CAS Number204255-11-8
SynonymsEthyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate phosphate (1:1); Oseltamivir phosphate; Tamiflu; Oselt; MFCD08059548; Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate phosphate (1:1); Osteltamivir phosphate; ethyl (3R,4R,5S)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylate phosphate; NTERMEDIATES OF OSELTAMIVIR; OseltaMivir Acid-D3 Phosphate; Oseltamivir phosphat; Oseltamir phosphate; Oseltamivir (phosphate)
Molecular FormulaC16H31N2O8P
Molecular Weight410.40
Purity98.00%
Density1.08g/cm3
Boiling Point473.3ºC at 760 mmHg
Melting Point196-198°C
AppearanceWhite crystal-like solid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 204255-11-8 |
| Catalog No. | 2A-9055305 |
| Chinese Name | 磷酸奥司他韦 |
| Synonyms | Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate phosphate (1:1); Oseltamivir phosphate; Tamiflu; Oselt; MFCD08059548; Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate phosphate (1:1); Osteltamivir phosphate; ethyl (3R,4R,5S)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylate phosphate; NTERMEDIATES OF OSELTAMIVIR; OseltaMivir Acid-D3 Phosphate; Oseltamivir phosphat; Oseltamir phosphate; Oseltamivir (phosphate) |
| Molecular Formula | C16H31N2O8P |
| Molecular Weight | 410.40 |
| Purity | 98.00 |
| Density | 1.08g/cm3 |
| Boiling Point | 473.3ºC at 760 mmHg |
| Melting Point | 196-198°C |
| Appearance | White crystal-like solid |
| Storage Condition | -20°C Freezer |
| Application | Oseltamivir phosphate (GS 4104) is a neuraminidase inhibitor used to prevent and treat influenza (influenza A and B). |
| HTC | 2942000000 |
| PubChem ID | 329823610 |
| MDL Number | MFCD08059548 |
| SMILES | OP(O)(O)=O.CCOC(=O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1 |
| InChI | 1S/C16H28N2O4.H3O4P/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19;1-5(2,3)4/h9,12-15H,5-8,17H2,1-4H3,(H,18,19);(H3,1,2,3,4)/t13-,14+,15+;/m0./s1 |
| InChI Key | PGZUMBJQJWIWGJ-ONAKXNSWSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Bioactivity | Oseltamivir phosphate (GS 4104) is a neuraminidase inhibitor recommended for the treatment and prophylaxis of influenza A and B. Related Catalog Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Infection Target Influenza A and B[1] In Vitro Oseltamivir phosphate (OP) is a prodrug that is readily absorbed from the gastrointestinal tract after oral administration and is extensively converted predominantly by hepatic esterases to Oseltamivir carboxylate (OC)[1]. Oseltamivir phosphate is a widely used anti-influenza sialidase inhibitor. The metabolic activity of CMA07 and CMT-U27 cell lines is significantly decreased with 305 μM Oseltamivir phosphate treatment (p=0.005 and p<0.0001 respectively) using One Way ANOVA testes. In contrast, no statistically significant alterations are observed with 0.305 μM (p=0.9781), 3.05 μM (p=0.7436) and 30.5 μM (p=0.9623) of Oseltamivir phosphate treatments when compare with control cells. Finally, to assess the effect of Oseltamivir phosphate on CMA07 and CMT-U27 programmed cell death, and given that 305 μM Oseltamivir phosphate treatment impaired cell metabolic activity, a programmed cell death measurement is performed with the TUNEL assay. Twenty-four hour Oseltamivir phosphate treatment, specifically at 305 μM, significantly increases CMA07 (p=0.001) and CMT-U27 (p=0.0002) DNA fragmentation, suggesting promotion of programmed cell death, when compare with lower Oseltamivir concentrations, or with PBS[2]. In Vivo Oseltamivir phosphate-treated mice present significantly more inflammatory infiltrate in primary tumors (p=0.01). Ki-67 antigen and caspase-3 protein are used to assess CMT-U27 xenograft tumor cell proliferation and apoptosis respectively. Virtually no differences are found in Ki-67 and caspase 3 (p=0.2) expression between Oseltamivir-treated and non-treated mice[2]. Cell Assay