TROPAPRIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H28N2O3
Molecular Weight	380.48
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(OC)C(=CC=C1)C(=O)N[C@H]2C[C@@H]3CC[C@H](C2)N3CC4=CC=CC=C4

InChI

InChIKey=PCIWCYUKRZFCMF-LDLYASANSA-N

InChI=1S/C23H28N2O3/c1-27-21-10-6-9-20(22(21)28-2)23(26)24-17-13-18-11-12-19(14-17)25(18)15-16-7-4-3-5-8-16/h3-10,17-19H,11-15H2,1-2H3,(H,24,26)/t17-,18-,19+

HIDE SMILES / InChI

Molecular Formula	C23H28N2O3
Molecular Weight	380.48
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://nimh-repository.rti.org/infosheet.cfm?rec=0000000000000000000000295 | https://www.ncbi.nlm.nih.gov/pubmed/6146667

Tropapride is dopamine D2 receptor antagonist, which potential high antipsychotic activity has been clearly shown in biochemical and pharmacological tests.

CNS Activity

Approval Year

PubMed

Title	Date	PubMed
Structural requirements of Na+-dependent antidopaminergic agents: Tropapride, Piquindone, Zetidoline, and Metoclopramide. Comparison with Na+-independent ligands.	1989-03	2715795
Localization of a new benzamide derivative, tropapride and of 1-sulpiride, in the pituitary gland of the rat.	1984-10-01	6543239
Investigation on central dopaminergic receptors (D-2) using the antagonistic properties of new benzamides.	1984-06	6146667

Sample Use Guides

In Vivo Use Guide

Rat: tropapride is present in pituitary gland at 0.16 uM concentration 1 hour after an oral dose of 0.4 mg/kg, which is the ED50 value in a test related to neuroleptic activity.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:38:20 GMT 2025` Edited by `admin` on `Mon Mar 31 18:38:20 GMT 2025`
Record UNII	5ZFB9Y7BH0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TROPAPRIDE

Official Name

English

N-(8-BENZYL-1.ALPHA.H,5.ALPHA.H-NORTROPAN-3.BETA.-YL)-O-VERATRAMIDE

Preferred Name

English

tropapride [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29710