ChemicalBook > CAS DataBase List > Oseltamivir phosphate

Oseltamivir phosphate

Anti-influenza virus Uses

Product Name: Oseltamivir phosphate
CAS No.: 204255-11-8
Chemical Name: Oseltamivir phosphate
Synonyms: Osteltamivir phosphate;Oseltamivir Phosphate (200 mg);(3R,5S)-ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate phosphate;(3R,4R,5S)-ethyl 4-acetaMido-5-aMino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate phosphate;SOT;Oselt;CS-1978;Oseltamivir PH;Ostavir phosphate;US-DMF No.: 035876
CBNumber: CB2119221
Molecular Formula: C16H31N2O8P
Formula Weight: 410.4
MOL File: 204255-11-8.mol

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Oseltamivir phosphate Property

Melting point:: 196-198°C
storage temp.: 2-8°C
solubility: H2O: soluble30mg/mL, clear
form: powder
color: white to beige
optical activity: [α]/D -26 to -36°, c = 1 in H2O
Water Solubility: Soluble in water (75 mM)
BCS Class: 1 (CLogP), 3 (LogP)
InChI: InChI=1/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+;/s3
InChIKey: PGZUMBJQJWIWGJ-IFAKAUOZSA-N
SMILES: [C@@H]1(OC(CC)CC)C=C(C[C@H](N)[C@H]1NC(=O)C)C(=O)OCC.OP(O)(O)=O |&1:0,10,12,r|
CAS DataBase Reference: 204255-11-8(CAS DataBase Reference)

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Safety

HazardClass: IRRITANT
HS Code: 2924299500

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0001337
Product name: Oseltamivir phosphate (impurity B free)
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 300 mg
Price: $225
Updated: 2025/07/31

Sigma-Aldrich

Product number: PHR1781
Product name: Oseltamivir phosphate
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 500mg
Price: $192
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1479304
Product name: Oseltamivir phosphate
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $554
Updated: 2025/07/31

Cayman Chemical

Product number: 16070
Product name: Oseltamivir (phosphate)
Purity: ≥98%
Packaging: 100mg
Price: $49
Updated: 2024/03/01

Cayman Chemical

Product number: 16070
Product name: Oseltamivir (phosphate)
Purity: ≥98%
Packaging: 250mg
Price: $115
Updated: 2024/03/01

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Oseltamivir phosphate Chemical Properties,Usage,Production

Anti-influenza virus

Oseltamivir 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.

Uses

Oseltamivir 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.

Description

Oseltamivir phosphate (Tamiflu) was launched in the US and Switzerland for the treatment of influenza infections by all common strain viruses. It is an oral anti-viral drug approved for the treatment of acute, uncomplicated influenza in patients 2 weeks of age and older whose flu symptoms have not lasted more than two days. This product is approved to treat Type A and B influenza; however, the majority of patients included in the studies were infected with type A, the most common in the U.S. Efficacy of Tamiflu in the treatment of influenza in subjects with chronic cardiac disease and/or respiratory disease has not been established.

Chemical Properties

White Cyrstalline Solid. It is freely soluble in water.

Originator

Gilead (US)

Uses

Oseltamivir 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

Definition

ChEBI: Oseltamivir phosphate is a phosphate salt. It contains an oseltamivir. It is an acetamido cyclohexene that is a structural homolog of SIALIC ACID and inhibits NEURAMINIDASE.

Preparation

Oseltamivir phosphate (Tamiflu) has been synthesized from cis-2,3-bis(hydroxymethyl)aziridine. After protection of the cis-2,3-bis(hydroxymethyl)aziridine with a Boc group, desymmetrization provided a chiral aziridine, which was a key intermediate to install the required stereogenic center containing a nitrogen atom. Allylation and ring closing metathesis are the key reactions to obtain the cyclic product that was successfully converted to the desired oseltamivir phosphate. DOI: 10.1021/jo3015853

It can also be obtained by a novel 12-step synthesis from (-)-quinic acid.

brand name

Tamiflu (Roche).

Therapeutic Function

Antiviral

General Description

receptor 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.

