Abacavir sulfate

CAS: 188062-50-2

Ref. TR-A105000

Product Information

• Name: Abacavir sulfate
• Synonyms: Bis[[(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-enyl]methanol] sulfate, 1592U89 hemisulphate, GI 265235F, 1617U89 (abacavir enantiomer), 1592U89 hemisulphate test mix 2, USP Abacavir Stereoisomers Mixture, Ph Eur Abacavir for System Suitability, Abacavir Sulphate (1592U89 hemisulphate), (1S,4R)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol sulfate, 1592U89 sulfate, 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S,4R)-, sulfate (2:1), 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S,4R)-, sulfate (2:1) (salt), 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1S-cis)-, sulfate (2:1) (salt), ABC sulfate, Abacavir Sulfale, Abacavir hemisulfate, Abacavir sulphate, Abamune, Abavir, Drg 0257, Ziagen
• CAS: 188062-50-2

Description

Impurity Abacavir - In House Impurity
Applications Abacavir Sulfate (Abacavir - In House Impurity) 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: 670.74
• Formula: C₂₈H₃₈N₁₂O₆S
• Color/Form: Off White
• InChI: /m11./s1, (H2,1,2,3,4)/t2*8-,10+, 1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19), InChI=1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21
• InChI key: InChIKey=WMHSRBZIJNQHKT-FFKFEZPRSA-N
• SMILES: Nc1nc(NC2CC2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1.Nc1nc(NC2CC2)c2ncn([C@H]3C=C[C@@H](CO)C3)c2n1.O=S(=O)(O)O