Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

CHEMBL840 2-(4-chlorophenyl)-1- (diaminomethylidene)g...

Synonyms: SureCN305068, AG-F-81494, CHEBI:162184, NSC-220325, STOCK3S-56587, ...

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High impact information on NSC79310

Because the plasma concentrations of cycloguanil and 4-chlorophenylbiguanide covary (r(s) = .89), it is now suggested that their formation be catalyzed by the same enzyme (ie, CYP2C19) through a common intermediate, the structure of which is also presented [1].
A sensitive, simple and fast liquid chromatography tandem mass spectrometry (HPLC-MS/MS) method for the determination of proguanil (PG) and its metabolites, cycloguanil (CG) and 1-(4-chlorophenyl)biguanide (4CPB), was developed and validated over a concentration range of 1-2000 ng/mL using only 50 microL of blood or plasma [2].
Bioequivalence was assessed for whole blood and plasma AUC and Cmax of chloroquine, proguanil, cycloguanil and 4-chlorophenylbiguanide [3].

Biological context of NSC79310

Complete concordance between PM CYP2C19 genotype and PM phenotype was only achieved with probit analysis of proguanil metabolite ratios that incorporated 4-chlorophenylbiguanide [4].

References

Slow chloroguanide metabolism in Tanzanians compared with white subjects and Asian subjects confirms a decreased CYP2C19 activity in relation to genotype. Herrlin, K., Massele, A.Y., Rimoy, G., Alm, C., Rais, M., Ericsson, O., Bertilsson, L., Gustafsson, L.L. Clin. Pharmacol. Ther. (2000) [Pubmed]
Sensitive method for the quantitative determination of proguanil and its metabolites in rat blood and plasma by liquid chromatography-mass spectrometry. Leveque, N.L., Charman, W.N., Chiu, F.C. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2006) [Pubmed]
Bioequivalence evaluation of a fixed combination of chloroquine and proguanil in a capsule formulation versus a standard medication. Chaulet, J.F., Nony, P., Bévalot, F., Girard, P., Chabaud, S., Mounier, C., Clair, P., Boissel, J.P., Grelaud, G. Arzneimittel-Forschung. (2002) [Pubmed]
Concordance between proguanil phenotype and CYP2C19 genotype in Chinese. Hoskins, J.M., Shenfield, G.M., Gross, A.S. Eur. J. Clin. Pharmacol. (2003) [Pubmed]

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