Capravirine

Title: Capravirine
CAS Registry Number: 178979-85-6
CAS Name: 5-[(3,5-Dichlorophenyl)thio]-4-(1-methylethyl)-1-(4-pyridinylmethyl)-1H-imidazole-2-methanol carbamate ester
Additional Names: 2-carbamoyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole
Manufacturers' Codes: AG-1549; S-1153
Molecular Formula: C20H20Cl2N4O2S
Molecular Weight: 451.37
Percent Composition: C 53.22%, H 4.47%, Cl 15.71%, N 12.41%, O 7.09%, S 7.10%
Literature References: Imidazole type non-nucleoside HIV-1 reverse transcriptase inhibitor (NNRTI). Prepn: H. Sugimoto, T. Fujiwara, WO 9610019; eidem, US 5910506 (1996, 1999 both to Shionogi). Antiviral activity: T. Fujiwara et al., Antimicrob. Agents Chemother. 42, 1340 (1998). Crystal structure in complex with target enzyme: J. Ren et al., J. Biol. Chem. 275, 14316 (2000). Review of pharmacology and clinical evaluation: W. M. Brown, Curr. Opin. Anti-Infect. Invest. Drugs 2, 286-294 (2000).
Properties: Crystals from diethylether as hemihydrate, mp 88° (dec).
Melting point: mp 88° (dec)
Therap-Cat: Antiviral
Keywords: Antiviral; Reverse Transcriptase Inhibitor.
Caprenin Capreomycin Caproic Aldehyde Caprolactam Capromab

Capravirine
Capravirine.png
Identifiers
CAS number 178979-85-6 YesY
PubChem 1783
ChemSpider 1717 N
ChEMBL CHEMBL435128 N
Jmol-3D images Image 1
Properties
Molecular formula C20H20Cl2N4O2S
Molar mass 451.37 g/mol
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Capravirine was a non-nucleoside reverse transcriptase inhibitor which reached phase II trials before development was discontinued by Pfizer. Both phase IIb trials which were conducted failed to demonstrate that therapy with capravirine provided any significant advantage over existing triple-drug HIV therapies, and pharmacology studies showed that capravirine may interact with other HIV drugs.