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Details

Stereochemistry RACEMIC
Molecular Formula C11H14N2S.ClH
Molecular Weight 242.768
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIQUINAMIDE HYDROCHLORIDE

SMILES

Cl.CC1=CC2=C(N=C1)C(CCC2)C(N)=S

InChI

InChIKey=KYIUXKQDIWZDEF-UHFFFAOYSA-N
InChI=1S/C11H14N2S.ClH/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);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C11H14N2S
Molecular Weight 206.307
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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

PubMed

TitleDatePubMed
Pharmacokinetic studies on tiquinamide, a novel inhibitor of gastric acid secretion.
1976 Oct
The gastrointestinal and autonomic effects of 3-methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide hydrochloride (tiquinamide).
1979
The gastric antisecretory activity of 3-methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide hydrochloride (tiquinamide).
1979
Tiquinamide.
1979 Dec 1
Selection of solvents for thin-layer chromatography by means of a simple ranking system based on dielectric constants.
1981 Dec
The disposition of a novel tetrahydroquinoline, tiquinamide, in rats and patas monkeys.
1982
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:43:28 GMT 2023
Edited
by admin
on Fri Dec 15 15:43:28 GMT 2023
Record UNII
22S8QL1JLK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIQUINAMIDE HYDROCHLORIDE
USAN  
USAN  
Official Name English
WY-24081 HCL
Code English
NSC-300287
Code English
TIQUINAMIDE HCL
Common Name English
(±)-8-QUINOLINECARBOTHIOAMIDE, 5,6,7,8-TETRAHYDRO-3-METHYL-, MONOHYDROCHLORIDE
Common Name English
8-QUINOLINECARBOTHIOAMIDE, 5,6,7,8-TETRAHYDRO-3-METHYL-, MONOHYDROCHLORIDE
Common Name English
5,6,7,8-Tetrahydro-3-methylthio-8-quinolinecarboxamide monohydrochloride
Systematic Name English
TIQUINAMIDE HYDROCHLORIDE [USAN]
Common Name English
WY-24,081 HCL
Code English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
Code System Code Type Description
CAS
53400-68-3
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
PRIMARY
NSC
300287
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
PRIMARY
NCI_THESAURUS
C90779
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
PRIMARY
FDA UNII
22S8QL1JLK
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL97138
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
PRIMARY
PUBCHEM
3085037
Created by admin on Fri Dec 15 15:43:28 GMT 2023 , Edited by admin on Fri Dec 15 15:43:28 GMT 2023
PRIMARY
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