tipranavir

Also known as U-140690, TPV, 3'-((1R)-1-((6R)-5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)propyl)-5-(trifluoromethyl)-2-pyridinesulfonanilide

Tipranavir (TPV), or tipranavir disodium, is a nonpeptidic protease inhibitor (PI) manufactured by Boehringer Ingelheim under the trade name Aptivus . It is administered with ritonavir in combination therapy to treat HIV infection.

Chemical data

Formula: C31H33F3N2O5S
Molecular weight: 602.7 g/mol
IUPAC name: N-[3-[(1R)-1-[(2R)-4-hydroxy-6-oxo-2-(2-phenylethyl)-2-propyl-3H-pyran-5-yl]propyl]phenyl]-5-(trifluoromethyl)pyridine-2-sulfonamide
SMILES: CCC[C@]1(CC(=C(C(=O)O1)[C@H](CC)C2=CC(=CC=C2)NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)O)CCC4=CC=CC=C4
InChIKey: SUJUHGSWHZTSEU-FYBSXPHGSA-N
XLogP: 7
Polar surface area: 114 Å²
H-bond donors: 2
H-bond acceptors: 10
Formal charge: 0

via PubChem

Research

512 papers

Tipranavir.2012
Tipranavir.2006
Tipranavir.Drugs · 2003
Tipranavir.Drugs of today (Barcelona, Spain : 1998) · 2005
Tipranavir: PNU 140690, tipranivir.Drugs in R&D · 2006

via PubMed

Wikidata facts

Mass: 602.206

Show 6 more facts

chemical formula: C₃₁H₃₃F₃N₂O₅S
canonical SMILES: CCCC1(CC(=C(C(=O)O1)C(CC)C2=CC(=CC=C2)NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)O)CCC4=CC=CC=C4
isomeric SMILES: CCC[C@]1(CC(=C(C(=O)O1)[C@H](CC)C2=CC(=CC=C2)NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)O)CCC4=CC=CC=C4
World Health Organisation international non-proprietary name: tipranavir
defined daily dose: 1
Commons category: Tipranavir

Sources (7)

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External links

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