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Oseltamivir phosphate

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Company Name: Shanghai Yingrui Biopharma Co.,Ltd
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Products Intro: Product Name:Oseltamivir phosphate
CAS:204255-11-8
Purity:0.99 Package:1KG、10kg、100kg、1000kg
Company Name: TianYuan Pharmaceutical CO.,LTD
Tel: +86-755-23284190 13684996853
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Products Intro: Product Name:Oseltamivir phosphate
CAS:204255-11-8
Purity:99%+ Package:1kg;1USD
Company Name: Shenzhen Excellent Biotech Co., Ltd.
Tel: 13480692018
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Products Intro: Product Name:Oseltamivir phosphate
CAS:204255-11-8
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Company Name: ENBRIDGE PHARMTECH CO., LTD.
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Products Intro: Product Name:Oseltamivir phosphate
CAS:204255-11-8
Package:25KG
Company Name: Echemi Group
Tel: 86-18905328650
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Products Intro: Product Name:Oseltamivir
CAS:204255-11-8
Purity:99% Package:10kg/as customer's requirment

Lastest Price from Oseltamivir phosphate manufacturers

  • Oseltamivir phosphate
  • US $0.00 / KG
  • 2020-10-24
  • CAS:204255-11-8
  • Min. Order: 100g
  • Purity: 98%+
  • Supply Ability: 100kg
  • Oseltamivir?phosphate?
  • US $10.00 / KG
  • 2020-05-25
  • CAS:204255-11-8?
  • Min. Order: 100KG
  • Purity: 98-102%ASSAY
  • Supply Ability: 20 tons
Oseltamivir phosphate Basic information
Uses Anti-influenza virus Uses
Product Name:Oseltamivir phosphate
Synonyms:Osteltamivir phosphate;(3R,5S)-ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate phosphate;Oseltamivir phosphat;Oseltamivir Phosphate (200 mg);Oselt;OseltaMivir Acid-D3 Phosphate;OseltaMivir phosphate (TaMiflu);(3R,4R,5S)-ethyl 4-acetaMido-5-aMino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate phosphate
CAS:204255-11-8
MF:C16H31N2O8P
MW:410.4
EINECS:
Product Categories:API;Tamiflu;Amines;Anti-virals;apis;Influenza Viruses;Intermediates & Fine Chemicals;Pharmaceuticals;Ring Systems;Oseltamivir
Mol File:204255-11-8.mol
Oseltamivir phosphate Structure
Oseltamivir phosphate Chemical Properties
Melting point 196-198°C
storage temp. -20°C Freezer
solubility H2O: soluble30mg/mL, clear
form powder
color white to beige
optical activity[α]/D -26 to -36°, c = 1 in H2O
InChIKeyPGZUMBJQJWIWGJ-IFAKAUOZSA-N
CAS DataBase Reference204255-11-8(CAS DataBase Reference)
Safety Information
HazardClass IRRITANT
HS Code 2924299500
MSDS Information
Oseltamivir phosphate Usage And Synthesis
UsesOseltamivir Phosphate is an orally active inhibitor of influenza virus neuraminidase; converted in vivo to the active acid metabolite. An antiviral drug. It is a COVID19-related research product.
Anti-influenza virusOseltamivir phosphate is a kind of anti-influenza drugs, under the trade name Tamiflu. Its appearance exhibits as white to yellowish-white powder. It can be divided into type A (alpha) and B (Beta) selective inhibitor of the influenza virus neuraminidase and can prevent the release of virus from infected cells, through inhibiting the activity of the influenza virus neuraminidase, thus achieving the purpose of control of influenza symptoms. Clinically it can be used for treatment of the type A influenza and type B influenza in adults and children of 1 year old or over 1 year old as well as the clinical prevention of influenza A and B in adult and adolescent of 13 year old or over 13 years old.
Oseltamivir phosphate can subject to rapid metabolism into oselatamivr carboxylate after gastrointestinal absorption with 75% of the total oral administrated dose participating in the systemic circulation in the from of oselatamivr carboxylate. The active ingredient of this drug is a potent and unique neuraminidase inhibitors acting on all the processes of influenza virus infection, preventing the replication of all clinically relevant influenza virus strains A or B strain. It has obvious inhibitory effect even in nanomolar concentration in vitro. It has ben observed in vitro that the active metabolite can inhibit the growth of influenza virus as well as in vivo that it can inhibit the replication and pathogenicity of influenza virus. This product, through inhibiting the release of virus from infected cells, can reduce the spread of influenza A or B virus.
