TIMOPRAZOLE

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H11N3OS
Molecular Weight	257.311
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][S+](CC1=NC=CC=C1)C2=NC3=C(N2)C=CC=C3

InChI

InChIKey=HBDKFZNDMVLSHM-UHFFFAOYSA-N

InChI=1S/C13H11N3OS/c17-18(9-10-5-3-4-8-14-10)13-15-11-6-1-2-7-12(11)16-13/h1-8H,9H2,(H,15,16)

HIDE SMILES / InChI

Molecular Formula	C13H11N3OS
Molecular Weight	257.311
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/2885239 | https://www.ncbi.nlm.nih.gov/pubmed/6092183 | https://www.ncbi.nlm.nih.gov/pubmed/3437604

Timoprazole is a substituted benzimidazole patented by Aktiebolag Hassle as an antisecretory agent that inhibits gastric acid secretion by interference with (H+-K+)-ATPase. Timoprazole given orally was found to be cytoprotective for the stomach when given 30 min prior to a challenge to boiling water, ethanol, or HCl. Timoprazole also prevented necrosis of the mucosa and acute ulcerations induced by alcohol in the rat fundus, as evaluated by histopathology.

Originator

Approval Year

PubMed

Title	Date	PubMed
Chemistry of covalent inhibition of the gastric (H+, K+)-ATPase by proton pump inhibitors.	2004-06-30	15212527

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:43:41 GMT 2025` Edited by `admin` on `Wed Apr 02 09:43:41 GMT 2025`
Record UNII	95H6S1X9CC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

timoprazole [INN]

Preferred Name

English

TIMOPRAZOLE

Official Name

English

2-((2-PYRIDYLMETHYL)SULFINYL)BENZIMIDAZOLE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29723