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ChemicalBook >> CAS DataBase List >>(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid

(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid

CAS No.
203120-17-6
Chemical Name:
(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid
Synonyms
Laninamivir;CS-746;R 125489;Lanimivir;Laninamivir-d3;Laninamivir (CS-8958);Laninamivir (Inavir, CS8958, R125489);R-125489,inhibit,Inhibitor,R125489,Influenza Virus,Laninamivir;(4S,5R,6R)-5-AcetaMido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-Methoxypropyl)-5,6-dihydro-4H-pyran-2-;(2R,3R,4S)-3-acetamido-2-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-4-guanidino-3,4-dihydro-2H-pyran-6-carboxylic acid
CBNumber:
CB72485059
Molecular Formula:
C13H22N4O7
Molecular Weight:
346.34
MDL Number:
MFCD18071611
MOL File:
203120-17-6.mol
Last updated:2024-11-19 15:53:33

(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid Properties

Melting point >300°C (dec.)
Density 1.61
storage temp. -20°C Freezer
solubility Water (Slightly)
pka 3.81±0.70(Predicted)
form Solid
color White to Off-White
Water Solubility Water : 5 mg/mL (14.44 mM; Need ultrasonic)
FDA UNII B408IW3GL5
ATC code J05AH04

(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 015457 Laninamivir 203120-17-6 500ug $496 2021-12-16 Buy
TRC L174000 Laninamivir 203120-17-6 5mg $1695 2021-12-16 Buy
Usbiological 293873 Laninamivir 203120-17-6 5mg $2903 2021-12-16 Buy
AK Scientific Y0284 Laninamivir 203120-17-6 2mg $1535 2021-12-16 Buy
Biosynth Carbosynth ML58733 Laninamivir 203120-17-6 5mg $2100 2021-12-16 Buy
Product number Packaging Price Buy
015457 500ug $496 Buy
L174000 5mg $1695 Buy
293873 5mg $2903 Buy
Y0284 2mg $1535 Buy
ML58733 5mg $2100 Buy

(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid Chemical Properties,Uses,Production

Description

Laninamivir octanoate (CS-8958), an ester prodrug form of the neuraminidase (NA) inhibitor laninamivir (R-125489), was approved in Japan in 2010 for treatment of influenza virus infections. Laninamivir octanoate is given by intranasal administration at a 20 mg or 40 mg dose. It has a long half-life in humans such that efficacy can be achieved after only a single dose. In addition to vaccines for immunoprophylaxis, antiviral drugs play an essential role in the treatment of influenza virus infections. Two viral proteins have been targeted for therapeutic intervention: the M2 ion channel and NA.

Originator

Sankyo Co., Ltd. (Japan)

Uses

A new potent labelled neuraminidase

Uses

A new potent neuraminidase (NA) inhibitor, shows long-acting anti-influenza virus activity.

Definition

ChEBI: Laninamivir is a member of acetamides.

brand name

Inavir

Synthesis

Laninamivir octanoate is prepared starting from a neuraminic acid precursor. The route from 2,3-didehydroneuramic acid entails a multistep sequence to protect the acid and hydroxyl groups at the 4-, 20-, and 30-positions. Methylation of the remaining 10-hydroxyl by treatment with dimethylsulfate and NaH is followed by conversion of the 4-hydroxyl to an amine Cleavage of the 20,30-dihydroxy protecting group, conversion of the 4- NH2 to the guanidine, and acylation of the 30-OH group afford laninamivir octanoate. This three-step sequence can be reordered such that the guanidine is introduced first, followed by deprotection of the 20,30-diOH groups and acylation. An alternative sequence involves a Boc-protected guanidine intermediate, which is converted in a four-step sequence (deprotection of the acid and 20,30-hydroxyl groups, reprotection of the acid as its diphenylmethyl ether, acylation of the 30-OH and deprotection of the guanidine group) to laninamivir octanoate. Laninamivir can also be synthesized from the a-methyl glycoside of N-acetylneuramic acid methyl ester by an analogous route.

(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 77)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32965 60
Biochempartner 		0086-13720134139 candy@biochempartner.com CHINA 965 58
BOC Sciences 		+1-631-485-4226 inquiry@bocsci.com United States 19553 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49732 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Dayang Chem (Hangzhou) Co.,Ltd. 		571-88938639 +8617705817739 info@dycnchem.com China 52849 58
InvivoChem 		+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
Nantong HI-FUTURE Biology Co., Ltd. 		+undefined18051384581 sales@chemhifuture.com China 3135 58
PT CHEM GROUP LIMITED 		+86-85511178; +86-85511178; peter68@ptchemgroup.com China 35425 58
GIHI CHEMICALS CO.,LIMITED 		+8618058761490 info@gihichemicals.com China 49983 58

View Lastest Price from (4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Laninamivir pictures 2024-11-19 Laninamivir
203120-17-6
 US $34.00-77.00 / mg 99% 10g TargetMol Chemicals Inc.
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  • Laninamivir
    203120-17-6
  • US $34.00-77.00 / mg
  • 99%
  • TargetMol Chemicals Inc.

203120-17-6((4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid)Related Search:

(4S,5R,6R)-5-Acetamido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid (4S,5R,6R)-5-AcetaMido-4-guanidino-6-((1R,2R)-2,3-dihydroxy-1-Methoxypropyl)-5,6-dihydro-4H-pyran-2- R 125489 Laninamivir (CS-8958) (2R,3R,4S)-3-acetamido-2-((1R,2R)-2,3-dihydroxy-1-methoxypropyl)-4-guanidino-3,4-dihydro-2H-pyran-6-carboxylic acid Laninamivir-d3 CS-746 Lanimivir D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl- Laninamivir (Inavir, CS8958, R125489) Laninamivir R-125489,inhibit,Inhibitor,R125489,Influenza Virus,Laninamivir 203120-17-6 C1213CH22N215N2O7 C13H22N4O7 Amines Anti-virals Carbohydrates & Derivatives Intermediates & Fine Chemicals Isotope Labelled Compounds Pharmaceuticals