Atazanavir sulfate

Modify Date: 2024-01-06 21:00:38

Atazanavir sulfate Structure
Atazanavir sulfate structure
Common Name Atazanavir sulfate
CAS Number 229975-97-7 Molecular Weight 802.934
Density 1.164g/cm3 Boiling Point 995.5ºC at 760 mmHg
Molecular Formula C38H54N6O11S Melting Point 195.0°, or acetone; mp 198-199° (dec)
MSDS N/A Flash Point 555.8ºC
Symbol GHS05 GHS08
GHS05, GHS08
Signal Word Danger

 Use of Atazanavir sulfate


Atazanavir sulfate is a sulfate salt form of atazanavir that is an highly potent HIV-1 protease inhibitor.Target: HIV-1 protease inhibitorAtazanavir sulfate is a sulfate salt form of atazanavir that is an highly potent HIV-1 protease inhibitor. It has a pharmacokinetic profile that supports once-daily dosing and has demonstrated a unique resistance profile and superior virologic potency compared with other antiretrovirals in vitro. In subjects with HIV, atazanavir (400 mg once daily) produced rapid and sustained improvements in viral load and CD4 counts in both antiretroviral-naive as well as previously treated patients when used in combination with dual nucleoside reverse transcriptase inhibitor (NRTI) treatment [1].After intravenous (iv), oral (po) and intraportal (ip) administration of ATV at a dosage of 7 mg/kg, AUCs in HL rats were 12.41, 5.24 and 8.89 microg/mLh, respectively, and were significantly higher than those in control rats (4.09, 1.70 and 3.38 microg/mLh). Despite the decrease of distribution volume (Vd(ss)), the terminal half-life (t(1/2)) in HL tended to be shorter than in control, and hepatic distribution of ATV in HL rats was 4.8-fold increases. These results suggested that the uptake of ATV into liver might counteract the decrease of Vd(ss). On the other hand, there was no significant difference in bioavailability, and the lymphatic transport to AUC showed no statistical change. In conclusion, although the protein binding rate and AUC were significantly increased, the pharmacokinetics of ATV might be tolerated in HL [2].Clinical indications: HIV-1 infection Toxicity: torsades de pointes

 Names

Name atazanavir sulfate
Synonym More Synonyms

 Atazanavir sulfate Biological Activity

Description Atazanavir sulfate is a sulfate salt form of atazanavir that is an highly potent HIV-1 protease inhibitor.Target: HIV-1 protease inhibitorAtazanavir sulfate is a sulfate salt form of atazanavir that is an highly potent HIV-1 protease inhibitor. It has a pharmacokinetic profile that supports once-daily dosing and has demonstrated a unique resistance profile and superior virologic potency compared with other antiretrovirals in vitro. In subjects with HIV, atazanavir (400 mg once daily) produced rapid and sustained improvements in viral load and CD4 counts in both antiretroviral-naive as well as previously treated patients when used in combination with dual nucleoside reverse transcriptase inhibitor (NRTI) treatment [1].After intravenous (iv), oral (po) and intraportal (ip) administration of ATV at a dosage of 7 mg/kg, AUCs in HL rats were 12.41, 5.24 and 8.89 microg/mLh, respectively, and were significantly higher than those in control rats (4.09, 1.70 and 3.38 microg/mLh). Despite the decrease of distribution volume (Vd(ss)), the terminal half-life (t(1/2)) in HL tended to be shorter than in control, and hepatic distribution of ATV in HL rats was 4.8-fold increases. These results suggested that the uptake of ATV into liver might counteract the decrease of Vd(ss). On the other hand, there was no significant difference in bioavailability, and the lymphatic transport to AUC showed no statistical change. In conclusion, although the protein binding rate and AUC were significantly increased, the pharmacokinetics of ATV might be tolerated in HL [2].Clinical indications: HIV-1 infection Toxicity: torsades de pointes
Related Catalog
References

[1]. Piliero PJ. Atazanavir: A novel once-daily protease inhibitor. Drugs Today (Barc). 2004 Nov;40(11):901-12.

[2]. Fukushima K, et al. Effect of serum lipids on the pharmacokinetics of atazanavir in hyperlipidemic rats. Biomed Pharmacother. 2009 Nov;63(9):635-42.

 Chemical & Physical Properties

Density 1.164g/cm3
Boiling Point 995.5ºC at 760 mmHg
Melting Point 195.0°, or acetone; mp 198-199° (dec)
Molecular Formula C38H54N6O11S
Molecular Weight 802.934
Flash Point 555.8ºC
Exact Mass 802.357117
PSA 254.20000
LogP 6.20320
Vapour Pressure 0mmHg at 25°C

 Safety Information

Symbol GHS05 GHS08
GHS05, GHS08
Signal Word Danger
Hazard Statements H318-H372
Precautionary Statements P260-P280-P305 + P351 + P338 + P310
Target Organs Heart, Liver
Hazard Codes Xi
Safety Phrases 24/25
RIDADR NONH for all modes of transport

 Synonyms

Zrivada {Sulfate}
methyl [(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-5-hydroxy-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamate sulfate (salt)
BMS-232632-05 {Sulfate}
Methyl {(5S,10S,11S,14S)-11-benzyl-10-hydroxy-15,15-dimethyl-5-(2-methyl-2-propanyl)-3,6,13-trioxo-8-[4-(2-pyridinyl)benzyl]-2-oxa-4,7,8,12-tetraazahexadecan-14-yl}carbamate sulfate (1:1) (non-preferred name)
Butanoic acid, 2-[(methoxycarbonyl)amino]-3,3-dimethyl-, 2-[(2S,3S)-2-hydroxy-3-[[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-1-oxobutyl]amino]-4-phenylbutyl]-2-[[4-(2-pyridinyl)phenyl]methyl]hydrazide, (2S)-, sulfate (1:1) (salt)
BMS-232632-05
Atazanavir Bisulfate Salt
Atazanavir sulfate
[(1S,4S,5S,10S)-4-benzyl-1,10-bis(1,1-diméthyléthyl)-5-hydroxy-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tétraazatétradéc-1-yl]carbamate de méthyle sulfate (salt)
Reyataz {Sulfate}
butanoic acid, 2-[(methoxycarbonyl)amino]-3,3-dimethyl-, 2-[(2S,3S)-2-hydroxy-3-[[(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethyl-1-oxobutyl]amino]-4-phenylbutyl]-2-[[4-(2-pyridinyl)phenyl]methyl]hydrazi
de, (2S)-, sulfate (1:1) (salt)
Methyl-[(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-5-hydroxy-2,9,12-trioxo-7-(4-pyridin-2-ylbenzyl)-13-oxa-3,7,8,11-tetraazatetradec-1-yl]carbamatsulfat(salt)
Atazanavir (sulfate)
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