(1S-cis)-4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol Monohydrochloride; Abacavir USP Related Compound C USP; Abacavir Related Compound C; Abacavir Impurities; Abacavir Intermediates; Abacavir USP RC C
Impurity:
Abacavir USP Related Compound C
CAS Number:
172015-79-1
Alternate CAS #:
Free Base: 136522-33-3
Molecular Formula:
C₁₁H₁₃Cl₂N₅O
Appearance:
Off-White to Beige to Brown Solid
Melting Point:
>154°C (dec.)
Molecular Weight:
302.16
Storage:
Refrigerator, Under Inert Atmosphere
Solubility:
DMSO (Slightly), Methanol (Slightly)
Category:
Standards; Pharmaceutical/API Drug Impurities/Metabolites;
Applications:
(1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol Hydrochloride (Abacavir Related Compound C) is an intermediate of Abacavir (A104990). 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.
