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SML1606

Sigma-Aldrich

Oseltamivir phosphate

≥98% (HPLC)

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Synonym(s):
GS4104, (3R,4R,5S)-4-Acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid ethyl ester phosphate salt
Empirical Formula (Hill Notation):
C16H28N2O4 ·H3PO4
CAS Number:
204255-11-8
Molecular Weight:
410.40
MDL number:
MFCD08059548
UNSPSC Code:
12352200
PubChem Substance ID:
329825492
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -26 to -36°, c = 1 in H2O

color

white to beige

solubility

H2O: 30 mg/mL, clear

storage temp.

−20°C

SMILES string

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

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Biochem/physiol Actions

Oseltamivir phosphate is an influenza viral neuraminidase inhibitor. Oseltamivir phosphate, an antiviral, is used clinically to treat influenza A and influenza B, and to prevent flu after exposure. Oseltamivir phosphate is hydrolyzed in the liver to its active form, oseltamivir carboxylate, which is an inhibitor of influenza viral neuraminidases essential for viral replication. Oseltamivir has a broad spectrum of activity against a range of influenza A and B subtypes with IC50 values for neuraminidases measured from less than 1 nM to approximately 30 nM, depending on the virus subtype.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Mohamed A Kamal et al.
Antimicrobial agents and chemotherapy, 59(9), 5388-5395 (2015-06-24)
A population drug-disease model was developed to describe the time course of influenza virus with and without oseltamivir treatment and to investigate opportunities for antiviral combination therapy. Data included viral titers from 208 subjects, across 4 studies, receiving placebo and
Brian E Davies
The Journal of antimicrobial chemotherapy, 65 Suppl 2, ii5-ii10 (2010-03-20)
Influenza is a transmissible viral pathogen that continues to cause substantial morbidity and mortality. Oseltamivir is an orally administered antiviral medication that selectively inhibits the influenza neuraminidase enzymes that are essential for viral replication. Treatment of infected children > or
R H Beigi et al.
Clinical pharmacology and therapeutics, 98(4), 403-405 (2015-06-26)
Pregnancy heightens the risk of adverse outcomes from influenza infections. This is true for both seasonal epidemics as well as occasional pandemics. Seasonal influenza vaccines are the focus of disease prevention and are recommended for all pregnant women in any
C Joaquín Cáceres et al.
Emerging microbes & infections, 10(1), 1832-1848 (2021-08-25)
Seasonal influenza A virus (IAV) infections are among the most important global health problems. FDA-approved antiviral therapies against IAV include neuraminidase inhibitors, M2 inhibitors, and polymerase inhibitor baloxavir. Resistance against adamantanes (amantadine and rimantadine) is widespread as virtually all IAV
Shivraj Hariram Nile et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 135, 110985-110985 (2019-11-26)
Investigation of antiviral and cytotoxic effect of quercetin 3-glucoside (Q3G) from Dianthus superbus L over influenza virus infection and replication were studied. Moreover, anti-influenza mechanism was screened by time-dependent antiviral assay, virus-induced symptoms and related gene expressions. The blockade of
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