ZAMIFENACIN

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H29NO3
Molecular Weight	415.5241
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(CC1=CC2=C(OCO2)C=C1)N3CCC[C@H](C3)OC(C4=CC=CC=C4)C5=CC=CC=C5

InChI

InChIKey=BDNFQGRSKSQXRI-XMMPIXPASA-N

InChI=1S/C27H29NO3/c1-3-8-22(9-4-1)27(23-10-5-2-6-11-23)31-24-12-7-16-28(19-24)17-15-21-13-14-25-26(18-21)30-20-29-25/h1-6,8-11,13-14,18,24,27H,7,12,15-17,19-20H2/t24-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H29NO3
Molecular Weight	415.5241
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800003650 | https://www.ncbi.nlm.nih.gov/pubmed/9218083

Zamifenacin, also known as UK-76654, a selective muscarinic M3 receptor antagonist, was studied in patients with irritable bowel syndrome (IBS). This drug participated in clinical trials for the IBS phase III in the USA and phase II in the UK, but these studies were discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor M3 160 Target ID: P20309 Gene ID: 1131.0 Gene Symbol: CHRM3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8566131 \| https://www.ncbi.nlm.nih.gov/pubmed/9218083	Antagonist 2849		8.52 null [pKi]

PubMed

Title	Date	PubMed
In vitro toxicity of zamifenacin (UK-76,654) and metabolites in primary hepatocyte cultures.	1998-09	9764931
Zamifenacin (UK-76, 654) a potent gut M3 selective muscarinic antagonist, reduces colonic motor activity in patients with irritable bowel syndrome.	1997-06	9218083
Characterization of the interaction of zamifenacin at muscarinic receptors in vitro.	1995-10-16	8566131

Patents

Sample Use Guides

In Vivo Use Guide

single dose of zamifenacin 10 mg or 40 mg on both fasting (30 min) and fed (60 min)

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:06:29 GMT 2025` Edited by `admin` on `Mon Mar 31 18:06:29 GMT 2025`
Record UNII	Y88Q418Y7M
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

UK-76654-2 FREE BASE

Preferred Name

English

ZAMIFENACIN

Official Name

English

zamifenacin [INN]

Common Name

English

ZAMIFENACIN [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29704