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Fondaparinux sodium

Fondaparinux sodium
Fondaparinux sodium structure
CAS No.
114870-03-0
Chemical Name:
Fondaparinux sodium
Synonyms
D01844;Arixtra;Arixtra (tn);Fondaparin SodiuM;Fondaparinux sodium;Fondaparinux sodium N-4;Fondaparinux sodium, >=98%;Fondaparinux (sodium salt);Fondaparinux sodiuM(D01844);Fondaparinux sodium fandachem
CBNumber:
CB41456602
Molecular Formula:
C31H43N3O49S8.10Na
Formula Weight:
1728.08
MOL File:
114870-03-0.mol

Fondaparinux sodium Properties

alpha 
D23 +48° (c = 0.61 in water)
storage temp. 
2-8°C
CAS DataBase Reference
114870-03-0
FDA UNII
X0Q6N9USOZ
NCI Dictionary of Cancer Terms
Arixtra; fondaparinux sodium
NCI Drug Dictionary
Arixtra
SAFETY
  • Risk and Safety Statements
HS Code  3822000002

Fondaparinux sodium price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 24033 Fondaparinux (sodium salt) ≥95% 114870-03-0 1mg $26 2021-03-22 Buy
Cayman Chemical 24033 Fondaparinux (sodium salt) ≥95% 114870-03-0 5mg $85 2021-03-22 Buy
Cayman Chemical 24033 Fondaparinux (sodium salt) ≥95% 114870-03-0 10mg $156 2021-03-22 Buy
Cayman Chemical 24033 Fondaparinux (sodium salt) ≥95% 114870-03-0 25mg $325 2021-03-22 Buy

Fondaparinux sodium Chemical Properties,Uses,Production

Description

Fondaparinux sodium was first introduced in the US for prophylaxis of deep vein thrombosis which may lead to pulmonary embolism following major orthopaedic surgery. Fondaparinux is the first of a new class of antithrombic agents distinct from low molecular weight heparin (LMWH) and heparin. This entirely synthetic molecule is a copy of the heparin pentasaccharide sequence, the shortest fragment able to catalyze antithrombin lllmediated inhibition of factor Xa thereby inhibiting thrombin generation without antithrombin action. Fondaparinux does not display significant effects on coagulation tests (such as activated partial thromboplastin time and prothrombin time), does not bind to platelet factor 4 or promote heparin-induced thrombocytopenia. In phase III studies, fondaparinux significantly reduced the incidence of thromboembolism following orthopedic surgery, with an overall risk reduction of 50% in comparison to the LMWH, enoxaparin. Following subcutaneous administration, fondaparinux has a nearly complete bioavailability, a rapid onset of action, a prolonged half-life (17.2 h) enabling once daily dosing and is not metabolized preceeding renal excretion. The drug appears to be generally safe, with haemoragic complications either comparable to or higher than those for LMWH.

Chemical Properties

White Powder (after lyophilisation)

Originator

Sanofi-Synthelabo (France)

Uses

Synthetic pentasaccharide corresponding to the anti-thrombin binding site of heparin. Anti-thrombotic.

Definition

ChEBI: An organic sodium salt, being the decasodium salt of fondaparinux.

brand name

Arixtra (GlaxoSmithKline).

Chemical Synthesis

Starting from Dglucose, D-cellobiose, and D-glucosamine, the production process for the synthesis of the pentasaccharide involves about 55 steps. The synthesis was accomplished by preparing a fully-protected pentasaccharide, and then converting it into the final product. The choice of protecting groups was dictated by two factors: the need to introduce sulfate substituents (O- as well as N-linked), carboxylate groups and hydroxyl groups, in the proper positions on the target molecule, and the constraints of current methods for oligosaccharide synthesis, particularly the use of 2-azido glucose derivatives to achieve stereoselective introduction of α-D-linked glucosamine units. All the monosaccharide synthons were obtained from glucose or from glucosamine, and the synthesis is outlined in the scheme. Trisaccharide 108 and disaccharide 109 are the two key building blocks in the synthesis. Coupling 108 and 109 was carried out at -20°C in DCE. Fully protected pentasaccharide 110 was then converted into the target compound 10 using traditional methods: saponification, O-sulfation, cleavage of benzyl ethers with simultaneous reduction of azido into amino functions and finally N-sulfation. Preparation of trisaccharide building block 108 started from 1,6-anhydrocellobiose (111). Selective protection at 4’,6’ position was achieved through benzylidenation to provide crude 112 which was converted into epoxide 113 by treatment with sodium methoxide and benzylation. Compound 113 was isolated after filtration on silica gel and crystallization (m.p. 184-5°C). Trans-diaxial opening of the epoxide yielded the 2-azido derivative (66%) which was acetylated to give 114 (99%). The benzylidene was cleaved (92%) and the diol was then converted into 115 by successive tritylation, levulinoylation, detritylation, oxidation, methylation and hydrazinolysis (60% over the 6 steps). Imidate 116 was prepared in the usual way from its hydroxyl precursor and coupled with 115 to give O-linked trisaccharide 117 in 78% yield. Compound 117 was acetolysed (91%), the anomeric acetate was cleaved by benzylamine in ether (100%) and imidate 108 was obtained by reaction with potassium carbonate and trichloroacetonitrile at room temperature (α, β- mixture with α as the predominant isomer, 76%). The preparation of the other building block 109 is described as following. Selective 6-acetylation of 118 by N - acetylimidazole in DCE gave 119 in 60% yield. Treatment of 119 with 120 using DCE/pyridinium perchlorate and followed dechloroacetylation using hydrazinedithiocarbonate afforded the crystalline disaccharide 109.

Fondaparinux sodium Preparation Products And Raw materials

Raw materials

Preparation Products


Fondaparinux sodium Suppliers

Global( 225)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
ENBRIDGE PHARMTECH CO., LTD.
+8613812269233
0510-83591909 tinayang@enbridgepharm.com;tinayang@enbridgepharm.com China 220 58
Shanghai Minbiotech Co., Ltd.
+86 17315815539
sales@minbiotech.com CHINA 129 58
AFINE CHEMICALS LIMITED
008657185134551
008657185134895 info@afinechem.com CHINA 15559 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 20914 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8909 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26751 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29954 58

View Lastest Price from Fondaparinux sodium manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-11-23 Fondaparinux sodium
114870-03-0
US $7.00 / g 1KG 99% 5ton/Month Hebei Yirun Sega Biological Technology Co. Ltd
2021-11-08 Fondaparin SodiuM
114870-03-0
US $1.50 / KG 100g 99% 500MT/Month Wuhan wingroup Pharmaceutical Co., Ltd
2021-11-02 Fondaparinux sodium
114870-03-0
US $100.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd

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