Lamivudine

Lamivudine is a nucleoside reverse transcriptase inhibitor (NRTI). It is phosphorylated intracellularly to its active form lamivudine-5'-triphosphate by the successive actions of deoxycytidine kinase, cytidine monophosphate kinase, and deoxycytidine monophosphate kinase. It reduces HIV-1 p24 antigen levels in the culture supernatant of human peripheral blood lymphocytes infected with laboratory-adapted HIV-1 strains, indicating inhibition of HIV replication, with IC50 values ranging from 0.0025 to 0.09 µM. Lamivudine inhibits syncytium formation between various CD4+ cell lines and several strains of HIV-1 or HIV-2 (IC50s = 0.014-0.61 µM). It reduces serum viral titers in a woodchuck model of chronic hepatitis B virus (HBV) infection when administered at doses of 40 or 200 mg/kg. Formulations containing lamivudine have been used in the treatment of HIV and HBV infections.Formal Name: 4-amino-1-[(2R,5S)-2-(hydroxymethyl)1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone. CAS Number: 134678-17-4. Synonyms: (-)-BCH 189, 3TC, 2',3'-dideoxy-3'-Thiacytidine. Molecular Formula: C8H11N3O3S. Formula Weight: 229.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 0.5 mg/ml, PBS (pH 7.2): 3 mg/ml. lambdamax: 233, 271 nm. SMILES: OC[C@@H]1O[C@H](N2C(N=C(N)C=C2)=O)CS1. InChi Code: InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1. InChi Key: JTEGQNOMFQHVDC-NKWVEPMBSA-N.