Fosamprenavir
Also known as FOS-APV, fos-amprenavir, VX 175
Key facts
What buyers check first
- CAS number
- 226700-79-4
- Formula
- C25H36N3O9PS
- Molar mass
- 585.62 g/mol
- Solubility
- White to cream colored solid. Solubility in water is approximately 0.31 mg/mL at 25 °C /…
- HS code
- 293590
- Category
- Antibiotics and anti-infectives
What is Fosamprenavir?
Plain description, key identifiers and synonyms
Fosamprenavir is a sulfonamide with a structure based on that of sulfanilamide substituted on the sulfonamide nitrogen by a (2R,3S)-4-phenyl-2-(phosphonooxy)-3-({[(3S)-tetrahydrofuran-3-yloxy]carbonyl}amino)butyl group. It is a pro-drug of the HIV protease inhibitor and antiretroviral drug amprenavir. It has a role as a prodrug. It is functionally related to a sulfanilamide.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate
- CAS number
- 226700-79-4 CAS number cross-checkedOther or deprecated CAS: 1257693-05-2
- Molecular formula
- C25H36N3O9PS
- UNII
- WOU1621EEG
- MDL number
- MFCD09955118
- InChIKey
- MLBVMOWEQCZNCC-OEMFJLHTSA-N
- InChI
- InChI=1S/C25H36N3O9PS/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32)/t21-,23-,24+/m0/s1
- Canonical SMILES
- CC(C)CN(CC(OP(=O)(O)O)C(Cc1ccccc1)NC(=O)OC1CCOC1)S(=O)(=O)c1ccc(N)cc1
- Isomeric SMILES
- CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CCOC2)OP(=O)(O)O)S(=O)(=O)C3=CC=C(C=C3)N
Synonyms
- FOS-APV
- fos-amprenavir
- VX 175
- [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate
- GW 433908
- (3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)carbamic acid C-(tetrahydro-3-furanyl) ester
- GW 908
- fosamprenavirum
- (((2R,3S)-1-(N-(2-methylpropyl)(4-aminobenzene)sulfonamido)-3-((((3S)-oxolan-3-yloxy)carbonyl)amino)-4-phenylbutan-2-yl)oxy)phosphonic acid
- ((3S)-oxolan-3-yl) N-((2S,3R)-4-((4-aminophenyl)sulfonyl-(2-methylpropyl)amino)-1-phenyl-3-phosphonooxybutan-2-yl)carbamate
- {[(2R,3S)-1-[N-(2-methylpropyl)(4-aminobenzene)sulfonamido]-3-({[(3S)-oxolan-3-yloxy]carbonyl}amino)-4-phenylbutan-2-yl]oxy}phosphonic acid
- Fosamprenavir (INN)
- [(3S)-tetrahydrofuran-3-yl] N-[(1S,2R)-3-[(4-aminophenyl)sulfonyl-isobutyl-amino]-1-benzyl-2-phosphonooxy-propyl]carbamate
- Amprenavir phosphate
- Telzir(TM)
- (S)-Tetrahydrofuran-3-yl ((2S,3R)-4-(4-amino-N-isobutylphenylsulfonamido)-1-phenyl-3-(phosphonooxy)butan-2-yl)carbamate
- Lexiva (TM)
- (3S)-Oxolan-3-yl [(2S,3R)-4-[4-amino-N-(2-methylpropyl)benzene-1-sulfonamido]-1-phenyl-3-(phosphonooxy)butan-2-yl]carbamate
- GW433908A (*Sodium Salt*)
- GW433908G (*Calcium Salt*)
- GW908 cpd
- VX175 cpd
- Carbamic acid, ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)-, C-((3S)-tetrahydro-3-furanyl) ester
- ((3S)Oxolan-3-yloxy)-N-((1S,2R)-3-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-1-benzyl-2-(phosphonooxy)propyl)carboxamide
- (3S)-Tetrahydro-3-furyl ((.alpha.s)-alpha-((1R)-1-hydroxy-2-(n1-isobutylsulfanilamido)ethyl)phenethyl)carbamate phosphate (ester)
Show all 30 synonymsShow fewer synonyms
- (3S)-tetrahydrofuran-3-yl [(2S,3R)-4-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-1-phenyl-3-(phosphonooxy)butan-2-yl]carbamate
- {[(2R,3S)-1-[N-(2-methylpropyl)-4-aminobenzenesulfonamido]-3-({[(3S)-oxolan-3-yloxy]carbonyl}amino)-4-phenylbutan-2-yl]oxy}phosphonic acid
- Carbamic acid, ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)-, c-(3S)-tetrahydro-3-furanyl) ester
- N-[3-[N-(4-aminophenylsulfonyl)-N-isobutylamino]-1(s)-benzyl-2(r)-(phosphonooxyl)propyl]carbamic acid tetrahydrofuran-3(s)-yl ester
- rel-(3R)-Tetrahydro-3-furanyl N-[(1R,2S)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)-2-(phosphonooxy)propyl]carbamate
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
| Solubility | White to cream colored solid. Solubility in water is approximately 0.31 mg/mL at 25 °C /Calcium salt/exp.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 | 585.62 g/molcalc.Computed value |
|---|---|
| Exact mass | 585.191 Dacalc.Computed value |
| LogP (octanol/water) | 2.52calc.Computed value |
| Topological polar surface area | 177.7 Ųcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 8calc.Computed value |
| Rotatable bonds | 13calc.Computed value |
| Heavy atoms | 39calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.48calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (1 violation)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=C(NC(CCNS(=O)(=O)c1ccccc1)Cc1ccccc1)OC1CCOC1
3 rings, 29 atoms.
9 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Fosamprenavir suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Mumbai ManufacturerUnclaimed profileFosamprenavirGrade, purity and minimum order on requestPrice on request
- India, Ahmedabad ManufacturerUnclaimed profileFosamprenavirGrade, purity and minimum order on requestPrice on request
- China, GuangzhouUnclaimed profileFosamprenavirGrade, purity and minimum order on requestPrice on request
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Fosamprenavir 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
Antiviral (systemic).
Industries and functions
Pharmacological actions
- Anti-HIV Agents
- HIV Protease Inhibitors
Roles
- anti-HIV agent
- antimicrobial agent
- antiviral agent
- pharmaceutical
- pro-agent
- prodrug
Pharmacology
Fosamprenavir is a Protease Inhibitor. The mechanism of action of fosamprenavir is as a HIV Protease Inhibitor.
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Fosamprenavir is traded under.
Sulphonamides, other
- United States23.6%
- Slovenia19.1%
- Spain11.7%
* Partner reported figures, a lower bound.
The HS code shown for Fosamprenavir is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Fosamprenavir, based on the data on this page
What is Fosamprenavir?
What is the CAS number of Fosamprenavir?
What is the molecular formula and weight of Fosamprenavir?
What is Fosamprenavir used for?
Is Fosamprenavir hazardous?
What is the HS code of Fosamprenavir?
Where can I buy Fosamprenavir?
Where can I buy Fosamprenavir in India?
What is the price of Fosamprenavir?
Guides for buyers
Practical guides that help when you source, ship or handle Fosamprenavir
- 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
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
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