CMA07 and CMT-U27 cells are cultured in 24-well plates in triplicate for each condition: 0.305 μM, 3.05 μM, 30.5 μM and 305 μM Oseltamivir phosphate and PBS is used as control. Cells are counted every day for 7 days in a Neubauer's chamber in a 1:2 dilution of cells in 0.4% trypan blue and cell count is done using the volume conversion factor for 1 mm3, which is 1×104. This assay is repeated 3 times and growth curves are traced[2]. Animal Admin Mice[2] Female NIH(S)II-nu/nu nude mice, aged 4-6 weeks, are orthotopically inoculated with 1×106 viable CMT-U27 canine breast cancer cells in the mammary fat pad using a 25 gauge needle. A total of 8 mice are inoculated. When nodules reached a volume of approximately 500 mm3, mice (n=8) are randomized and divided into control group (n=4) and treatment group (n=4).The animals receive intraperitoneally (IP) dailly either 100 μL of PBS (control group) or 100mg/Kg of Oseltamivir phosphate, diluted in PBS (treatment group) until time of death. Tumor size is measured using calipers, and tumor volume (mm3) is estimated by width×length×height. References [1]. Huang H, et al. Transplacental transfer of Oseltamivir phosphate and its metabolite Oseltamivir carboxylate using the ex vivo human placenta perfusion model in Chinese Hans population. J Matern Fetal Neonatal Med. 2016 Aug 8:1-5. [2]. de Oliveira JT, et al. Anti-influenza neuraminidase inhibitor Oseltamivir phosphate induces canine mammary cancer cell aggressiveness. PLoS One. 2015 Apr 7;10(4):e0121590. [3]. Li P, et al. A Simple and Robust Approach for Evaluation of Antivirals Using a Recombinant Influenza Virus Expressing Gaussia Luciferase. Viruses. 2018 Jun 13;10(6). pii: E325. Chemical & Physical Properties Density 1.08g/cm3 Boiling Point 473.3ºC at 760 mmHg Melting Point 196-198°C Molecular Formula C16H31N2O8P Molecular Weight 410.400 Flash Point 240ºC Exact Mass 410.181793 PSA 178.22000 LogP 1.44800 InChIKey PGZUMBJQJWIWGJ-ONAKXNSWSA-N SMILES CCOC(=O)C1=CC(OC(CC)CC)C(NC(C)=O)C(N)C1.O=P(O)(O)O Storage condition -20°C Freezer |
| Use of | Oseltamivir phosphate (GS 4104) is a neuraminidase inhibitor recommended for the treatment and prophylaxis of influenza A and B. Properties Name oseltamivir phosphate Synonym More Synonyms Oseltamivir phosphate Biological Activity Description Oseltamivir phosphate (GS 4104) is a neuraminidase inhibitor recommended for the treatment and prophylaxis of influenza A and B. Related Catalog Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Infection Influenza A and B[1] In Vivo Oseltamivir phosphate-treated mice present significantly more inflammatory infiltrate in primary tumors (p=0.01). Ki-67 antigen and caspase-3 protein are used to assess CMT-U27 xenograft tumor cell proliferation and apoptosis respectively. Virtually no differences are found in Ki-67 and caspase 3 (p=0.2) expression between Oseltamivir-treated and non-treated mice[2]. References [1]. Huang H, et al. Transplacental transfer of Oseltamivir phosphate and its metabolite Oseltamivir carboxylate using the ex vivo human placenta perfusion model in Chinese Hans population. J Matern Fetal Neonatal Med. 2016 Aug 8:1-5. [2]. de Oliveira JT, et al. Anti-influenza neuraminidase inhibitor Oseltamivir phosphate induces canine mammary cancer cell aggressiveness. PLoS One. 2015 Apr 7;10(4):e0121590. [3]. Li P, et al. A Simple and Robust Approach for Evaluation of Antivirals Using a Recombinant Influenza Virus Expressing Gaussia Luciferase. Viruses. 2018 Jun 13;10(6). pii: E325. Chemical & Physical Properties Molecular Formula C16H31N2O8P Exact Mass 410.181793 PSA 178.22000 LogP 1.44800 InChIKey PGZUMBJQJWIWGJ-ONAKXNSWSA-N SMILES CCOC(=O)C1=CC(OC(CC)CC)C(NC(C)=O)C(N)C1.O=P(O)(O)O |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Product name: Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
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