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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
Structure of TIQUINAMIDE

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)

HIDE SMILES / InChI

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 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
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 Sat Dec 16 17:53:44 GMT 2023
Edited
by admin
on Sat Dec 16 17:53:44 GMT 2023
Record UNII
51O951X8V9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIQUINAMIDE
INN  
INN  
Official Name English
tiquinamide [INN]
Common Name English
(±)-8-QUINOLINECARBOTHIOAMIDE, 5,6,7,8-TETRAHYDRO-3-METHYL-
Systematic Name English
WY-24,081
Code English
8-QUINOLINECARBOTHIOAMIDE, 5,6,7,8-TETRAHYDRO-3-METHYL-
Systematic Name English
WY-24081
Code English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
Code System Code Type Description
SMS_ID
100000077264
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
NCI_THESAURUS
C90778
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
WIKIPEDIA
Tiquinamide
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
EVMPD
SUB11112MIG
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
FDA UNII
51O951X8V9
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
INN
3940
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID60866321
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
CAS
53400-67-2
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
MESH
C013717
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL97138
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
PUBCHEM
3003921
Created by admin on Sat Dec 16 17:53:44 GMT 2023 , Edited by admin on Sat Dec 16 17:53:44 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY