capravirine

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.

Chemical data

Formula: C20H20Cl2N4O2S
Molecular weight: 451.4 g/mol
IUPAC name: [5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)imidazol-2-yl]methyl carbamate

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: HIV infection

via ChEMBL · EBI

Research

42 papers

The HIV-1 non-nucleoside reverse transcriptase inhibitors (part V): capravirine and its analogues.Current medicinal chemistry · 2012
Capravirine trials stopped.AIDS patient care and STDs · 2001
Capravirine, a nonnucleoside reverse-transcriptase inhibitor in patients infected with HIV-1: a phase 1 study.The Journal of infectious diseases · 2004
New drugs.HIV medicine · 2005
Metabolism and excretion of capravirine, a new non-nucleoside reverse transcriptase inhibitor, alone and in combination with ritonavir in healthy volunteers.Drug metabolism and disposition: the biological fate of chemicals · 2004

via PubMed

Wikidata facts

Mass: 450.068

Show 2 more facts

chemical formula: C₂₀H₂₀Cl₂N₄O₂S
canonical SMILES: CC(C)C1=C(N(C(=N1)COC(=O)N)CC2=CC=NC=C2)SC3=CC(=CC(=C3)Cl)Cl

Sources (2)

via Wikidata · CC0

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Article

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Contents

References

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 391146416 | ImageFile = capravirine.png | ImageClass = skin-invert-image | ImageSize = 200px | PIN = {5-[(3,5-Dichlorophenyl)sulfanyl]-4-(propan-2-yl)-1-[(pyridin-4-yl)methyl]-1H-imidazol-2-yl}methyl carbamate | OtherNames = | Section1 =

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