1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane
Atazanavir Sulfate
CAS: 229975-97-7
Molecular Formula: C38H52N6O7.H2SO4
1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane - Names and Identifiers
1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane - Physico-chemical Properties
| Molecular Formula | C38H52N6O7.H2SO4 |
| Molar Mass | 802.93 |
| Melting Point | 195.0°, or acetone; mp 198-199° (dec) |
| Boling Point | 995.5°C at 760 mmHg |
| Specific Rotation(α) | D22 -46.1° (c = 1 in 1:1 CH3OH/H2O, pH = 2.6) |
| Flash Point | 555.8°C |
| Solubility | DMSO : 100 mg/mL (ultrasonic and warming) mother liquor preservation: sub-packaging and freezing to avoid repeated freezing and thawing;-20 ℃,1 month;-80 ℃,6 months (after dilution, the solution temperature is low and storage may precipitate, as far as possible to use the current preparation) Cell experiment: dissolve with DMSO first: dilute with culture medium then, and the dilution process is recommended to be carried out in stages to avoid the concentration change too fast leading to the precipitation of compounds. If the compound is precipitated during the dilution process, it can be redissolved by ultrasound. During dilution, ensure that the final concentration of DMSO in the working fluid should be below 0.1% as far as possible, and the maximum should not exceed 0.5%, and set up a DMSO control group with corresponding concentration. Animal experiment: Dissolve with DMSO first: dilute with water or normal saline, etc. The dilution process is recommended to be carried out in secti |
| Vapor Presure | 0mmHg at 25°C |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Use | Atazanavir sulfate (BMS-232632 sulfate) is a highly selective HIV-1 protease inhibitor used in the study of HIV infection. Atazanavir sulfate (BMS-232632 sulfate) is a substrate and inhibitor of CYP3A4, as well as an inhibitor and inducer of P-glycoprotein. Atazanavir sulfate is also an inhibitor of SARS-CoV 3CLpro with an IC50 of 3.49 μM. |
| Target | HIV protease |
| In vitro study | Atazanavir acts on virus-infected H9 cells and inhibits proteolytic cleavage of the viral gag precursor p55 polymeric protein with an IC50 of ~ 47 nM. Atazanavir acts on the RF/MT-2 strain and has a potent antiviral activity with an EC50 of 3.89 nM. Atazanavir is also an inhibitor of Bilirubin glucuronidation with an IC50 of 2.4 μm. Atazanavir inhibited recombinant UGT1A1 with K I of 1.9 μm. Atazanavir inhibits cell growth of U251, T98G, and LN229 glioblastoma cell lines, surprisingly increasing GRP78 and CHOP protein levels. Atazanavir acts on U251 glioma cells and significantly increases various sizes of polyubiquitinated proteins. Atazanavir also inhibits the human 20S proteasome proteasome with an IC50 of 26 μm. Atazanavir (30 μm) alters the magnitude of endoplasmic reticulum stress and UPR gene expression in HepG2 cells. Atazanavir (30 mM) on LS180V cells increased the expression of P-gp in the immune response by 2.5 times and decreased intracellular Rh123. |
1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29333990 |
1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane - Reference
| Reference Show more | 1: Kim B, Kim KS. Monomorphic ventricular tachycardia due to protease inhibitor intoxication by atazanavir. Clin Exp Emerg Med. 2018 Jun;5(2):131-134. doi: 10.15441/ceem.17.229. Epub 2018 Apr 30. PubMed PMID: 29706057; PubMed Central PMCID: PMC6039367. 2: Zhang G, Zhang X, Li D, Tian J, Jiang W. Long-term oral atazanavir attenuates myocardial infarction-induced cardiac fibrosis. Eur J Pharmacol. 2018 Jun 5;828:97-102. doi: 10.1016/j.ejphar.2018.03.041. Epub 2018 Mar 29. PubMed PMID: 29605419. 3: Pilalas D, Skoura L, Margariti A, Chatzopoulou F, Chatzidimitriou D, Tsachouridou O, Zebekakis P, Metallidis S, Papaioannou M. Prevalence and correlates of persistent intracellular HIV transcription in individuals on efavirenz versus atazanavir-based regimens: A prospective cohort study. PLoS One. 2018 Mar 13;13(3):e0194262. doi: 10.1371/journal.pone.0194262. eCollection 2018. PubMed PMID: 29534103; PubMed Central PMCID: PMC5849343. 4: Colella E, Cattaneo D, Galli L, Baldelli S, Clementi E, Galli M, Lazzarin A, Castagna A, Rusconi S, Spagnuolo V. Potential associations between atazanavir exposure and clinical outcome: a pharmacokinetic sub-study from the MODAt randomized trial. New Microbiol. 2018 Apr;41(2):106-111. Epub 2018 Mar 2. PubMed PMID: 29498742. 5: Dey S, Subhasis Patro S, Suresh Babu N, Murthy PN, Panda SK. Development and validation of a stability-indicating RP-HPLC method for estimation of atazanavir sulfate in bulk. J Pharm Anal. 2017 Apr;7(2):134-140. doi: 10.1016/j.jpha.2013.12.00 |
1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 1.245 ml | 6.227 ml | 12.454 ml |
| 5 mM | 0.249 ml | 1.245 ml | 2.491 ml |
| 10 mM | 0.125 ml | 0.623 ml | 1.245 ml |
| 5 mM | 0.025 ml | 0.125 ml | 0.249 ml |
Last Update：2024-01-02 23:10:35
1-(4-Biphenylyl)-4(S)-hydroxy-5(S)-2,5-bis{[N-(methoxycarbonyl-)-L-tert-leucinyl]amino}-6-phenyl-2-azahexane - Cell Experiment
To determine cytotoxicity, host cells are incubated in the presence of serially diluted Atazanavir for 6 days and cell viability is quantitated using an XTT[2,3-bis(2-methoxy-4-nitro-5-sulfophenyl-2H-tetrazolium-5-carboxanilide] assay to calculate the 50% cytotoxic concentrations (CC50s). To assess the effect of human serum proteins on antiviral activity, the 10% fetal calf serum normally used for assays is replaced with 40% adult human serum or 1 mg of α1-acid glycoprotein/mL.(Only for Reference) Cell lines: RF/MT-2 strains
Last Update：2023-08-16 21:32:38
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Product Name: 2,5,6,10,13-Pentaazatetradecanedioic acid, 3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-((4-(2-pyridinyl)phenyl)methyl)-, dimethyl ester, (3S,8S,9S,12S)-, sulfate (1:1) (salt) Visit Supplier Webpage Request for quotationCAS: 229975-97-7
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Product Name: 2,5,6,10,13-Pentaazatetradecanedioic acid, 3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-6-((4-(2-pyridinyl)phenyl)methyl)-, dimethyl ester, (3S,8S,9S,12S)-, sulfate (1:1) (salt) Visit Supplier Webpage Request for quotationCAS: 229975-97-7
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