Abacavir 5’-Phosphate

CAS: 136470-77-4

Ref. TR-A105020

Informação sobre produto

• Nome: Abacavir 5’-Phosphate
• Sinónimos: (1S,4R)- 4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanolDihydrogen Phosphate (Ester), (1S-cis)-Abacavir Monophosphate, Abacavir - In House Impurity, Abacavir Impurities, Abacavir Metabolites

Descrição

Impurity Abacavir - In House Impurity
Applications Abacavir 5’-Phosphate (Abacavir - In House Impurity) is a metabolite 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)

• Marca: TRC

Propriedades químicas

• Peso molecular: 366.31
• Fórmula: C₁₄H₁₉N₆O₄P
• Cor/forma: White Solid
• InChI: InChI=1S/C14H19N6O4P/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-24-25(21,22)23/h1,4,7-10H,2-3,5-6H2,(H2,21,22,23)(H3,15,17,18,19)/t8-,10+/m1/s1
• Chave InChI: InChIKey=YQBOXVWMECPEJS-SCZZXKLOSA-N
• SMILES: Nc1nc(NC2CC2)c2ncn([C@H]3C=C[C@@H](COP(=O)(O)O)C3)c2n1