiaquine resistant Plasmodium falciparum malaria in vivo is associated with selection of pfcrt 76T and pfmdr1 86Y. Infection, genetics and evolution : journal of molecular epidemiology and evolutionary genetics in infectious diseases 20060701
Amodiaquine, its desethylated metabolite, or both, inhibit the metabolism of debrisoquine (CYP2D6) and losartan (CYP2C9) in vivo. European journal of clinical pharmacology 20060701
In-vitro susceptibility of Plasmodium falciparum to monodesethylamodiaquine, dihydroartemisinin and quinine in an area of high chloroquine resistance in Rwanda. Transactions of the Royal Society of Tropical Medicine and Hygiene 20060601
Short report: lack of prediction of amodiaquine efficacy in treating Plasmodium falciparum malaria by in vitro tests. The American journal of tropical medicine and hygiene 20040901
Validated assays for human cytochrome P450 activities. Drug metabolism and disposition: the biological fate of chemicals 20040601
Selective and sensitive liquid chromatographic assay of amodiaquine and desethylamodiaquine in whole blood spotted on filter paper. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040105
Molecular epidemiology of malaria in Cameroon. XV. Experimental studies on serum substitutes and supplements and alternative culture media for in vitro drug sensitivity assays using fresh isolates of Plasmodium falciparum. The American journal of tropical medicine and hygiene 20030801
Polymorphism in the Plasmodium falciparum chloroquine-resistance transporter protein links verapamil enhancement of chloroquine sensitivity with the clinical efficacy of amodiaquine. Malaria journal 20030101
Cytochrome P450 1A1/2 induction by antiparasitic drugs: dose-dependent increase in ethoxyresorufin O-deethylase activity and mRNA caused by quinine, primaquine and albendazole in HepG2 cells. European journal of clinical pharmacology 20021101
Amodiaquine clearance and its metabolism to N-desethylamodiaquine is mediated by CYP2C8: a new high affinity and turnover enzyme-specific probe substrate. The Journal of pharmacology and experimental therapeutics 20020201
Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s. Drug metabolism and disposition: the biological fate of chemicals 20010101
Properties