Tipranavir
Also known as 2-Pyridinesulfonamide, N-[3-[(1R)-1-[(6R)-5,6-dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-2H-pyran-3-yl]propyl]phenyl]-5-(trifluoromethyl)-, 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, 3'-((1R)-1-((6R)-5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)propyl)-5-(trifluoromethyl)-2-pyridinesulfonanilide
Key facts
What buyers check first
- Appearance
- White solid from ethyl acetate + heptane
- Melting point
- 86 to 89
- Solubility
- Freely soluble in dehydrated alcohol, propylene glycol. Insoluble in aqueous buffer, pH…
- HS code
- 293590
- Category
- Antibiotics and anti-infectives

What is Tipranavir?
Plain description, key identifiers and synonyms
Tipranavir is a pyridine-2-sulfonamide substituted at C-5 by a trifluoromethyl group and at the sulfonamide nitrogen by a dihydropyrone-containing m-tolyl substituent. It is an HIV-1 protease inhibitor. It has a role as a HIV protease inhibitor and an antiviral drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- 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
- CAS number
- 174484-41-4 CAS number cross-checked
- EC number
- 629-839-6
- Molecular formula
- C31H33F3N2O5S
- UNII
- ZZT404XD09
- InChIKey
- SUJUHGSWHZTSEU-FYBSXPHGSA-N
- InChI
- InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36-37H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1
- Canonical SMILES
- CCCC1(CCc2ccccc2)CC(O)=C(C(CC)c2cccc(NS(=O)(=O)c3ccc(C(F)(F)F)cn3)c2)C(=O)O1
- 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
Synonyms
- 2-Pyridinesulfonamide, N-[3-[(1R)-1-[(6R)-5,6-dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-2H-pyran-3-yl]propyl]phenyl]-5-(trifluoromethyl)-
- 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
- 3'-((1R)-1-((6R)-5,6-Dihydro-4-hydroxy-2-oxo-6-phenethyl-6-propyl-2H-pyran-3-yl)propyl)-5-(trifluoromethyl)-2-pyridinesulfonanilide
- 2-Pyridinesulfonamide, N-(3-((1R)-1-((6R)-5,6-dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-2H-pyran-3-yl)propyl)phenyl)-5-(trifluoromethyl)-
- 2-Pyridinesulfonamide, N-(3-(1-(5,6-dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-2H-pyran-3-yl)propyl)phenyl)-5-(trifluoromethyl)-, (R-(R*,R*))-
- tipranavirum
- 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
- tipranavir, (R-(R*,R*))-
- Aptivus
- TPV
- Tipranavir (INN)
- N-(3-{(1R)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-5-(trifluoromethyl)pyridine-2-sulfonamide
- N-(3-{(1R)-1-[(6R)-4-hydroxy-2-oxo-6-phenethyl-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl}phenyl)-5-(trifluoromethyl)-2-pyridinesulfonamide
- N-{3-[(1R)-1-[(6R)-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-5,6-dihydro-2H-pyran-3-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide
- Aptivus(TM)
- N-(3-((R)-1-((R)-4-hydroxy-2-oxo-6-phenethyl-6-propyl-5,6-dihydro-2H-pyran-3-yl)propyl)phenyl)-5-(trifluoromethyl)pyridine-2-sulfonamide
- Aptivus (TN)
- PNU 140690
- Tipranavir?
- Tipranavir (Standard)
- Tipranavir Impurity 1
- 1d4y
- 2o4l
- 2o4n
- 2o4p
Show all 27 synonymsShow fewer synonyms
- N-[3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-phenethyl-2-propyl-3H-pyran-5-yl]propyl]phenyl]-5-(trifluoromethyl)pyridine-2-sulfonamide
- Tipranavir - Bio-X trade mark
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | White solid from ethyl acetate + heptaneexp.Measured value |
|---|---|
| Melting point | 86 to 89exp.Measured value |
| Solubility | Freely soluble in dehydrated alcohol, propylene glycol. Insoluble in aqueous buffer, pH 7.5exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 602.68 g/molcalc.Computed value |
|---|---|
| Exact mass | 602.2062 Dacalc.Computed value |
| LogP (octanol/water) | 7.33calc.Computed value |
| Topological polar surface area | 105.6 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 11calc.Computed value |
| Heavy atoms | 42calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.36calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Fails (2 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1OC(CCc2ccccc2)CC=C1Cc1cccc(NS(=O)(=O)c2ccccn2)c1
4 rings, 32 atoms.
7 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H411Toxic to aquatic life with long lasting effects.
Precautionary statements (3)
- P273Avoid release to the environment.
- P391Collect spillage.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidTipranavir suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Germany, Biberach an der Riss ManufacturerUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- India, Ahmedabad ManufacturerUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- United States ManufacturerUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- United States, HoustonUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- Spain, BarcelonaUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- United States, SomervilleUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
- United States, Buffalo GroveUnclaimed profileTipranavirGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
28 suppliers in 10 countries
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Tipranavir price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Anti-HIV Agents
Roles
- HIV protease inhibitor
- anti-HIV agent
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- antiviral agent
- antiviral drug
- enzyme inhibitor
- pharmaceutical
- protease inhibitor
Pharmacology
Tipranavir is a Protease Inhibitor. The mechanism of action of tipranavir is as a HIV Protease Inhibitor.
How it is made
Preparation: K.R. Romines et al., WO 9530670 (1995 to Upjohn), eidem, US 5852195 (1998 to Pharmacia & Upjohn)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Tipranavir is traded under.
Sulphonamides, other
- United States23.6%
- Slovenia19.1%
- Spain11.7%
* Partner reported figures, a lower bound.
The HS code shown for Tipranavir is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Tipranavir, based on the data on this page
What is Tipranavir?
What is the CAS number of Tipranavir?
What is the molecular formula and weight of Tipranavir?
What is Tipranavir used for?
Is Tipranavir hazardous?
What is the HS code of Tipranavir?
Where can I buy Tipranavir?
Where can I buy Tipranavir in India?
What is the price of Tipranavir?
Guides for buyers
Practical guides that help when you source, ship or handle Tipranavir
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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