FELCISETRAG

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H37N5O3
Molecular Weight	455.593
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)N1CCC(CN2CCC(CNC(=O)C3=C4NC(=NC4=CC=C3)C(C)C)CC2)CC1

InChI

InChIKey=MZOITCJKGUIQEI-UHFFFAOYSA-N

InChI=1S/C25H37N5O3/c1-17(2)23-27-21-6-4-5-20(22(21)28-23)24(31)26-15-18-7-11-29(12-8-18)16-19-9-13-30(14-10-19)25(32)33-3/h4-6,17-19H,7-16H2,1-3H3,(H,26,31)(H,27,28)

HIDE SMILES / InChI

Molecular Formula	C25H37N5O3
Molecular Weight	455.593
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21392515 | https://www.ncbi.nlm.nih.gov/pubmed/21687517 | https://clinicaltrials.gov/ct2/show/NCT03827655 | https://clinicaltrials.gov/ct2/show/NCT03281577

TD 8954 (also known as TAK 954) is a selective serotonin 5-HT(4) receptor agonist. It is known a potential role for potent and efficacious 5-HT(4) receptor agonists in the treatment of Alzheimer's disease (AD). TD 8954 participated in phase I clinical trials to study its potential role in the treatment of AD. However, this study was discontinued. In addition, TD 8954 is involved in phase II clinical trials to investigate its effect on gastrointestinal and colonic transit in diabetic or idiopathic gastroparesis participants and for the prophylaxis and treatment of postoperative gastrointestinal dysfunction in participants undergoing large- and small-bowel resection.

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
The Pharmacology of TD-8954, a Potent and Selective 5-HT(4) Receptor Agonist with Gastrointestinal Prokinetic Properties.	2011	21687517
Discovery of TD-8954, a clinical stage 5-HT(4) receptor agonist with gastrointestinal prokinetic properties.	2013 Jul 15	23756062

Patents

Sample Use Guides

In Vivo Use Guide

TAK-954 0.1; 0.3; 1 milligram (mg), 60-minute infusion, intravenous (IV), once daily for up to 3 days.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:17:56 UTC 2023` Edited by `admin` on `Sat Dec 16 18:17:56 UTC 2023`
Record UNII	35F0Y2W16Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FELCISETRAG

Official Name

English

TAK-954

Code

English

1-PIPERIDINECARBOXYLIC ACID, 4-((4-((((2-(1-METHYLETHYL)-1H-BENZIMIDAZOL-7-YL)CARBONYL)AMINO)METHYL)-1-PIPERIDINYL)METHYL)-, METHYL ESTER

Systematic Name

English

THRX-149699

Code

English

felcisetrag [INN]

Common Name

English

METHYL 4-((4-((2-(PROPAN-2-YL)-1H-BENZIMIDAZOLE-4- CARBOXAMIDO)METHYL)PIPERIDIN-1-YL)METHYL)PIPERIDINE-1-CARBOXYLATE

Systematic Name

English

TD-8954

Code

English

FELCISETRAG [USAN]

Common Name

English

Code System Code Type Description

DRUG BANK

DB12725