The above information is edited by the chemicalbook of Dai Xiongfeng.
UsesAntibiotics and anti-virus
DescriptionOseltamivir was launched in the US and Switzerland for the treatment of influenza infections by all common strain viruses. It can be obtained by at least 2 different ways including a novel 12-step synthesis from (-)-quinic acid. Oseltamivir is the ethyl ester prodrug of GS-4071, the corresponding acid, which is one of the most potent inhibitors of both influenza A and B virus neuraminidase (sialidase) isoenzymes; these glycoproteins are expressed on the virion surface and are essential for virus replication for both A and B strains. Oseltamivir emerged as one of the first two neuraminidase inhibitors to reach the market. GS-4071 demonstrated a low (< 5%) oral bioavailability in animals due to a poor absorption from the gastrointestinal barrier; by incorporating a more lipophilic ester group, the oral bioavailabilty can reach 30 to 100% in mice, rats and dogs. Following oral administration of Oseltamivir in rats, a similar concentration of GS-4071 was found in the bronchoalveolar lining fluid and the plasma which indicated a good penetration of the active compound into the lower respiratory tract. In mice, chickens and ferrets, orally administered Oseltamivir was found to have significant inhibitory effects on A and B influenza infections in protecting against a lethal challenge of virus and lessening virus titer in the lungs or nasal washings. In several clinical trials with patients receiving oral capsules daily, Oseltamivir was shown to be effective in reducing significantly the duration and severity of the clinical symptoms, including fever, cough and general malaise, in both early treatment and prevention.
Chemical PropertiesWhite Cyrstalline Solid
OriginatorGilead (US)
UsesOrally active inhibitor of influenza virus neuraminidase; converted in vivo to the active acid metabolite. An antiviral drug.
UsesOseltamivir phosphate (Tamiflu) is a competitive neuraminidase inhibitor. The prodrug oseltamivir phosphate (Tamiflu) is itself not virally effective; however, once in the liver, it is converted by natural chemical processes, hydrolysed hepatically to its
UsesAn antiviral agent
Manufacturing ProcessTo a suspension of shikimic acid (25 g, 144 mmol, Aldrich) in methanol (300 ml) was added p-toluenesulfonic acid (274 mg, 1.44 mmol, 1 mol %) and the mixture was heated to reflux for 2 h. After adding more p-toluenesulfonic acid (1 mol %) the reaction was refluxed for 26 h and was evaporated. The crude methyl ester (28.17 g) was suspended in acetone (300 ml) and was treated with dimethoxypropane (35 ml, 288 mmol) and was stirred at room temperature for 6 h and then was evaporated. The crude product was dissolved in ethyl acetate (400 ml) and was washed with saturated NaHCO3 (3 times 125 ml) and saturated NaCl. The organic phase was dried (MgSO4), filtered, and evaporated to afford crude 7-hydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-carboxylic acid methyl ester (about 2.94 g).
To a solution of 7-hydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-carboxylic acid methyl ester (29.4 g, 141 mmol) in CH2Cl2, (250 ml) at 0°C was added triethylamine (29.5 ml, 212 mmol) followed by the addition of methanesulfonyl chloride (13.6 ml, 176 mmol) over a period of 10 min. The reaction was stirred at 0°C for 1 h and ice cold water (250 ml) was added. After transfer to a separatory funnel, the organic phase was washed with water, 5% citric acid (300 ml), saturated NaHCO3 (300 ml) and was dried (MgSO4), filtered, and evaporated. The crude product was filtered through a short plug of silica gel on a fritted glass funnel eluting with ethyl acetate. The filtrate was evaporated to afford 7-methanesulfonyloxy-2,2-dimethyl- 3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-carboxylic acid methyl ester (39.5 g, 91%) as a viscous oil.
