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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H36ClN3O2
Molecular Weight 434.015
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIREXAPRIDE

SMILES

CC1CCN(C[C@H]2CCCC[C@H]2NC(=O)C3=CC(Cl)=C(N)C=C3OCC4CC4)CC1

InChI

InChIKey=PPVTTWPBNHFCAJ-XMSQKQJNSA-N
InChI=1S/C24H36ClN3O2/c1-16-8-10-28(11-9-16)14-18-4-2-3-5-22(18)27-24(29)19-12-20(25)21(26)13-23(19)30-15-17-6-7-17/h12-13,16-18,22H,2-11,14-15,26H2,1H3,(H,27,29)/t18-,22-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H36ClN3O2
Molecular Weight 434.015
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Lirexapride serotonin 5-HT4 receptor and dopamine D2 receptor agonists. It had been in phase II clinical trials for the treatment of irritable bowel syndrome. However, this research has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Systematic review: cardiovascular safety profile of 5-HT(4) agonists developed for gastrointestinal disorders.
2012-04
Emerging drugs for functional dyspepsia.
2011-06
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:23:05 GMT 2025
Edited
by admin
on Mon Mar 31 18:23:05 GMT 2025
Record UNII
N33SZ2N85M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-AMINO-5-CHLORO-.ALPHA.-CYCLOPROPYL-N-((1R,2R)-2-((4-METHYLPIPERIDINO)METHYL)CYCLOHEXYL)-O-ANISAMIDE
Preferred Name English
LIREXAPRIDE
INN  
INN  
Official Name English
lirexapride [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C80762
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
PUBCHEM
3045376
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
EVMPD
SUB08530MIG
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
SMS_ID
100000082523
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
FDA UNII
N33SZ2N85M
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
ChEMBL
CHEMBL2107144
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
CAS
145414-12-6
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
INN
7418
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID20163005
Created by admin on Mon Mar 31 18:23:05 GMT 2025 , Edited by admin on Mon Mar 31 18:23:05 GMT 2025
PRIMARY
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TARGET -> AGONIST
TARGET -> AGONIST
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ACTIVE MOIETY