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

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22N4O4.ClH
Molecular Weight 394.853
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XEMILOFIBAN HYDROCHLORIDE

SMILES

Cl.CCOC(=O)C[C@H](NC(=O)CCC(=O)NC1=CC=C(C=C1)C(N)=N)C#C

InChI

InChIKey=JTZJXWLQRZUDFJ-BTQNPOSSSA-N
InChI=1S/C18H22N4O4.ClH/c1-3-13(11-17(25)26-4-2)21-15(23)9-10-16(24)22-14-7-5-12(6-8-14)18(19)20;/h1,5-8,13H,4,9-11H2,2H3,(H3,19,20)(H,21,23)(H,22,24);1H/t13-;/m1./s1

HIDE SMILES / InChI
Xemilofiban [SC 54684, SC 54684A (HCl), xemlofiban], an orally active antiplatelet agent, is a glycoprotein IIb/IIIa receptor antagonist. This drug was in a phase III clinical trial in the US and Europe for the treatment of thrombosis in patients with unstable angina pectoris and acute myocardial infarction undergoing angioplasty. Because of insufficient evidence of efficacy and concerns about safety over this long of a period of treatment, these trials didn’t get the market approval. In Japan, Sankyo discontinued the development of xemilofiban for thrombosis at phase II following Searle's decision to drop the project.

Approval Year

PubMed

PubMed

TitleDatePubMed
Xemilofiban: SC 54684A, xemlofiban.
2003

Sample Use Guides

After elective intracoronary stent deployment, patients were randomized to receive placebo (250 mg ticlopidine P.O. BID) or xemilofiban in doses of 5, 10, 15, or 20 mg P.O. BID.
Route of Administration: Oral
Name Type Language
XEMILOFIBAN HYDROCHLORIDE
MART.   MI   USAN  
USAN  
Official Name English
XEMILOFIBAN HYDROCHLORIDE [USAN]
Common Name English
SC-54684A
Code English
XEMILOFIBAN HCL
Common Name English
XEMILOFIBAN HYDROCHLORIDE [MI]
Common Name English
4-PENTYNOIC ACID, 3-((4-((4-(AMINOIMINOMETHYL)PHENYL)AMINO)-1,4-DIOXOBUTYL)AMINO)-, ETHYL ESTER, MONOHYDROCHLORIDE, (S)-
Common Name English
XEMILOFIBAN HYDROCHLORIDE [MART.]
Common Name English
ETHYL (3S)-3-(3-((P-AMIDINOPHENYL)CARBAMOYL)PROPIONAMIDO)-4-PENTYNOATE, MONOHYDROCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1327
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
Code System Code Type Description
CAS
156586-91-3
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY
MERCK INDEX
m11539
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C63768
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY
USAN
GG-85
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID10166101
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY
PUBCHEM
3033830
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL76098
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY
FDA UNII
HIU55WBI80
Created by admin on Fri Dec 15 15:57:18 GMT 2023 , Edited by admin on Fri Dec 15 15:57:18 GMT 2023
PRIMARY