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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H28N4O6
Molecular Weight 468.5023
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAMIFIBAN

SMILES

NC(=N)C1=CC=C(C=C1)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N3CCC(CC3)OCC(O)=O

InChI

InChIKey=FPKOGTAFKSLZLD-FQEVSTJZSA-N
InChI=1S/C24H28N4O6/c25-22(26)16-3-5-17(6-4-16)23(32)27-20(13-15-1-7-18(29)8-2-15)24(33)28-11-9-19(10-12-28)34-14-21(30)31/h1-8,19-20,29H,9-14H2,(H3,25,26)(H,27,32)(H,30,31)/t20-/m0/s1

HIDE SMILES / InChI

Description

LAMIFIBAN is a potent and selective nonpeptide glycoprotein IIb/IIIa antagonist. It inhibits platelet aggregation and thrombus formation by preventing the binding of fibrinogen to platelets. It was in clinical development as an injectable antithrombotic agent for treating and preventing acute coronary syndromes but showed no significant effects on clinical outcomes.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
 1.4 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Orally active fibrinogen receptor antagonists. 2. Amidoximes as prodrugs of amidines.
1996 Aug 2
Lamifiban.
1999 Feb
Lamifiban.
1999 May
Randomized, placebo-controlled trial of titrated intravenous lamifiban for acute coronary syndromes.
2002 Jan 22
Patents

Patents

05545658
2
JP2001524534A
6
JP2002541233A
400
JP2003515526A
462
JP2003526617A
4
JP2009511543A
4
JP2011524416A
138
Name Type Language
LAMIFIBAN
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
((1-(N-(P-AMIDINOBENZOYL)-L-TYROSYL)-4-PIPERIDYL)OXY)ACETIC ACID
Common Name English
RO-44-9883/000
Code English
LAMIFIBAN [USAN]
Common Name English
Lamifiban [WHO-DD]
Common Name English
LAMIFIBAN [MART.]
Common Name English
ACETIC ACID, ((1-(2-((4-(AMINOIMINOMETHYL)BENZOYL)AMINO)-3-(4-HYDROXYPHENYL)-1-OXOPROPYL)-4-PIPERIDINYL)OXY)-, (S)-
Common Name English
lamifiban [INN]
Common Name English
RO 44-9883/000
Code English
LAMIFIBAN [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1327
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
Code System Code Type Description
SMS_ID
100000082551
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID20869939
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
FDA UNII
9XOE28082S
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
MERCK INDEX
m6669
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY Merck Index
EVMPD
SUB08391MIG
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
INN
7307
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
NCI_THESAURUS
C83862
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
CAS
144412-49-7
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
USAN
HH-38
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL108111
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
MESH
C084062
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
PUBCHEM
3038484
Created by admin on Fri Dec 15 15:57:19 GMT 2023 , Edited by admin on Fri Dec 15 15:57:19 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of LAMIFIBAN
SALT/SOLVATE (PARENT)
Structure of LAMIFIBAN HYDROCHLORIDE
SALT/SOLVATE (PARENT)
Structure of LAMIFIBAN TRIFLUOROACETATE
NIH
NCATS
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