AdipoGen Life Sciences

Oseltamivir . phosphate salt

CHF 35.00
In stock
AG-CR1-3714-M02525 mgCHF 35.00
AG-CR1-3714-M100100 mgCHF 55.00
AG-CR1-3714-M250250 mgCHF 120.00
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Product Details
Synonyms GS-4104; Ro 64-0796/002; Tamiflu
Product Type Chemical
Properties
Formula

C16H28N2O4 . H3PO4

MW 312.4 . 98.0
CAS 204255-11-8
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO (10mg/ml) or water (10mg/ml).
Identity Determined by 1H-NMR.
InChi Key POPJIXMLXGJJOV-ZFSDTUNKSA-N
Smiles O=P(OO)=O.N[C@@H]1[C@@H](NC(C)=O)[C@H](OC(CC)CC)C=C(C(OCC)=O)C1.[HH]
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Oseltamivir phosphate is an influenza viral neuraminidase inhibitor. It is an antiviral prodrug targeted against the influenza viruses. Once hydrolyzed in the liver to its active metabolite, oseltamivir carboxylate, it can competitively inhibit viral neuraminidase (IC50s=0.1-4.9nM for influenza neuraminidases A and B). The enzyme cleaves the sialic acid which is found on glycoproteins on the surface of human cells that helps new virions to exit the cell. Thus oseltamivir is blocking the release of new viral particles from a host cell.
  • Oseltamivir phosphate is used clinically to treat influenza A and influenza B and to prevent flu after exposure. It potentially could be used to reduce the spread of the SARS-CoV-2 and counteract against the transmission of COVID-19.
Product References
  1. Inhibition of influenza virus infections in mice by GS4104, an orally effective influenza virus neuraminidase inhibitor: R.W. Sidwell, et al.; Antiviral Res. 37, 107 (1998)
  2. Use of the selective oral neuraminidase inhibitor oseltamivir to prevent influenza: F.G. Hayden, et al.; N. Engl. J. Med. 341, 1336 (1999)
  3. Identification of GS 4104 as an orally bioavailable prodrug of the influenza virus neuraminidase inhibitor GS 4071: W. Li, et al.; Antimicr. Agents Chemother. 42, 647 (1998)
  4. Biexponential decomposition of a neuraminidase inhibitor prodrug (GS-4104) in aqueous solution: R. Oliyai, et al.; Pharm. Res. 15, 1300 (1998)
  5. Carbocyclic influenza neuraminidase inhibitors possessing a C3-cyclic amine side chain: Synthesis and inhibitory activity: W. Lew, et al.; Bioorg. Med. Chem. Lett. 10, 1257 (2000)
  6. Discovery and development of GS 4104 (oseltamivir): an orally active influenza neuraminidase inhibitor: W. Lew, et al.; Curr. Med. Chem. 7, 663 (2000) (Review)
  7. Synthesis of potent pyrrolidine influenza neuraminidase inhibitors: A.C. Krueger, et al.; Bioorg. Med. Chem. Lett. 18, 1692 (2008)
  8. Susceptibility of highly pathogenic H5N1 influenza viruses to the neuraminidase inhibitor oseltamivir differs in vitro and in a mouse model: E.A. Govorkova, et al.; Antimicr. Agents Chemother. 53, 3088 (2009)
  9. Coronavirus puts drug repurposing on the fast track: C. Harrison; Nat. Biotech. NEWS (2020)
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