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SML1796

Sigma-Aldrich

Atazanavir

≥98% (HPLC)

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Synonym(s):
1,14-Dimethyl (3S,8S,9S,12S)-3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-[[4-(2-pyridinyl)phenyl]methyl]-2,5,6,10,13-pentaazatetradecanedioate, BMS-232632
Empirical Formula (Hill Notation):
C38H52N6O7
CAS Number:
Molecular Weight:
704.86
MDL number:

Quality Level

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -41 to -49°, c = 0.1 in ethanol

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C(N[C@@H](C(C)(C)C)C(N[C@H]([C@H](CN(CC1=CC=C(C2=NC=CC=C2)C=C1)NC([C@@H](NC(OC)=O)C(C)(C)C)=O)O)CC3=CC=CC=C3)=O)OC

InChI

1S/C38H52N6O7/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1

InChI key

AXRYRYVKAWYZBR-GASGPIRDSA-N

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General description

Atazanavir inhibits the cleavage of gag and gag-pol polyproteins in human immunodeficiency virus. It is absorbed and metabolized by cytochrome P450 present in the liver. It has minimal side effects and has no effect on insulin sensitivity and serum lipid profile.

Biochem/physiol Actions

Atazanavir is an antiviral HIV protease inhibitor.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Saif Ahmad Khan et al.
Pharmaceutics, 12(11) (2020-11-12)
Atazanavir (ATZ) presents poor brain availability when administered orally, which poses a major hurdle in its use as an effective therapy for the management of NeuroAIDS. The utilization of nanostructured lipid carriers (NLCs) in conjunction with the premeditated use of
Daniel W Cole et al.
Experimental cell research, 382(1), 111386-111386 (2019-05-11)
Many FDA-approved anti-cancer therapies, targeted toward a wide array of molecular targets and signaling networks, have been demonstrated to activate the unfolded protein response (UPR). Despite a critical role for UPR signaling in the apoptotic execution of cancer cells by
Atazanavir
Croom KF, et al.
Drugs, 69(8), 1107-1140 (2009)
Jayanta Roy-Chowdhury et al.
Clinical pharmacology in drug development, 6(2), 140-146 (2017-03-07)
Hyperbilirubinemia is a common finding in individuals with a history of substance abuse. Although this may indicate a serious disorder of liver function, this is not always the case. An understanding of bilirubin formation, metabolism, and transport can provide a
Atazanavir: new option for treatment of HIV infection
Havlir DV and O'marro SD
Clinical Infectious Diseases, 38(11), 1599-1604 (2004)

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