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A7011058

Amprenavir , 10mMinDMSO , 161814-49-9

Synonym(s):
N-[(1S,2R)-3-[[(4-Aminophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid (3S)-tetrahydro-3-furanyl ester;VX-478

CAS NO.:161814-49-9

Empirical Formula: C25H35N3O6S

Molecular Weight: 505.63

MDL number: MFCD00934214

EINECS: 827-179-5

Pack Size Price Stock Quantity
1ml RMB559.20 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 72-74°C
Density  1.30±0.1 g/cm3(Predicted)
storage temp.  -20°C
solubility  DMSO: soluble20mg/mL, clear
form  powder
pka 11.54±0.46(Predicted)
color  white to beige
optical activity [α]/D +8 to +12°, c = 0.5 in methanol
BCS Class 2
InChIKey YMARZQAQMVYCKC-OEMFJLHTSA-N

Description and Uses

Amprenavir was launched as Agenerase in the US for the treatment of AIDS patients in combination with approved agent antiretroviral nucleoside analogs. It is the fifth non-peptidic inhibitor of HIV-1 protease to be marketed in this indication after the last approved Neflinavir. Amprenavir, designed via a structure-based process, is the smallest molecule in the 《navir》 class and exhibits a reduced peptidic character. An improved process for preparation comprising four steps from a (1S, 2R)-2-hydroxy-3-aminopropylcarbamate has been developed. Amprenavir is a potent inhibitor of HIV-1 aspartyl protease (Ki = 0.6nM), an enzyme required by the virus to cleave pro-form polyproteins to structural proteins during the last stage in the replication process. The compound displays good oral bioavailability in humans and penetrates the CNS, which is an important advantage in long-term treatment. Its plasma half-life is approximately 10h. Treatment with Amprenavir in combination with nucleoside analog reverse transcriptase inhibitors considerably decreases viral load and restores CD4+ T-cell counts in patients with HIV infection.

Protease inhibitor, anti-HIV agent

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
RIDADR  3077
WGK Germany  3
HS Code  29350090

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