To a solution of 7-methanesulfonyloxy-2,2-dimethyl-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-carboxylic acid methyl ester (35.85 g, 117 mmol) in methanol (500 ml) was added p-toluenesulfonic acid (1.11 g, 5.85 mmol, 5 mol %) and the solution was refluxed for 1.5 h and was evaporated. The residue was redissolved in methanol (500 ml) and was refluxed an additional 4 h. The solvent was evaporated and the crude oil was triturated with diethyl ether (250 ml). After completing the crystallization overnight at 0°C, the solid was filtered and was washed with cold diethyl ether, and dried to afford 3,4- dihydroxy-5-methanesulfonyloxy-cyclohex-1-enecarboxylic acid methyl ester (24.76 g) as a white solid. Evaporation of the filtrate and crystallization of the residue from methanol/diethyl ether gave an additional 1.55 g. Obtained 26.3 g (85%) of the 3,4-dihydroxy-5-methanesulfonyloxy-cyclohex-1-ene-1- carboxylic acid methyl ester.
A suspension of 3,4-dihydroxy-5-methanesulfonyloxy-cyclohex-1-ene-1- carboxylic acid methyl ester (20.78 g, 78 mmol) in tetrahydrofuran (400 ml) at 0°C was treated with 1,8-diazabicyclo[5.4.0]undec-7-ene (11.7 ml, 78 mmol) and was stirred at room temperature for 9 h at which time the reaction was complete. The reaction was evaporated and the crude residue was dissolved in CH2Cl2 (200 ml) and was washed with saturated NaCl (300 ml). The aqueous phase was extracted with CH2Cl2 (2 times 200 ml). The combined organic extracts were dried (MgSO4), filtered, and evaporated. The crude product was purified on silica gel (ethyl acetate) to afford 5-hydroxy-7- oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester (12 g, 90%) as a white solid.
Brand nameTamiflu (Roche).
Therapeutic FunctionAntiviral
General Descriptionreceptor site showed clearly that additional binding sitesexist for the C-5 acetamido carbonyl group and the arginineresidue at position 152 of the receptor site. In addition, the C-2 carboxyl group of sialic acid binds to Arg 118, Arg 292, andArg 371. Position C-6 is capable of undergoing a hydrophobicinteraction with various amino acids, including Glu, Ala,Arg, and Ile. Maximum binding to neuraminidase occurswhen the C-6 substituent is substituted with a nonpolar chain.In oseltamivir, this nonpolar group is 3-pentyl. An importantfeature of oseltamivir is the ethyl ester, which makes the drugorally efficacious. This drug is the first orally active agent foruse against influenza A and B. It is also indicated for the treatmentof acute illness. If administered within 2 days after theonset of influenza symptoms, the drug is effective.
Clinical UseOseltamivir was approved as the first orally administered neuraminidase inhibitor used against influenza A and B viruses. The drug is indicated for the treatment of uncomplicated acute illness caused by influenza infection.
Side effectsSide effects with oseltamivir are minor, consist of nausea and vomiting, and occur primarily in the first two days of therapy.
Veterinary Drugs and TreatmentsAlthough, there is no research published (at the time of writing— January 2007) documenting oseltamivir safety or efficacy in dogs or cats, there is much interest and discussion regarding its potential for the adjunctive treatment of parvovirus infections in dogs. It may be of benefit for adjunctive treatment of other viral infections, particularly those with associated secondary bacterial components, but research or experience is lacking. A recent study performed in horses, experimentally infected with equine influenza A (H3N8), documented some efficacy in the attenuation of clinical signs (pyrexia), viral shedding, and secondary bacterial pneumonias (Yamanaka, Tsujimura et al. 2006).
Because oseltamivir is the primary antiviral agent proposed for treatment or prophylaxis for an H5N1 influenza (“bird flu”) pandemic in humans, its use in veterinary patients is controversial, particularly due to concerns of adequate drug supply for the human population and the potential for influenza virus resistance development. In 2006, the FDA banned the extra-label use of oseltamivir and other influenza antivirals in chickens, turkeys and ducks. At the time of writing, its use is still allowed in mammal veterinary patients, but veterinarians should use the drug prudently and be cognizant of these public health concerns.
MetabolismOseltamivir is readily absorbed from the GI tract following oral administration. It is a prodrug that is extensively metabolized in the liver, undergoing ester hydrolysis to the active carboxylic acid. Two oxidative metabolites also have been isolated, with the major oxidation product being the ω-carboxylic acid.
Tag:Oseltamivir phosphate(204255-11-8) Related Product Information
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