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Details

Stereochemistry ABSOLUTE
Molecular Formula C53H79N4O51S8.9Na
Molecular Weight 2051.618
Optical Activity UNSPECIFIED
Defined Stereocenters 28 / 28
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IDRABIOTAPARINUX SODIUM

SMILES

[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[H][C@]12CS[C@@H](CCCCC(=O)NCCCCCC(=O)N[C@H]3[C@@H](O[C@@]4([H])[C@H](OC)[C@@H](OC)[C@H](O[C@]5([H])[C@@H](COS([O-])(=O)=O)O[C@H](O[C@@]6([H])[C@H](OC)[C@@H](OC)[C@H](O[C@]7([H])[C@@H](COS([O-])(=O)=O)O[C@H](OC)[C@H](OS([O-])(=O)=O)[C@H]7OS([O-])(=O)=O)O[C@H]6C([O-])=O)[C@H](OS([O-])(=O)=O)[C@H]5OS([O-])(=O)=O)O[C@@H]4C([O-])=O)O[C@H](COS([O-])(=O)=O)[C@@H](OC)[C@@H]3OC)[C@@]1([H])NC(=O)N2

InChI

InChIKey=LJNNVCTYYRPPRZ-GDNXFURLSA-E
InChI=1S/C53H88N4O51S8.9Na/c1-86-30-22(17-93-110(65,66)67)96-48(29(33(30)87-2)56-27(59)15-9-8-12-16-54-26(58)14-11-10-13-25-28-21(20-109-25)55-53(64)57-28)101-36-34(88-3)42(90-5)50(103-40(36)46(60)61)100-32-24(19-95-112(71,72)73)98-52(45(108-116(83,84)85)39(32)106-114(77,78)79)102-37-35(89-4)43(91-6)51(104-41(37)47(62)63)99-31-23(18-94-111(68,69)70)97-49(92-7)44(107-115(80,81)82)38(31)105-113(74,75)76;;;;;;;;;/h21-25,28-45,48-52H,8-20H2,1-7H3,(H,54,58)(H,56,59)(H,60,61)(H,62,63)(H2,55,57,64)(H,65,66,67)(H,68,69,70)(H,71,72,73)(H,74,75,76)(H,77,78,79)(H,80,81,82)(H,83,84,85);;;;;;;;;/q;9*+1/p-9/t21-,22+,23+,24+,25-,28-,29+,30+,31+,32+,33+,34-,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45+,48+,49-,50+,51+,52+;;;;;;;;;/m0........./s1

HIDE SMILES / InChI

Molecular Formula C53H79N4O51S8
Molecular Weight 1844.711
Charge -9
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 28 / 28
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Idrabiotaparinux, a biotinylated idraparinux, was developed by Sanofi as a long-acting inhibitor of factor Xa. Idrabiotaparinux participated in clinical trials phase III to prevent stroke and systemic thromboembolic events in patients with atrial fibrillation. The study was prematurely terminated, because of unknown reason. In addition, the drug was involved in phase II for patients with pulmonary embolism. Sanofi has discontinued development of idrabiotaparinux.

Approval Year

PubMed

PubMed

TitleDatePubMed
Development of idraparinux and idrabiotaparinux for anticoagulant therapy.
2009 Nov
Efficacy and safety of once weekly subcutaneous idrabiotaparinux in the treatment of patients with symptomatic deep venous thrombosis.
2011 Jan
Idrabiotaparinux treatment for venous thromboembolism.
2012 Jan 14

Sample Use Guides

Idrabiotaparinux sodium, 3.0 mg, once-weekly for 7 weeks followed a maintenance dosing adjusted according to the age and to the renal function for a minimum total treatment duration of 6 months
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:10:28 UTC 2023
Edited
by admin
on Sat Dec 16 08:10:28 UTC 2023
Record UNII
K2T918I23K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IDRABIOTAPARINUX SODIUM
INN   WHO-DD  
INN  
Official Name English
Idrabiotaparinux sodium [WHO-DD]
Common Name English
idrabiotaparinux sodium [INN]
Common Name English
Code System Code Type Description
SMS_ID
100000175081
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
CAS
405159-59-3
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID40193526
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
NCI_THESAURUS
C170050
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
FDA UNII
K2T918I23K
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
PUBCHEM
16202212
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
INN
8773
Created by admin on Sat Dec 16 08:10:28 UTC 2023 , Edited by admin on Sat Dec 16 08:10:28 UTC 2023
PRIMARY
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