Description

A monothioacetal that consists of cytosine having a (2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl moiety attached at position 1. An inhibitor of HIV-1 reverse transcriptase, it is used as an antiviral in the treatment of AIDS and hepatitis B.

Chemical properties

Chemical formula Net charge Average mass
C8H11N3O3S 0 229.25600
lamivudine

Nomenclature

IUPAC SMILES InChI InChIKey Synonyms
4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one Nc1ccn([C@@H]2CS[C@H](CO)O2)c(=O)n1 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 JTEGQNOMFQHVDC-NKWVEPMBSA-N
  • beta-l-3'-thia-2',3'-dideoxycytidine
  • beta-l-2',3'-dideoxy-3'-thiacytidine
  • 2',3'-dideoxy-3'-thiacytidine
  • 3tc
  • (-)-2'-deoxy-3'-thiacytidine
  • epivir
  • 3'-thia-2',3'-dideoxycytidine
  • (-)-1-((2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine