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Substance Name: Emtricitabine [USAN:INN]
RN: 143491-57-0
UNII: G70B4ETF4S
InChIKey: XQSPYNMVSIKCOC-NTSWFWBYSA-N

Notes

  • A deoxycytidine analog and REVERSE TRANSCRIPTASE INHIBITOR with antiviral activity against HIV-1 and HEPATITIS B viruses. It is used to treat HIV INFECTIONS.
  • AIDSinfo: EMTRIVA(TM) is the brand name of emtricitabine, a synthetic nucleoside analog with activity against human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. The chemical name of emtricitabine is 5-fluoro-1-(2R,5S)-[2-(hydroxymethyl)-1,3oxathiolan-5-yl]cytosine. Emtricitabine is the (-) enantiomer of a thio analog of cytidine, which differs from other cytidine analogs in that it has a fluorine in the 5-position.

Molecular Formula

  • C8-H10-F-N3-O3-S

Molecular Weight

  • 247.249
 

Classification Codes

  • Anti-HIV Agents
  • Anti-Infective Agents
  • Anti-Retroviral Agents
  • Antiretroviral
  • Antiviral (Treatment of HIV-1 and Hepatitis B Infections)
  • Antiviral Agents
  • Enzyme Inhibitors
  • Nucleic Acid Synthesis Inhibitors
  • Reverse Transcriptase Inhibitors

Names and Synonyms

Name of Substance

  • 2'-Deoxy-5-fluoro-3'-thiacytidine
  • Emtricitabine
  • Emtricitabine [USAN:INN]

MeSH Heading

  • Emtricitabine

Synonyms

  • ((-))-FTC
  • (-)-2'-Deoxy-5-fluoro-3'-thiacytidine
  • (-)-FTC
  • (2R-cis)-4-Amino-5-fluoro-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-pyrimidinone
  • 2'-Deoxy-5-fluoro-3'-oxa-4'-thiocytidine
  • 2'-Deoxy-5-fluoro-3'-thiacytidine
  • 2-FTC
  • 5-Fluoro-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)cytosine
  • 524W91
  • BW 1592
  • BW 524W91
  • BW-524W91
  • BW524W91
  • Coviracil
  • dOTFC
  • DRG-0208
  • Emtricitabine
  • Emtriva
  • FTC
  • FTC, (-)-
  • FTC-((-))
  • FTC-(-)
  • HSDB 7337
  • UNII-G70B4ETF4S

Systematic Name

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

Mixture Name

  • Truvada

Registry Numbers

CAS Registry Number

  • 143491-57-0

FDA UNII

  • G70B4ETF4S

System Generated Number

  • 0143491570

Structure Descriptors

InChI

1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m0/s1

InChIKey

XQSPYNMVSIKCOC-NTSWFWBYSA-N

Smiles

c1c(c(nc(=O)n1[C@@H]2CS[C@@H](O2)CO)N)F