RELENOPRIDE

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27418395 | https://clinicaltrials.gov/ct2/show/NCT02082457 | https://clinicaltrials.gov/ct2/show/NCT01523184 | https://clinicaltrials.gov/ct2/show/NCT01989234

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Participation of 5-HT3, 5-HT4, and nicotinic receptors in the peristaltic reflex of guinea pig distal colon.	1996 Nov	8944700
Signal transduction pathways for serotonin as an intestinal secretagogue.	1997 Oct	9366057
Serotonin: a mediator of the brain-gut connection.	2000 Oct	11051338
Rationale for using serotonergic agents to treat irritable bowel syndrome.	2005 Apr 1	15790796
The serotonin signaling system: from basic understanding to drug development for functional GI disorders.	2007 Jan	17241888
Influence of a new 5-HT4 receptor partial agonist, YKP10811, on visceral hypersensitivity in rats triggered by stress and inflammation.	2014 Dec	25316608

Substance Class	Chemical Created by `admin` on `Fri Dec 15 21:16:42 GMT 2023` Edited by `admin` on `Fri Dec 15 21:16:42 GMT 2023`
Record UNII	SIS5BFO4WL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RELENOPRIDE

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