Emivirine

Last updated
Emivirine
Emivirine.png
Names
Preferred IUPAC name
6-Benzyl-1-(ethoxymethyl)-5-(propan-2-yl)pyrimidine-2,4(1H,3H)-dione
Other names
MKC-442
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C17H22N2O3/c1-4-22-11-19-14(10-13-8-6-5-7-9-13)15(12(2)3)16(20)18-17(19)21/h5-9,12H,4,10-11H2,1-3H3,(H,18,20,21) X mark.svgN
    Key: MLILORUFDVLTSP-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C17H22N2O3/c1-4-22-11-19-14(10-13-8-6-5-7-9-13)15(12(2)3)16(20)18-17(19)21/h5-9,12H,4,10-11H2,1-3H3,(H,18,20,21)
    Key: MLILORUFDVLTSP-UHFFFAOYAG
  • CCOCN1C(=C(C(=O)NC1=O)C(C)C)CC2=CC=CC=C2
Properties
C17H22N2O3
Molar mass 302.374 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Emivirine (MKC-442) is a failed experimental agent for the treatment of HIV. It is a non-nucleoside reverse transcriptase inhibitor. [1] While emivirine showed promising antiviral activity in vitro, it failed to show sufficient efficacy in human trials. However it is still notable as an early proof of concept, which led to the discovery of a number of related antiviral drugs. [2]

References

  1. ↑ CID 65013 from PubChem
  2. ↑ Serge Van Calenbergh & Piet Herdewijn (February 25, 2005). "A heterogeneous collection of novel antiviral pyrimidines". Expert Opinion on Therapeutic Patents. 10 (3): 289–295. doi:10.1517/13543776.10.3.289.
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