Descyclopropyl Abacavir

CAS: 124752-25-6

Ref. TR-D288865

Product Information

• Name: Descyclopropyl Abacavir
• Synonyms: Abacavir Imp. C (EP), Abacavir USP Related Compound A, Abacavir USP RC A,2-Cyclopentene-1-methanol, 4-(2,6-diamino-9H-purin-9-yl)-, (1S,4R)-, 2-Cyclopentene-1-methanol, 4-(2,6-diamino-9H-purin-9-yl)-, (1S-cis)-, Abacavir Related Compound A (USP), Abacavir Sulfate Imp. C (Ph. Int.), Abacavir Sulfate Imp C (EP), 139U91 (GR92685X), GW 466608X, GW 470921X, GW 403126X, GW 357662X, GW 444710X, Abacavir Related Compound A, Abacavir Sulfate Impurity C, Abacavir Impurity C, 2-Cyclopentene-1-methanol, 4-(2,6-diamino-9H-purin-9-yl)-, (1S-cis)-, [(1S,4R)-4-(2,6-diamino-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol, 6-Aminocarbovir

Description

Impurity Abacavir EP Impurity C; Abacavir USP Related Compound A
Applications Descyclopropyl Abacavir (Abacavir EP Impurity C; Abacavir Related Compound A) 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)

• Brand: TRC

Chemical properties

• Molecular weight: 246.27
• Formula: C₁₁H₁₄N₆O
• Color/Form: Neat
• InChI: InChI=1S/C11H14N6O/c12-9-8-10(16-11(13)15-9)17(5-14-8)7-2-1-6(3-7)4-18/h1-2,5-7,18H,3-4H2,(H4,12,13,15,16)/t6-,7+/m1/s1
• InChI key: InChIKey=ZKJUXHDSLJYKED-RQJHMYQMSA-N
• SMILES: Nc1nc(N)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1