CAS:171887-03-9|N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide

Catalogue Number:A604735
Chemical Name:N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide
Synonyms:N-(2-Amino-4,6-dichloropyrimidin-5-yl)formamide; Abacavir – In House Impurity; Abacavir Impurities
Impurity:Abacavir – In House Impurity:CAS Number:171887-03-9
Molecular Formula:C₅H₄Cl₂N₄O
Appearance:Off-White to Pale Beige Solid
Melting Point:>251°C (dec.)
Molecular Weight:207.02
Storage:4°C, Inert atmosphere, Light sensitive
Solubility:DMSO, Methanol
Category:Standards; Pharmaceutical/API Drug Impurities/Metabolites;
Applications:N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide (Abacavir – In House Impurity) is an intermediate of Abacavir (A105000). Abacavir is a carbocyclic 2′-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.
References:(1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012)
(2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)
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