Fondaparinux (sodium salt)

Fondaparinux is a pentasaccharide inhibitor of Factor Xa, the enzyme that activates prothrombin in the coagulation cascade (IC50s = 40, 45, and 36 nM for human, rabbit, and rat enzymes, respectively, in vitro). It binds to antithrombin III (Kds = 48, 132, 78, and 50 nM for human, rabbit, baboon, and rat, respectively) and inhibits thrombin generation through the extrinsic and intrinsic routes (IC50s = 0.3 and 2.8 µM, respectively). Fondaparinux dose-dependently inhibits thrombus formation in a rabbit model of venous thrombosis with complete inhibition of clot formation at a dose of 200 µg/kg. Formulations containing fondaparinux have been used for prophylaxis of deep vein thrombosis following hip or knee replacement surgery.Formal Name: methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-O-beta-D-glucopyranuronosyl-(1->4)-O-2-deoxy-3,6-di-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranosyl-(1->4)-O-2-O-sulfo-alpha-L-idopyranuronosyl-(1->4)-2-deoxy-2-(sulfoamino)-alpha-D-glucopyranoside, 6-(hydrogen sulfate), decasodium salt. CAS Number: 114870-03-0. Synonyms: SR 90107A. Molecular Formula: C31H43N3O49S8 . 10Na. Formula Weight: 1728.0. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: PBS (pH 7.2): 10 mg/ml. SMILES: O[C@H]1[C@H](O)[C@@H](COS([O-])(=O)=O)O[C@@](O[C@@H]2[C@@H](C([O-])=O)O[C@](O[C@H]3[C@H](OS([O-])(=O)=O)[C@@H](NS([O-])(=O)=O)[C@@H](O[C@]4([H])[C@H](C([O-])=O)O[C@@H](O[C@@]5([H])[C@H](O)[C@@H](NS([O-])(=O)=O)[C@@H](OC)O[C@@H]5COS([O-])(=O)=O)[C@H](OS([O-])(=O)=O)[C@H]4O)O[C@@H]3COS([O-])(=O)=O)([H])[C@H](O)[C@H]2O)([H])[C@@H]1NS([O-])(=O)=O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]. InChi Code: InChI=1S/C31H53N3O49S8.10Na/c1-69-27-9(33-85(48,49)50)13(37)17(6(74-27)3-71-88(57,58)59)76-31-22(83-91(66,67)68)16(40)21(24(81-31)26(43)44)79-29-10(34-86(51,52)53)19(82-90(63,64)65)18(7(75-29)4-72-89(60,61)62)77-30-15(39)14(38)20(23(80-30)25(41)42)78-28-8(32-84(45,46)47)12(36)11(35)5(73-28)2-70-87(54,55)56,,,,,,,,,,/h5-24,27-40H,2-4H2,1H3,(H,41,42)(H,43,44)(H,45,46,47)(H,48,49,50)(H,51,52,53)(H,54,55,56)(H,57,58,59)(H,60,61,62)(H,63,64,65)(H,66,67,68),,,,,,,,,,/q,10*+1/p-10/t5-,6-,7-,8-,9-,10-,1. InChi Key: XEKSTYNIJLDDAZ-JASSWCPGSA-D.