PICARTAMIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C11H14N2S2
Molecular Weight	238.372
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC(=S)C1(CCCS1)C2=NC=CC=C2

InChI

InChIKey=ITNLONMDUMHEOK-UHFFFAOYSA-N

InChI=1S/C11H14N2S2/c1-12-10(14)11(6-4-8-15-11)9-5-2-3-7-13-9/h2-3,5,7H,4,6,8H2,1H3,(H,12,14)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6143132 | https://www.ncbi.nlm.nih.gov/pubmed/6809236 | https://www.ncbi.nlm.nih.gov/pubmed/3123255 | https://adisinsight.springer.com/drugs/800000621

Picartamide had potent antisecretory and antiulcerogenic effects which were, at least, 10 times more pronounced than those of cimetidine. The mechanism of action of picartamide has not yet been determined but it seems that an anticholinergic or an H2 receptor antagonist effect should be excluded. The results show that picartamide is also active on the pure vagus-stimulated gastric acid secretion. The lack of effect upon gastric pepsin and plasma PP suggests that picartamide is not likely to act on the basolateral cholinergic receptor and that it affects further cellular steps involved in hydrogen ion secretion.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
hydrogen:potassium-exchanging ATPase complex 1 Target ID: GO:0005889 Sources: DOI: 10.1107/S0108270189006992 \| Garay, Muchowski (1985) Annual Reports in Medicinal Chemistry, v.20. page 97, retrieved from: https://books.google.ru/books?id=j-3Cd_SWIksC	Antagonist 2849

PubMed

Title	Date	PubMed
[Long-term efficacy and tolerability of omeprazole in 20 patients with severe Zollinger-Ellison syndrome].	1989-08-01	2806801
Synthesis and antisecretory and antiulcer activities of derivatives and analogues of 2-(2-pyridyl)tetrahydrothiophene-2-carbothioamide.	1987-01	3806600
Effect of 40749 RP on basal and sham feeding stimulated gastric secretion in man.	1987	3123255
[Treatment of gastric acid hypersecretion in the Zollinger-Ellison syndrome with a thioamide derivative (40749 RP). Comparison with ranitidine].	1986-06-01	3758592
Acute and chronic 24-hour gastric pH and pharmacokinetic studies with a long acting antisecretory drug (40749 RP) in peptic ulcer.	1986-05	3732743
Effects of single daily doses of a pyridil-2-tetrahydrothiophene derivative (40749 RP) on 24 hour H+ activity, nocturnal acid output, gastrin and pepsinogen I profiles in duodenal ulcer patients.	1986-04	3957110
Increased effect of multiple doses of 40 749 RP a new long acting gastric antisecretory agent.	1986	3732361
A new H+ suppressor: RP 40 749 versus placebo and cimetidine. Ambulatory 48-hour intragastric pH monitoring in normal men.	1985-10	3909373
The antisecretory effects of RP 40 749 in patients with previous duodenal ulcer.	1985-10	2867598
Influence of RP 40749 on basal and meal-stimulated serum-gastrin, serum-pepsinogen I, and gastrin-content of the antral mucosa in duodenal ulcer patients.	1985-07	4006644
Inhibition of histalog-stimulated gastric secretion by 40 749 RP, a new long-acting gastric antisecretory agent.	1985	3836854
RP 40749 in treatment of duodenal ulcer.	1984-04-07	6143132
[Efficacy of a new antisecretory agent (40 749 RP) on human gastric secretion induced by a meal (intragastric titration)].	1984-04	6735042
[Inhibition by a 2-pyridyltetrahydrothiophene derivative (40749 RP) of gastric secretion stimulated by pentagastrin. Results in 30 duodenal ulcer patients].	1984-02	6698354
Inhibition of pentagastrin-stimulated gastric secretion by pyridyl-2-tetrahydrothiophene derivative (RP 40749)	1982-05-22	6122950
[Antisecretory and antiulcer activities of N-methyl-2-(2-pyridyl)-2,3,4,5,-tetrahydro-2-thiophene-carbothioamide (R.P. .40, 749) (author's transl)].	1982-03-22	6809236

Patents

Sample Use Guides

In Vivo Use Guide

A single dose of 2 mg/kg

Route of Administration: Oral

Name

Type

Language

PICARTAMIDE

Official Name

English

PICARTAMIDE [MART.]

Preferred Name

English

picartamide [INN]

Common Name

English

(±)-TETRAHYDRO-N-METHYL-2-(2-PYRIDYL)THIO-2-THIOPHENECARBOXAMIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29723