TIPINDOLE

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 Search

SMILES

CN(C)CCOC(=O)C1=CC=C2NC3=C(CSCC3)C2=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

Molecular Formula	C16H20N2O2S
Molecular Weight	304.407
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7262307 | https://www.ncbi.nlm.nih.gov/pubmed/7308452 | Kaverina, N.V. (2013) Pharmacology of the Coronary Circulation, v.10, page 221, retrieved from: https://books.google.ca/books?id=lwUlBQAAQBAJ

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

Title	Date	PubMed
[Changes in the properties of the monoamine receptors in the organs of tumor carriers].	1986-01-01	3010217
[Serotonin independently stimulates fibroblast adhesion and multiplication in culture].	1982-02	7073851
[Effect of serotonin and its antagonists on bladder detrusor function].	1981-11-01	7308452
[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].	1981-11-01	7308447
[Pharmacologic analysis of the mechanism of development of serotonin diarrhea in the mouse].	1981-01-01	7262307
Study on serotoninergic mechanisms of compensatory ovarian hypertrophy in rats.	1980-03	7398587
[Pharmacologic analysis of the stimulating effect of serotonin on proliferation in cell cultures].	1978-06	99848
[Effect of serotoninergic substances on the brain potentials evoked by stimulation of the dental pulp].	1978-01-01	624386
[Influence of substances that change the serotonin level of the brain on the analgesic effect of promedol in rats].	1976-01-01	1082823

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:59:30 GMT 2025` Edited by `admin` on `Mon Mar 31 17:59:30 GMT 2025`
Record UNII	US65H9WBNH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

tipindole [INN]

Preferred Name

English

TIPINDOLE

Official Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885