(1R,3S)-3-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopentanemethanol

CAS: 208762-35-0

Ref. TR-A603795

Información del producto

• Nombre: (1R,3S)-3-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopentanemethanol
• Sinónimos: [(1R,3S)-3-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopentyl]methanol, Cyclopentanemethanol, 3-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1R,3S)-, Abacavir Sulfate Imp. E (Ph. Int.), Abacavir Sulfate Imp E (EP)

Descripción

Impurity Abacavir EP Impurity E
Applications (1R,3S)-3-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopentanemethanol (Abacavir EP Impurity E) is an impurity 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.
References (1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)

• Marca: TRC

Propiedades químicas

• Peso molecular: 288.35
• Fórmula: C₁₄H₂₀N₆O
• Color/Forma: White Solid
• InChI: InChI=1S/C14H20N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h7-10,21H,1-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1
• Clave InChI: InChIKey=TYPRESGPNUCUCA-SCZZXKLOSA-N
• SMILES: Nc1nc(NC2CC2)c2ncn([C@H]3CC[C@@H](CO)C3)c2n1