U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2O2S
Molecular Weight 304.407
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIPINDOLE

SMILES

CN(C)CCOC(=O)C1=CC2=C(NC3=C2CSCC3)C=C1

InChI

InChIKey=WNDHLINIYZAWCR-UHFFFAOYSA-N
InChI=1S/C16H20N2O2S/c1-18(2)6-7-20-16(19)11-3-4-14-12(9-11)13-10-21-8-5-15(13)17-14/h3-4,9,17H,5-8,10H2,1-2H3

HIDE SMILES / InChI
Tipindole is serotonin antagonist. It is a monamine oxidase inhibitor. Diarrhea that arises in mice given serotonin intravenously is not suppressed by tipindole. Tipindole exerts no effect on the serotonin-induced contraction and relaxation of the bladder detrusor. Tipindole depresses reflexes from pericardial receptors considerably more than reflexes from carotid sinus receptors. Tipindole blocks chemoreceptors but has no effect on mechanoreceptors – it did not modify impulses produced by mechanoreceptors.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Pharmacologic analysis of the stimulating effect of serotonin on proliferation in cell cultures].
1978 Jun
Study on serotoninergic mechanisms of compensatory ovarian hypertrophy in rats.
1980 Mar
[Pharmacologic analysis of the mechanism of development of serotonin diarrhea in the mouse].
1981 Jan-Feb
[Effect of serotonin and its antagonists on bladder detrusor function].
1981 Nov-Dec
[Effect of serotonin and its antagonists on the evoked responses of the dental zones of the rabbit cerebral cortex during stimulation of the dental pulp].
1981 Nov-Dec
[Serotonin independently stimulates fibroblast adhesion and multiplication in culture].
1982 Feb
[Changes in the properties of the monoamine receptors in the organs of tumor carriers].
1986 Jan-Feb
Name Type Language
TIPINDOLE
INN  
INN  
Official Name English
tipindole [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
Code System Code Type Description
CAS
7489-66-9
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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NCI_THESAURUS
C76968
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
PRIMARY
INN
2788
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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PUBCHEM
65595
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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EPA CompTox
DTXSID70225869
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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FDA UNII
US65H9WBNH
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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SMS_ID
100000077260
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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EVMPD
SUB11104MIG
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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ChEMBL
CHEMBL494521
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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MESH
C013716
Created by admin on Fri Dec 15 15:30:42 GMT 2023 , Edited by admin on Fri Dec 15 15:30:42 GMT 2023
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