Abacavir-d4

Abacavir-d4 is intended for use as an internal standard for the quantification of abacavir (Cay-14746) by GC- or LC-MS. Abacavir is a nucleoside analog and an inhibitor of HIV-1 reverse transcriptase (Ki = 2.1 µM for the wild-type enzyme). It inhibits replication of a variety of HIV-1 and HIV-2 strains, including strains resistant to 3'-azido-3'-deoxythymidine (zidovudine, Cay-15492) or 2',3'-dideoxyinosine (didanosine, Cay-23715), in HeLa cells stably expressing CD4 (IC50s = 5.8-21 µM). Abacavir inhibits replication of eight HIV-1 clinical isolates in phytohemagglutinin-stimulated isolated human peripheral blood lymphocytes with a mean IC50 value of 0.26 µM. It inhibits hepatitis B virus (HBV) DNA synthesis in HepG2 cells (IC50 = 7 µM) and is also active against human cytomegalovirus (CMV) strain AD169 and the Petaluma strain of feline immunodeficiency virus (FIV) in plaque reduction assays (IC50s = 32 and 0.4 µM, respectively). Formulations containing abacavir have been used in the treatment of HIV infection.Formal Name: (1S,4R)-4-[2-amino-6-(cyclopropyl-2,2,3,3-d4-amino)-9H-purin-9-yl]-2-cyclopentene-1-methanol. CAS Number: 1260619-56-4. Molecular Formula: C14H14D4N6O. Formula Weight: 290.4. Purity: >99% deuterated forms (d1-d4). Formulation: (Request formulation change), A solid. Solubility: Acetonitrile:Methanol (1:1): soluble, DMSO: soluble. SMILES: NC1=NC(N([C@@]2([H])C=C[C@@H](CO)C2)C=N3)=C3C(NC4C([2H])([2H])C4([2H])[2H])=N1. InChi Code: InChI=1S/C14H18N6O/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/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1/i2D2,3D2. InChi Key: MCGSCOLBFJQGHM-ZOTQTBSBSA-N.