Oseltamivir phosphate

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Cat.No. 7224 - Oseltamivir phosphateOseltamivir phosphateOseltamivir phosphateOseltamivir phosphate | C16H28N2O4.H3PO4 | CAS No. 204255-11-8
Description: Influenza virus neuraminidase inhibitor; antiviral prodrug
Alternative Names: GS 4104
Chemical Name: Ethyl (3R,4R,5S)-4-Acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate phosphate
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature (1)

Biological Activity

Viral neuraminidase inhibitor prodrug; metabolized to GS 4071. Metabolite exhibits potent inhibition of neuraminidase from multiple influenza strains (IC50 values range from 0.3 to 2 nM). Inhibits cellular effects of influenza infection in vitro (IC50 values range from 0.6 to 150 nM). Displays highest potency against H1N1 and H3N2 influenza A strains. Inhibits H1N1 influenza infection in mice.

Technical Data

M. Wt 410.4
Formula C16H28N2O4.H3PO4
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 204255-11-8
PubChem ID 78000
InChI Key PGZUMBJQJWIWGJ-ONAKXNSWSA-N
Smiles O[P](O)(O)=O.CCOC(=O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 41.04 100
water 41.04 100

Preparing Stock Solutions

The following data is based on the product molecular weight 410.4. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.44 mL 12.18 mL 24.37 mL
5 mM 0.49 mL 2.44 mL 4.87 mL
10 mM 0.24 mL 1.22 mL 2.44 mL
50 mM 0.05 mL 0.24 mL 0.49 mL

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References

References are publications that support the biological activity of the product.

Kim et al (1997) Influenza neuraminidase inhibitors possessing a novel hydrophobic interaction in the enzyme active site: design, synthesis, and structural analysis of carbocyclic sialic acid analogues with potent anti-influenza activity. J.Am.Chem.Soc. 119 681 PMID: 16526129

Mendel et al (1998) Oral administration of a prodrug of the influenza virus neuraminidase inhibitor GS 4071 protects mice and ferrets against influenza infection. Antimicrob.Agents Chemother. 42 640 PMID: 9517945


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Citations for Oseltamivir phosphate

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