OXMETIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H21N5O3S
Molecular Weight	399.467
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(CSCCNC2=NC=C(CC3=CC=C4OCOC4=C3)C(=O)N2)N=CN1

InChI

InChIKey=YTBDPHYVGACIPC-UHFFFAOYSA-N

InChI=1S/C19H21N5O3S/c1-12-15(23-10-22-12)9-28-5-4-20-19-21-8-14(18(25)24-19)6-13-2-3-16-17(7-13)27-11-26-16/h2-3,7-8,10H,4-6,9,11H2,1H3,(H,22,23)(H2,20,21,24,25)

HIDE SMILES / InChI

Molecular Formula	C19H21N5O3S
Molecular Weight	399.467
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/2861279 | https://www.ncbi.nlm.nih.gov/pubmed/2575788

Oxmetidine is an H2-receptor antagonist that was studied as a gastrointestinal agent. Oxmetidine possesses efficacy in the treatment of peptic ulcers. However, information about the further development of this drug is not available.

Approval Year

PubMed

Title	Date	PubMed
Mechanism of oxmetidine (SK&F 92994) cytotoxicity in isolated rat hepatocytes.	1985 Jun	2861279
Oxmetidine in the short term treatment of active duodenal ulcer. A review and commentary.	1989	2575788
Mechanism of inhibition of rat liver mitochondrial respiration by oxmetidine, an H2-receptor antagonist.	1990 Mar	1969477
Successful drug development despite adverse preclinical findings part 1: processes to address issues and most important findings.	2010 Dec	22272031

Sample Use Guides

In Vitro Use Guide

Oxmetidine (50 microM) blocked pyruvate/malate-supported state 3 (ADP-stimulated) respiration, caused a decrease in the ADP:0 ratio and a loss of respiratory control in isolated rat liver mitochondria.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 14:58:39 UTC 2023` Edited by `admin` on `Fri Dec 15 14:58:39 UTC 2023`
Record UNII	Z504D030RF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OXMETIDINE

Official Name

English

(1H)-PYRIMIDINONE, 5-(1,3-BENZODIOXOL-5-YLMETHYL)-2-((2-(((5-METHYL-1H-IMIDAZOL-4-YL)METHYL)THIO)ETHYL)AMINO)-

Common Name

English

oxmetidine [INN]

Common Name

English

2-((2-(((5-METHYLIMIDAZOL-4-YL)METHYL)THIO)ETHYL)AMINO)-5-PIPERONYL-4(1H)-PYRIMIDINONE

Systematic Name

English

Code System Code Type Description

CAS

72830-39-8