Details
Stereochemistry | RACEMIC |
Molecular Formula | C11H14N2S |
Molecular Weight | 206.307 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC2=C(N=C1)C(CCC2)C(N)=S
InChI
InChIKey=AIMIAJHGOMWBQG-UHFFFAOYSA-N
InChI=1S/C11H14N2S/c1-7-5-8-3-2-4-9(11(12)14)10(8)13-6-7/h5-6,9H,2-4H2,1H3,(H2,12,14)
Tiquinamide (Wy 24081) is a potent inhibitor of gastric secretion and gives good protection in animals against gastric and duodenal erosions induced by stress and chemical stimuli. It reduces basal as well as stimulated acid secretion but has no anticholinergic activity and is only a weak histamine H2 antagonist, since it is substantially more potent in inhibiting basal acid-secretion than the established H2-receptor antagonists, metiamide and burimamide. Since no other pharmacological effect of tiquinamide has been detected in isolated tissues, it seems unlikely that the gastric antisecretory effect of the compound results from a direct action on the peripheral autonomic nervous system. The report from Dr. Szabo on the protective effect of dopamine agonists against duodenal ulceration suggests a possible mechanism of action for tiquinamide.
Approval Year
PubMed
Title | Date | PubMed |
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Pharmacokinetic studies on tiquinamide, a novel inhibitor of gastric acid secretion. | 1976 Oct |
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The gastrointestinal and autonomic effects of 3-methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide hydrochloride (tiquinamide). | 1979 |
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The gastric antisecretory activity of 3-methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide hydrochloride (tiquinamide). | 1979 |
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Tiquinamide. | 1979 Dec 1 |
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Selection of solvents for thin-layer chromatography by means of a simple ranking system based on dielectric constants. | 1981 Dec |
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The disposition of a novel tetrahydroquinoline, tiquinamide, in rats and patas monkeys. | 1982 |
Patents
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29701
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100000077264
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C90778
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Tiquinamide
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SUB11112MIG
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51O951X8V9
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3940
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DTXSID60866321
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53400-67-2
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C013717
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CHEMBL97138
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3003921
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)