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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H30ClFN4O4
Molecular Weight 492.971
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RELENOPRIDE

SMILES

COC1=C(C=C(Cl)C(N)=C1)C(=O)NCC2CCN(CC[C@H](OC(N)=O)C3=CC=C(F)C=C3)CC2

InChI

InChIKey=KGMMSPVVHZGPHL-NRFANRHFSA-N
InChI=1S/C24H30ClFN4O4/c1-33-22-13-20(27)19(25)12-18(22)23(31)29-14-15-6-9-30(10-7-15)11-8-21(34-24(28)32)16-2-4-17(26)5-3-16/h2-5,12-13,15,21H,6-11,14,27H2,1H3,(H2,28,32)(H,29,31)/t21-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H30ClFN4O4
Molecular Weight 492.971
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Relenopride (YKP-10811) is a serotonin 4 (5-HT4) receptor agonist that was developed for regulation of gastric motility. It improved antral contractions and accelerated gastric emptying in dogs and had no adverse effects. Phase II clinical trials have investigated the efficacy and safety of relenopride in patients with (chronic and functional) constipation and irritable bowel syndrome (IBD). Relenopride was reported to accelerate gastrointestinal motility and colonic transit and improve bowel functions in patients with functional constipation, compared with placebo.

Approval Year

PubMed

PubMed

TitleDatePubMed
Participation of 5-HT3, 5-HT4, and nicotinic receptors in the peristaltic reflex of guinea pig distal colon.
1996 Nov
The serotonin signaling system: from basic understanding to drug development for functional GI disorders.
2007 Jan
Substance Class Chemical
Created
by admin
on Fri Dec 15 21:16:42 UTC 2023
Edited
by admin
on Fri Dec 15 21:16:42 UTC 2023
Record UNII
SIS5BFO4WL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RELENOPRIDE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
RELENOPRIDE [USAN]
Common Name English
BENZAMIDE, 4-AMINO-N-((1-((3S)-3-((AMINOCARBONYL)OXY)-3-(4-FLUOROPHENYL)PROPYL)-4-PIPERIDINYL)METHYL)-5-CHLORO-2-METHOXY-
Systematic Name English
YKP-10811
Code English
YKP10811
Code English
(1S)-3-{4-[(4-Amino-5-chloro-2-methoxybenzamido)methyl]piperidin-1-yl}-1-(4-fluorophenyl)propyl carbamate
Systematic Name English
Relenopride [WHO-DD]
Common Name English
relenopride [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C152177
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
INN
9919
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
USAN
CD-75
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
DRUG BANK
DB12798
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
PUBCHEM
45275554
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
CAS
1221416-43-8
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
SMS_ID
300000034311
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID50153530
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
FDA UNII
SIS5BFO4WL
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
ChEMBL
CHEMBL3544975
Created by admin on Fri Dec 15 21:16:43 UTC 2023 , Edited by admin on Fri Dec 15 21:16:43 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY