162610-17-5 , 艾卓肝素, IDRAPARINUX, CAS:162610-17-5

162610-17-5 , 艾卓肝素,
IDRAPARINUX,
CAS:162610-17-5
C38H55Na9O49S7 / 1727.18

艾卓肝素, IDRAPARINUX

Idraparinux is a synthetic pentasaccharide that binds to antithrombin with high affinity.

Title: Idraparinux Sodium

CAS Registry Number: 149920-56-9; 162610-17-5 (Idraparinux)

CAS Name: Methyl O-2,3,4-tri-O-methyl-6-O-sulfo-a-D-glucopyranosyl-(1®4)-O-2,3-di-O-methyl-b-D-glucopyranuronosyl-(1®4)-O-2,3,6-tri-O-sulfo-a-D-glucopyranosyl-(1®4)-O-2,3-di-O-methyl-a-L-idopyranuronosyl-(1®4)-a-D-glucopyranoside 2,3,6-tris(hydrogen sulfate) nonasodium salt

Manufacturers' Codes: Org-34006; SANORG-34006; SR-34006

Molecular Formula: C38H55Na9O49S7

Molecular Weight: 1727.18

Percent Composition: C 26.42%, H 3.21%, Na 11.98%, O 45.39%, S 13.00%

Literature References: Synthetic pentasaccharide that inhibits factor Xa; analog of fondaparinux sodium, q.v. Prepn: M. Petitou, C. A. van Boeckel, EP 0529715; eidem, US 5378829 (1993, 1995 both to Akzo; Sanofi); P. Westerduin et al., Bioorg. Med. Chem. 2, 1267 (1994). Biochemical and pharmacological properties: J. M. Herbert et al., Blood 91, 4197 (1998). Comparative pharmacokinetics in rats: J. P. Hérault et al., Thromb. Haemostasis 87, 985 (2002). Clinical pharmacology and reversal by factor VIIa: N. R. Bijsterveld et al., Br. J. Haematol. 124, 653 (2004). Review of clinical development: Q. Ma, J. Fareed, IDrugs 7, 1028-1034 (2004).

Properties: [a]D20 +55° (c = 1 in water).

Optical Rotation: [a]D20 +55° (c = 1 in water)

Therap-Cat: Antithrombotic.

Keywords: Antithrombotic.

CAS Number	162610-17-5
Product Name	Idraparinux
IUPAC Name	(2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[(2R,3S,4S,5R,6R)-2-carboxy-4,5-dimethoxy-6-[(2R,3R,4S,5R,6S)-6-methoxy-4,5-disulfooxy-2-(sulfooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-4,5-disulfooxy-2-(sulfooxymethyl)oxan-3-yl]oxy-4,5-dimethoxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-(sulfooxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Molecular Formula	C38H55Na9O49S7
Molecular Weight	1727.18 g/mol
InChI	InChI=1S/C38H64O49S7/c1-64-15-12(9-72-88(43,44)45)76-35(27(68-5)18(15)65-2)80-21-19(66-3)28(69-6)37(82-25(21)32(39)40)79-17-14(11-74-90(49,50)51)77-38(31(87-94(61,62)63)24(17)85-92(55,56)57)81-22-20(67-4)29(70-7)36(83-26(22)33(41)42)78-16-13(10-73-89(46,47)48)75-34(71-8)30(86-93(58,59)60)23(16)84-91(52,53)54/h12-31,34-38H,9-11H2,1-8H3,(H,39,40)(H,41,42)(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54)(H,55,56,57)(H,58,59,60)(H,61,62,63)/t12-,13-,14-,15-,16-,17-,18+,19+,20+,21+,22+,23+,24+,25+,26-,27-,28-,29-,30-,31-,34+,35-,36-,37-,38-/m1/s1
InChI Key	AJBMORBNKXNZSF-COSHMZDQSA-N
SMILES	COC1C(OC(C(C1OC)OC)OC2C(C(C(OC2C(=O)O)OC3C(OC(C(C3OS(=O)(=O)O)OS(=O)(=O)O)OC4C(C(C(OC4C(=O)O)OC5C(OC(C(C5OS(=O)(=O)O)OS(=O)(=O)O)OC)COS(=O)(=O)O)OC)OC)COS(=O)(=O)O)OC)OC)COS(=O)(=O)O
Solubility	Soluble in DMSO
Synonyms	idraparinux, idraparinux sodium, ORG 34006, ORG-34006, SANORG 34006, SANORG-34006, SR 34006, SR-34006, SR34006
Canonical SMILES	COC1C(OC(C(C1OC)OC)OC2C(C(C(OC2C(=O)O)OC3C(OC(C(C3OS(=O)(=O)O)OS(=O)(=O)O)OC4C(C(C(OC4C(=O)O)OC5C(OC(C(C5OS(=O)(=O)O)OS(=O)(=O)O)OC)COS(=O)(=O)O)OC)OC)COS(=O)(=O)O)OC)OC)COS(=O)(=O)O
Isomeric SMILES	CO[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1OC)OC)O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2C(=O)O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3OS(=O)(=O)O)OS(=O)(=O)O)O[C@H]4[C@@H]([C@H]([C@@H](O[C@H]4C(=O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5OS(=O)(=O)O)OS(=O)(=O)O)OC)COS(=O)(=O)O)OC)OC)COS(=O)(=O)O)OC)OC)COS(=O)(=O)O