Atazanavir
Atazanavir
- CAS:
- 198904-31-3
- MF:
- C38H52N6O7
- MW:
- 704.86
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Properties
- Melting point:
- 207-2090C
- alpha
- D -47° (c = 1 in ethanol)
- Density
- 1.178±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- Ethanol (Slightly), Methanol (Slightly)
- pka
- 11.11±0.46(Predicted)
- form
- powder
- color
- white to beige
Safety Information
- Symbol(GHS)
GHS07
- Signal word
- Warning
- Hazard statements
- H319
- Precautionary statements
- P305+P351+P338
Use
Atazanavir is an inhibitor of human immunodeficiency virus type 1 (HIV-1) protease, an enzyme that is essential for the processing of Gag and Gag-Pol polyproteins into structural and enzymatic proteins required for viral replication. It has a similar pharmacophore motif to the other six widely marketed HIV protease inhibitors, most of which are based upon a hydroxyethylamine template. Uniquely, it possesses an aza-peptide motif but maintains many similar pharmacophore elements including lipophilic moieties that presumably bind to S2, S1, S′1 , and S′2 positions. Atazanavir is pseudo-symmetric about the central template, incorporating D-tert-Leucine at both termini. This compound is synthesized in about seven steps, with a key coupling of the chiral epoxide (derived from phenylalanine and imparting one chiral center) and N-tert-boc-N′-(4-[2-pyridyl]benzyl)hydrazine. Removal of both tert-Boc groups and double acylation with methoxycarbonyl-tert-Leucine provides the product. Another synthesis of atazanavir entails ten steps and utilizes α-(tert-bocamino) phenylpropanal as a chiral intermediate. It is a potent inhibitor of indinavir-resistant and saquinavir-resistant strains of HIV-1 (IC50=0.03–0.1 and 0.04–0.1 μM, respectively). In 300 patients who had failed previous treatment, atazanavir (400 mg once daily) was compared to lopinavir (400 mg twice daily) and ritonavir (100 mg); both arms additionally receiving two non-reverse transcriptase inhibitors. After 24 weeks, HIV RNA levels of <400 copies/mL were noted in 61% of patients receiving atazanavir and 81% of those taking lopinavir/ritonavir. After 96 weeks of therapy with atazanavir, HIV RNA copy levels were found to be <400 and <50 in 80 and 58% of patients, respectively. A study of the cross-resistance profile relative to other protease inhibitors using a panel of 551 clinical isolates (without prior atazanavir exposure but with cross-resistance to one or two other protease inhibitors; the majority had resistance to nelfinavir) showed that greater than 80% retained susceptibility to atazanavir. All of the resistant isolates from patients taking atazanavir had an I50 L substitution. The recommended dosage of atazanavir is 400 mg once daily. It has a mean half-life range of 7.9–6.5 h with about 60% bioavailability and moderate plasma protein binding (86% albumin and 89% alpha-1- acid glycoprotein (AAG)). Atazanavir was well tolerated in clinical studies and it displayed minimal lipid modulation when tested in combination with two non-reverse transcriptase inhibitors. Atazanavir had no effect on total cholesterol, low-density lipoprotein, and triglyceride levels when compared with other protease inhibitors that caused sustained elevations in these lipid levels.
41 India supplier list of "Atazanavir"
- Product Name:Atazanavir
- Products Intro:Purity: 98% | Package: 1 kg,5 kg, 10 kg,25kg and 1 MT
- Company Type: Manufacturer
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 98% | Package: 1 kg,5 kg, 10 kg,25kg and 1 MT
- Company Type: Manufacturer
- Country/Region: INDIA
- Product Name:Atazanavir API
- Products Intro:Purity: 98% | Package: 50 MG; 100 MG; 250 MG ; 5 GM
- Company Type: Manufacturer
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 99% | Package: 1 kg,5 kg, 10 kg,25kg and 1 MT
- Company Type: Reagent
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 99% | Package: 1 kg,5 kg, 10 kg,25kg
- Company Type: Reagent
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 98% | Package: 1 kg,5 kg, 10 kg,25kg and MT
- Company Type: Manufacturer
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 98% | Package: 1 kg,5 kg, 10 kg,25kg and 1 MT
- Company Type: Reagent
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 99% | Package: 1 kg,5 kg, 10 kg,25kg and 1 MT
- Company Type: Manufacturer
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 98% | Package: 1 kg,5 kg, 10 kg,25kg and 1 MT
- Company Type: Reagent
- Country/Region: INDIA
- Product Name:Atazanavir
- Products Intro:Purity: 98% | Package: 1 kg,5 kg, 10 kg,25kg And 1MT
- Company Type: Manufacturer
- Country/Region: INDIA