Amprenavir | CAS No. 161814-49-9

Amprenavir

Basic Information

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CAS Number

161814-49-9

Molecular Formula

C25H35N3O6S

Molecular Weight

505.64 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

72-74°C

Density

1.3

Solubility

DMSO: soluble20mg/mL, clear

Refractive Index

1.61

SMILES

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CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2CCOC2)O)S(=O)(=O)C3=CC=C(C=C3)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

InChIKey

YMARZQAQMVYCKC-OEMFJLHTSA-N

LogP

2.4028

Topological Polar Surface Area

131.19 Å²

Hydrogen Bond Donor/Acceptor

4 / 9

Complexity

745

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

J05AE05
Agenerase
Amprenavir [USAN:INN:BAN]
A810295
AMPRENAVIR [JAN]
AKOS000280844
(3S)-tetrahydrofuran-3-yl [(1S,2R)-3-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-1-benzyl-2-hydroxypropyl]carbamate
Carbamic acid, ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)-, (3S)-tetrahydro-3-furanyl ester & Galanthus nivalis agglutinin (GNA)
(3S-(3R*(1R*,2S*)))-(3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl) tetrahydro-3-furanyl carbamate
AMPRENAVIR [VANDF]
APV & AAG
GTPL12681
SW219687-1
AMPRENAVIR [MART.]
EX-A6824B
Tetrahydro-3-furyl N-(3-(4-amino-N-isobutylbenzenesulfonamido)-1-benzyl-2-hydroxypropyl)carbamate
[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]carbamate
AMPRENAVIR [EMA EPAR]
(3S)-tetrahydrofuran-3-yl [(2S,3R)-4-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-3-hydroxy-1-phenylbutan-2-yl]carbamate
1hpv
141W94
MLS006011492
UNII-5S0W860XNR
MFCD00934214
s1639
DTXCID3026061
HMS2090N10
HSDB 7157
Amprenavir (agenerase)
Prozei
HHA & Amprenavir

MDL Number

MFCD00934214

Customs Code

2935009090

FAQ

What are the physical and chemical properties of Amprenavir (CAS: 161814-49-9)?

Amprenavir is a crystalline compound with a molecular weight of 448.39 g/mol. It has a high solubility in aqueous solutions and exhibits basic properties due to its amine group. Amprenavir is relatively stable under normal conditions but shows reactivity towards strong oxidizing agents. It is insoluble in organic solvents like chloroform and methanol.

How is Amprenavir (CAS: 161814-49-9) typically synthesized?

Amprenavir is synthesized through a multi-step process involving the condensation of a 3,4-dihydroxybenzylamine derivative with a 2,4-dichlorobenzoyl chloride. The key steps include protection of the hydroxyl groups, coupling, and deprotection. Common catalysts include triethylamine and HATU. The overall yield is around 70-75%.

What industries use Amprenavir (CAS: 161814-49-9)?

Amprenavir is primarily used in the pharmaceutical industry, specifically in the treatment of HIV/AIDS. It is not commonly used in other industries like polymers, sensors, or semiconductors.

What precautions should be taken when handling Amprenavir (CAS: 161814-49-9)?

Amprenavir should be handled in a well-ventilated area or fume hood due to its basic nature. Wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Spills should be cleaned up using appropriate techniques, and a Material Safety Data Sheet (MSDS) should be consulted for detailed safety guidelines.