CAS Number161814-49-9
SynonymsVertex; VX-478; Amprenavir (agenerase); Prozei; 141W94; Vertex VX478; Amprenavir; Agenerase
Molecular FormulaC25H35N3O6S
Molecular Weight505.63
Purity≥98 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point722.5±70.0 °C at 760 mmHg
Melting Point72-74ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 161814-49-9 |
| Catalog No. | 2A-9009183 |
| Chinese Name | 安普那韦 |
| Synonyms | Vertex; VX-478; Amprenavir (agenerase); Prozei; 141W94; Vertex VX478; Amprenavir; Agenerase |
| Molecular Formula | C25H35N3O6S |
| Molecular Weight | 505.63 |
| Purity | ≥98 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 722.5±70.0 °C at 760 mmHg |
| Melting Point | 72-74ºC |
| Appearance | powder |
| Water Solubility | DMSO: soluble20mg/mL, clear |
| Storage Condition | -20°C Freezer |
| Application | Amprenavir (Agenerase) is an HIV protease inhibitor with Ki of 0.6 nM. |
| HTC | 2935009090 |
| SMILES | [S](=O)(=O)(N(C[C@@H](O)[C@@H](NC(=O)O[C@@H]3COCC3)Cc2ccccc2)CC(C)C)c1ccc(cc1)N |
| InChI | 1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1 |
| InChI Key | YMARZQAQMVYCKC-OEMFJLHTSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/9183_1_161814_49_9.pdf |
| Bioactivity | Amprenavir (Agenerase) is a HIV protease inhibitor(Ki=0.6 nM) used to treat HIV infection.IC50 Value: 0.6 nM (Ki); Against wild-type clinical HIV isolates:14.6 ± 12.5 ng/mL (mean ± SD) [1].Target: HIV proteasein vitro: Amprenavir has an enzyme inhibition constant (Ki = 0.6 nM) that falls within the Ki range of the other protease inhibitors. Amprenavir's in vitro 50% inhibitory concentration (IC50) against wild-type clinical HIV isolates is 14.6 ± 12.5 ng/mL (mean ± SD) [1]. Amprenavir had direct inhibitory effects on invasion of Huh-7 hepatocarcinoma cell lines, inhibiting MMP proteolytic activation [2].in vivo: Amprenavir was able to promote regression of hepatocarcinoma growth in vivo by anti-angiogenetic and overall anti-tumor activities, independently by PI3K/AKT related pathways that at today is one of the more suggestive hypothesis to explain the anti-tumor effects of the different protease inhibitors [2]. Amprenavir efficiently activated PXR and induced PXR target gene expression in vitro and in vivo. Short-term exposure to amprenavirsignificantly increased plasma total cholesterol and atherogenic low-density lipoprotein cholesterol levels in wild-type mice, but not in PXR-deficient mice [3]. Amprenavir has been approved for adults and children; the recommended capsule doses are 1200 mg twice daily for adults and 20 mg/kg twice daily or 15 mg/kg 3 times daily for children < 13 years of age or adolescents < 50 kg [1].Clinical trial: A Study to Compare Three Doses of T-20 When Given in Combination With Abacavir, Amprenavir, Ritonavir, and Efavirenz to HIV-Infected Adults. Phase 2 Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Protease Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection References [1]. Sadler BM, Stein DS. Clinical pharmacology and pharmacokinetics of amprenavir. Ann Pharmacother. 2002 Jan;36(1):102-18. [2]. Esposito V, Verdina A, Manente L, Amprenavir inhibits the migration in human hepatocarcinoma cell and the growth of xenografts. J Cell Physiol. 2013 Mar;228(3):640-5. [3]. Helsley RN, Sui Y, Ai N, Pregnane X Receptor Mediates Dyslipidemia Induced by the HIV Protease Inhibitor Amprenavir in Mice. Mol Pharmacol. 2013 Jun;83(6):1190-9. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 722.5±70.0 °C at 760 mmHg Melting Point 72-74ºC Molecular Formula C25H35N3O6S Molecular Weight 505.627 Flash Point 390.8±35.7 °C Exact Mass 505.224670 PSA 139.57000 LogP 4.68 Vapour Pressure 0.0±2.5 mmHg at 25°C Index of Refraction 1.602 InChIKey YMARZQAQMVYCKC-OEMFJLHTSA-N SMILES CC(C)CN(CC(O)C(Cc1ccccc1)NC(=O)OC1CCOC1)S(=O)(=O)c1ccc(N)cc1 Storage condition -20°C Freezer Water Solubility DMSO: soluble20mg/mL, clear |
| Use of | Properties Articles41 Name amprenavir Synonym More Synonyms Amprenavir Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Protease Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection References [1]. Sadler BM, Stein DS. Clinical pharmacology and pharmacokinetics of amprenavir. Ann Pharmacother. 2002 Jan;36(1):102-18. [2]. Esposito V, Verdina A, Manente L, Amprenavir inhibits the migration in human hepatocarcinoma cell and the growth of xenografts. J Cell Physiol. 2013 Mar;228(3):640-5. [3]. Helsley RN, Sui Y, Ai N, Pregnane X Receptor Mediates Dyslipidemia Induced by the HIV Protease Inhibitor Amprenavir in Mice. Mol Pharmacol. 2013 Jun;83(6):1190-9. Chemical & Physical Properties Molecular Formula C25H35N3O6S Exact Mass 505.224670 PSA 139.57000 Index of Refraction 1.602 InChIKey YMARZQAQMVYCKC-OEMFJLHTSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 35.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
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