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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=CN=C2C(CCCC2=C1)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
The disposition of a novel tetrahydroquinoline, tiquinamide, in rats and patas monkeys.
1982
Selection of solvents for thin-layer chromatography by means of a simple ranking system based on dielectric constants.
1981-12
Tiquinamide.
1979-12-01
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
Pharmacokinetic studies on tiquinamide, a novel inhibitor of gastric acid secretion.
1976-10
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:06:46 GMT 2025
Edited
by admin
on Mon Mar 31 18:06:46 GMT 2025
Record UNII
22S8QL1JLK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-300287
Preferred Name English
TIQUINAMIDE HYDROCHLORIDE
USAN  
USAN  
Official Name English
WY-24081 HCL
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 Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
Code System Code Type Description
SMS_ID
300000055370
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
CAS
53400-68-3
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
NSC
300287
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
NCI_THESAURUS
C90779
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
FDA UNII
22S8QL1JLK
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
ChEMBL
CHEMBL97138
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
PUBCHEM
3085037
Created by admin on Mon Mar 31 18:06:46 GMT 2025 , Edited by admin on Mon Mar 31 18:06:46 GMT 2025
PRIMARY
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