U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H44N4O4S
Molecular Weight 484.696
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SOFIGATRAN

SMILES

CCCOC(=O)N[C@@H](C(=O)N1CCC[C@H]1C(=O)NC[C@H]2CC[C@H](N)CC2)C(C)(C)SC(C)C

InChI

InChIKey=MNMZVSQUWOILCZ-MUGJNUQGSA-N
InChI=1S/C24H44N4O4S/c1-6-14-32-23(31)27-20(24(4,5)33-16(2)3)22(30)28-13-7-8-19(28)21(29)26-15-17-9-11-18(25)12-10-17/h16-20H,6-15,25H2,1-5H3,(H,26,29)(H,27,31)/t17-,18-,19-,20-/m0/s1

HIDE SMILES / InChI
Mitsubishi Tanabe Pharma was developing Sofigatran, a thrombin inhibitor, for the treatment of deep vein thrombosis. Sofigatran, is a direct oral thrombin inhibitor with a competitive binding mechanism. It has been assessed in a phase II trial for the treatment of deep vein thrombosis The compound was in phase II clinical trial for the treatment of DVT. Results of this trial have not been published and the clinical development of sofigatran has been discontinued by Mitsubishi Tanabe Pharma in 2007.

Originator

Curator's Comment: Sofigatran was originated by Mitsubishi Chemical Corporation.

Approval Year

PubMed

PubMed

TitleDatePubMed
New oral anticoagulant drugs in cardiovascular disease.
2010 Jul
Development and clinical applications of novel oral anticoagulants. Part II. Drugs under clinical investigation.
2012 Jun
Patents
Name Type Language
SOFIGATRAN
INN   WHO-DD  
INN  
Official Name English
MCC-977 BASE
Code English
PROPYL ((1S)-1-((2S)-2-((TRANS-4-AMINOCYCLOHEXYLMETHYL)CARBAMOYL)PYRROLIDINE-1-CARBONYL)-2-METHYL-2-((PROPAN-2-YL)SULFANYL)PROPYL)CARBAMATE
Systematic Name English
sofigatran [INN]
Common Name English
Sofigatran [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C263
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152382
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
PRIMARY
SMS_ID
300000037023
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
PRIMARY
INN
8751
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
PRIMARY
FDA UNII
5X6P105U1Y
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
PRIMARY
CAS
187602-11-5
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID50940225
Created by admin on Fri Dec 15 18:45:59 GMT 2023 , Edited by admin on Fri Dec 15 18:45:59 GMT 2023
PRIMARY