ALPIROPRIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H26N4O4S
Molecular Weight	382.478
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNS(=O)(=O)C1=C(N)C=C(OC)C(=C1)C(=O)NCC2CCCN2CC=C

InChI

InChIKey=QRQMZZNDJGHPHZ-UHFFFAOYSA-N

InChI=1S/C17H26N4O4S/c1-4-7-21-8-5-6-12(21)11-20-17(22)13-9-16(26(23,24)19-2)14(18)10-15(13)25-3/h4,9-10,12,19H,1,5-8,11,18H2,2-3H3,(H,20,22)

HIDE SMILES / InChI

Molecular Formula	C17H26N4O4S
Molecular Weight	382.478
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1672147 | https://drugster.org/antimigraine-drugs/alpiropride | https://eurekamag.com/research/006/949/006949219.php

Alpiropride (RIV-2093) is a dopamine D2-receptor antagonist structurally similar to sulpiride. Alpiropride has been given orally for the treatment and prophylaxis of migraine.

Approval Year

PubMed

Title	Date	PubMed
Inhibitory influence of the mesocortical dopaminergic neurons on their target cells: electrophysiological and pharmacological characterization.	1991-08	1865369
Dopaminergic regulation of enkephalin release.	1991-04	1672147
Increased grooming behaviour is induced by apomorphine in mice treated with discriminant benzamide derivatives.	1988-10-26	2905270
Liquid chromatographic analysis of alizapride and metoclopramide in human plasma and urine using solid-phase extraction.	1987-08-07	3667781

Sample Use Guides

In Vivo Use Guide

LD50 in male mice (mg/kg): 44 i.v.; 184 i.p.; 204 s.c.; 3600 orally

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:24:40 GMT 2025` Edited by `admin` on `Mon Mar 31 18:24:40 GMT 2025`
Record UNII	1768UW0XS1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALPIROPRIDE

Official Name

English

RIVISTEL

Preferred Name

English

RIV-2093

Code

English

(±)-N-((1-ALLYL-2-PYRROLIDINYL)METHYL)-4-AMINO-5-(METHYLSULFAMOYL)-O-ANISAMIDE

Common Name

English

4-AMINO-2-METHOXY-5-((METHYLAMINO)SULFONYL)-N-((1-(2-PROPEN-1-YL)-2-PYRROLIDINYL)METHYL)BENZAMIDE

Systematic Name

English

ALPIROPRIDE [MART.]

Common Name

English

alpiropride [INN]

Common Name

English

ALPIROPRIDE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66883