Biochem/physiol Actions

Oseltamivir phosphate is an influenza viral neuraminidase inhititor. 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.

Clinical Use

Oseltamivir 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 effects

Side effects with oseltamivir are minor, consist of nausea and vomiting, and occur primarily in the first two days of therapy.

Veterinary Drugs and Treatments

Although, 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.

Metabolism

Oseltamivir 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.

storage

-20°C

Clinical claims and research

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.

Mode of action

Oseltamivir Phosphate is the phosphate salt of oseltamivir, a synthetic derivative prodrug of ethyl ester with antiviral activity. By blocking neuraminidases on the surfaces of influenza viruses, oseltamivir interferes with host cell release of complete viral particles.

Oseltamivir phosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Oseltamivir phosphate manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd

Product: Oseltamivir phosphate 204255-11-8
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: Customise
Release date: 2025-11-25

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Oseltamivir phosphate 204255-11-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98.5%-102.0%
Supply Ability: 10KGS
Release date: 2025-07-21

HebeiShuoshengImportandExportco.,Ltd

Product: Oseltamivir phosphate 204255-11-8
Price: US $6.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2000KG/Month
Release date: 2024-08-05

204255-11-8, Oseltamivir phosphateRelated Search:

2-Cyclohexen-1-one AMPHISOL A Acetaminophen Ethyl formate Ethylparaben Pentane Cyclohexene Acetamide Zinc phosphate Tylosin phosphate Thioacetamide Cyclohexene oxide Alkaline Phosphatase Triethyl phosphate Pentasodium triphosphate hexhydrate ISOXADIFEN-ETHYL Ethyl acetate N,N-Dimethylacetamide

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

OseltaMir phosphate

(3R,4R,5S)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)--cyclohexene-1-carboxylic acid ethyl ester, phosphate (1:1)

Oseltamivir phosphate (impurity B free)

Oseltamivir phosphate, >=98%

Olstamivir Phosphate

ethyl (3r,4r,5s)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylate phosphate

NTERMEDIATES OF OSELTAMIVIR

OSELTAMIVIR PHOSPHATE

(3R,4R,5S)-4-(Acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid ethyl ester phosphate salt

OSELTAMIVIR PHOSPHATE USP (GROUP:B SRL N O:1449

SOT

Oseltamivir Phosphate Capsules

CS-1978

Oseltamivir PH

ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(1-ethylpropoxy)cyclohexene-1-carboxylate

Oseltamivir phosphate (impurity B-free) CRS

oseltamivir phsphate

1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, ethyl ester, (3R,4R,5S)-, phosphate (1:1)

Oseltamivir phosphate USP/EP/BP

Aseltamivir phosphate

Oseltamivir phosphate-d5

(3R,4R,5S)-4-(Acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid ethyl ester

Oseltamivir phosphate (GS-4104)

US-DMF No.: 035876

Oseltamivir PhosphateQ: What is Oseltamivir Phosphate Q: What is the CAS Number of Oseltamivir Phosphate Q: What is the storage condition of Oseltamivir Phosphate Q: What are the applications of Oseltamivir Phosphate

Oseltamivir Phosphate (1479304)

Ethyl (3r,4r,5s)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate phosphate

(-)-Oseltamivir phosphate

(+)-N-Trifluoroacetyl-4-demethoxydaunorubicin

phosphenoperoxoic acid compound with ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate and dihydrogen (1:1:1)

Ostavir phosphate

Oseltamivir phosphata

Oseltramivir Phosphate

Oseltamivir phosphate, 10 mM in DMSO

OSELTAMIVIR PHOSPHATE NON-STERILE BULK DRUG SUBSTANCE

OSELTAMIVIR PHOSPHATE USP

Oseltamivir phosphate - Bio-X ?

D5-Oseltamivir Phosphate

D3-Oseltamivir Phosphate

Phosphoric acid ethyl (3R,4R,5S)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

204255-11-8

204255-11-9

204265-11-8

C16H28N2O4H3O4P

C16H31N2O8P

C16H28N2O4H3PO4

C16H27N2O4

API

Tamiflu

Amines