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Lamivudine

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Category Hepatitis B Virus (HBV)
CAS 134678-17-4
Description Lamivudine is a potent nucleoside analog reverse transcriptase inhibitor, used for treatment of chronic HBV and HIV/AIDS.
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Product Information

Synonyms GR109714X; Epivir; Zeffix; Heptovir; BCH-189; BCH 189; BCH189
IUPAC Name 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular Weight 229.26
Molecular Formula C8H11N3O3S
Canonical SMILES C1C(OC(S1)CO)N2C=CC(=NC2=O)N
InChI 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
InChIKey JTEGQNOMFQHVDC-NKWVEPMBSA-N
Boiling Point 475.4°C at 760 mmHg
Melting Point 177°C
Purity >98%
Density 1.73 g/cm3
Solubility Soluble in Water
Appearance Crystalline Solid
Storage Store at RT
Complexity 331
Exact Mass 229.05211239
In Vitro Lamivudine (1 μM) is potent inhibitor of hepatitis B virus (HBV) replication, shows antiviral activity in primary duck hepatocyte (PDH) cultures derived from ducklings congenitally infected with the duck hepatitis B virus (DHBV).
Lamivudine (0-20 μM; 2, 4, 9 d) inhibits DHBV replication with 50% inhibitory concentration of 0.55 μM.
Lamivudine, combinded with penciclovir (9-[2-hydroxy-1-(hydroxymethyl)ethoxymethyl]guanine [PCV]), (1 μM; 2, 4, 9 d) shows synergistic effect, acts potent function in reducing the normally recalcitrant viral covalently closed circular (CCC) DNA form of DHBV.
In Vivo Lamivudine (20-500 mg/kg/d; p.o.; 15 or 45 d) causes oxidative stress and is toxic to rat liver.
Lamivudine (50 mg/kg; i.p.; single dose) penetrates well in CNS and localizes in brain regions susceptible to HIV neurodegeneration in rat.
PSA 115.67000
Target HIV; Reverse Transcriptase; HBV
XLogP3-AA -0.9

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