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Antibiotics and anti-infectives

Amprenavir

Also known as Agenerase, Prozei, Vertex VX478

CAS 161814-49-9Formula C25H35N3O6SMolar mass 505.64 g/molEC 827-179-5
GHS signal word: Warning. Pictograms: Serious health hazard 74 suppliers listed Drug substance
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Amprenavir chemical structure, C25H35N3O6S, CAS 161814-49-9
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
161814-49-9
Formula
C25H35N3O6S
Molar mass
505.64 g/mol
Solubility
In water, 40 mg/l @ 25 °C
HS code
293590
Category
Antibiotics and anti-infectives

What is Amprenavir?

Plain description, key identifiers and synonyms

Amprenavir is a carbamate ester, a sulfonamide and a tetrahydrofuryl ester. 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
[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
CAS number
161814-49-9 CAS number cross-checked
EC number
827-179-5
Molecular formula
C25H35N3O6S
UNII
5S0W860XNR
MDL number
MFCD00934214
InChIKey
YMARZQAQMVYCKC-OEMFJLHTSA-N
InChI
InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1
Canonical SMILES
CC(C)CN(CC(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)O)S(=O)(=O)C3=CC=C(C=C3)N

Synonyms

  • Agenerase
  • Prozei
  • Vertex VX478
  • VX 478
  • (3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamate
  • Tetrahydro-3-furyl N-(3-(4-amino-N-isobutylbenzenesulfonamido)-1-benzyl-2-hydroxypropyl)carbamate
  • (3S-(3R*(1R*,2S*)))-(3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl) tetrahydro-3-furanyl carbamate
  • [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
  • KVX 478
  • (3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)(4-aminobenzene)sulfonamido]-1-phenylbutan-2-yl]carbamate
  • Amprenavirum
  • ((3S)-oxolan-3-yl) N-((2S,3R)-4-((4-aminophenyl)sulfonyl-(2-methylpropyl)amino)-3-hydroxy-1-phenylbutan-2-yl)carbamate
  • (3S)-oxolan-3-yl N-((2S,3R)-3-hydroxy-4-(N-(2-methylpropyl)(4-aminobenzene)sulfonamido)-1-phenylbutan-2-yl)carbamate
  • (3S)-oxolan-3-yl N-((2S,3R)-3-hydroxy-4-(N-(2-methylpropyl)4-aminobenzenesulfonamido)-1-phenylbutan-2-yl)carbamate
  • Carbamic acid, (3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(-phenylmethyl)propyl)-, tetrahydro-3-furanyl ester, (3S-(3R*(1S*,2R*)))-
  • 3nu4
  • (S)-tetrahydrofuran-3-yl ((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
  • AMV
  • Carbamic acid, ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)-, (3S)-tetrahydro-3-furanyl ester
  • Carbamic acid, N-[(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-, (3S)-tetrahydro-3-furanyl ester
  • [(3S)-tetrahydrofuran-3-yl] N-[(1S,2R)-3-[(4-aminophenyl)sulfonyl-isobutyl-amino]-1-benzyl-2-hydroxy-propyl]carbamate
  • {3-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-1-benzyl-2-hydroxy-propyl}-carbamic acid tetrahydro-furan-3-yl ester
  • Agenerase (TM)
  • Agenerase (TN)
  • GNA & Amprenavir
Show all 36 synonyms
  • HHA & Amprenavir
  • Amprenavir (JAN/USAN/INN)
  • 1hpv
  • 3ekp
  • 3ekv
  • 3nuj
  • 3nuo
  • 1t7j
  • 3nu3
  • 3nu5
  • 3nu6

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
In water, 40 mg/l @ 25 °Cexp.
Vapour pressure
9.9 × 10⁻¹⁸ mm Hg @ 25 °C /Estimated/exp.

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
505.64 g/molcalc.
Exact mass
505.2247 Dacalc.
LogP (octanol/water)
2.4calc.
Topological polar surface area
131.2 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
7calc.
Rotatable bonds
11calc.
Heavy atoms
35calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.48calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(NC(CCNS(=O)(=O)c1ccccc1)Cc1ccccc1)OC1CCOC1

O=C(NC(CCNS(=O)(=O)c1ccccc1)Cc1ccccc1)OC1CCOC1

3 rings, 29 atoms.

9 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H351Suspected of causing cancer.
  • H361Suspected of damaging fertility or the unborn child.
  • H412Harmful to aquatic life with long lasting effects.
Precautionary statements (6)
  • P203Obtain, read and follow all safety instructions before use.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P318If exposed or concerned, get medical advice.
  • P405Store locked up.
  • 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 aid

Amprenavir suppliers

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All 74 suppliers
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Where suppliers are based

74 suppliers in 13 countries

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Amprenavir 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.

Pharmacological actions

  • Anti-HIV Agents
  • Antibiotics, Antitubercular
  • HIV Protease Inhibitors

Roles

  • HIV protease inhibitor
  • anti-HIV agent
  • antiinfective agent
  • antimicrobial agent
  • antimicrobial drug
  • antiviral agent
  • antiviral drug
  • enzyme inhibitor
  • pharmaceutical
  • protease inhibitor

Pharmacology

Amprenavir is a Protease Inhibitor. The mechanism of action of amprenavir is as a HIV Protease Inhibitor, and Cytochrome P450 3A4 Inhibitor, and Cytochrome P450 3A4 Inducer, and P-Glycoprotein Inducer.

How it is made

Preparation: ... R.D. Tung et al, US 5585397 (1994, 1996 both to Vertex)

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 Amprenavir is traded under.

HS 2935.90Indicative HS code

Sulphonamides, other

World exports in 2024
$5.64B
−11.0% vs 2023, imports $8.56B
2019 to 2024
Top exporters
  1. Ireland43.1%
  2. China12.0%
  3. India * partner reported9.5%
Top importers
  1. United States23.6%
  2. Slovenia19.1%
  3. Spain11.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Amprenavir is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Amprenavir, based on the data on this page

What is Amprenavir?

Amprenavir is a carbamate ester, a sulfonamide and a tetrahydrofuryl ester. It has a role as a HIV protease inhibitor and an antiviral drug.

What is the CAS number of Amprenavir?

The CAS registry number of Amprenavir is 161814-49-9.

What is the molecular formula and weight of Amprenavir?

The molecular formula of Amprenavir is C25H35N3O6S and its molar mass is 505.64 g/mol.

What is Amprenavir used for?

Antiviral.

Is Amprenavir hazardous?

Amprenavir carries the GHS signal word "Warning". Main hazards: suspected of causing cancer, suspected of damaging fertility or the unborn child, harmful to aquatic life with long lasting effects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Amprenavir?

Amprenavir is usually classified under HS code 293590 (Sulphonamides, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Amprenavir?

CompoundList lists 74 suppliers of Amprenavir in United States, China, Germany, India and 9 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Amprenavir in India?

4 suppliers in India list Amprenavir on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Amprenavir?

Suppliers quote Amprenavir on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Amprenavir

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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