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OSELTAMIVIR ACID

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OSELTAMIVIR ACID Basic information

Product Name:
OSELTAMIVIR ACID
Synonyms:
  • (3R,4R,5S)-4-acetamido-5-amino-3
  • Oseltamivir Phosphate Impurity Ⅲ
  • (3R,4R,5S)-4-(Acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexence-1-carboxylic Acid
  • Oseltamivir Impurity C (EP)
  • Oseltamivir Carboxylic Acid HCl
  • GS 4071;RO 64-0802;OSELTAMIVIR CARBOXYLATE
  • (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
  • (3R,4R,5S)-4-Acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohex-ene-1-carboxylic acid
CAS:
187227-45-8
MF:
C14H24N2O4
MW:
284.35
Product Categories:
  • Various Metabolites and Impurities
  • Metabolites
  • Amines
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
187227-45-8.mol
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OSELTAMIVIR ACID Chemical Properties

Melting point:
183-185°C
Boiling point:
508.7±50.0 °C(Predicted)
Density 
1.15±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
≥14.2 mg/mL in DMSO; ≥46.1 mg/mL in H2O with gentle warming; ≥97 mg/mL in EtOH with gentle warming
pka
4.13±0.60(Predicted)
form 
Solid
color 
White to off-white
EPA Substance Registry System
1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, (3R,4R,5S)- (187227-45-8)
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Safety Information

HS Code 
9999999999
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OSELTAMIVIR ACID Usage And Synthesis

Description

Oseltamivir (GS-4104) is an antiviral prodrug targeted against the influenza viruses. Oseltamivir acid is the active metabolite of oseltamivir. It acts as an inhibitor of influenza neuraminidases A and B (IC50 = 0.1 to 4.9 nM for both enzymes), in this way preventing virus budding and release.

Chemical Properties

White Solid

Uses

Oseltamivir Acid (Oseltamivir EP Impurity C) is a metabolite of Oseltamivir (O701000). It is a COVID19-related research product.

Uses

Oseltamivir Acid is a metabolite of Oseltamivir (O701000).

Definition

ChEBI: A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid which is substituted at positions 3, 4, and 5 by pentan-3-yloxy, acetamido, and amino groups, respectively (the 3R,4R,5S enantiomer). A antiviral drug, it is used as the corresponding ethyl ester prodrug, oseltamivir, to slow the spread of influenza.

References

[1] enguang feng, deju ye, jian li, dengyou zhang, jinfang wang, fei zhao, rolf hilgenfeld, mingyue zheng, hualiang jiang and hong liu. recent advances in neuraminidase inhibitor development as anti-influenza drugs. chem med chem 2012, 7: 1527 – 1536.
[2] tom jefferson reviewer, mark jones, peter doshi, elizabeth a spencer, igho onakpoya, carl j heneghan. oseltamivir for influenza in adults and children: systematic review of clinical study reports and summary of regulatory comment. bmj. 2014, 348: g2545.
[3] rashmi dixit, gulam khandaker, scott ilgoutz, harunor rashid and robert booy. emergence of oseltamivir resistance: control and management of influenza before, during and after the pandemic. infectious disorders – drug targets. 2013, 13 (1): 34-45.

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