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Substance Name: Lamivudine [USAN:USP:INN:BAN]
RN: 134678-17-4
UNII: 2T8Q726O95
InChIKey: JTEGQNOMFQHVDC-NKWVEPMBSA-N

Note

  • A reverse transcriptase inhibitor and ZALCITABINE analog in which a sulfur atom replaces the 3' carbon of the pentose ring. It is used to treat HIV disease.

Molecular Formula

  • C8-H11-N3-O3-S

Molecular Weight

  • 229.2589
 

Classification Codes

  • Anti-HIV Agents
  • Anti-Infective Agents
  • Anti-Retroviral Agents
  • Antiviral
  • Antiviral Agents
  • Enzyme Inhibitors
  • Nucleic Acid Synthesis Inhibitors
  • Reverse Transcriptase Inhibitors

Names and Synonyms

Name of Substance

  • Lamivudine
  • Lamivudine [USAN:USP:INN:BAN]

MeSH Heading

  • Lamivudine

Synonyms

  • (-)-1-((2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine
  • (-)-2'-Deoxy-3'-thiacytidine
  • (-)-BCH 189
  • (-)-BCH-189
  • (-)NGPB-21
  • 2',3'-Dideoxy-3'-thiacytidine
  • 3'-Thia-2',3'-dideoxycytidine
  • 3TC
  • 4-Amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-pyrimidinone
  • BCH 189
  • BCH 189, (-)-
  • BCH-189
  • beta-L-2',3'-Dideoxy-3'-thiacytidine
  • beta-L-3'-Thia-2',3'-dideoxycytidine
  • CCRIS 9274
  • Epivir
  • Epivir-HBV
  • GR 109714X
  • GR109714X
  • Hepitec
  • Heptovir
  • HSDB 7155
  • Lamivudine
  • UNII-2T8Q726O95
  • Zeffix

Systematic Names

  • 2(1H)-Pyrimidinone, 4-amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-
  • 2(1H)-Pyrimidinone, 4-amino-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-, (2R-cis)-

Mixture Names

  • Combivir
  • Epzicom
  • Trizivir

Registry Numbers

CAS Registry Number

  • 134678-17-4

FDA UNII

  • 2T8Q726O95

Other Registry Numbers

  • 1117764-41-6
  • 480434-79-5

System Generated Number

  • 0134678174

Structure Descriptors

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

Smiles

NC1=NC(=O)N(C=C1)[C@@H]2CS[C@H](CO)O2