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

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 of ALPIROPRIDE

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
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

PubMed

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

Sample Use Guides

LD50 in male mice (mg/kg): 44 i.v.; 184 i.p.; 204 s.c.; 3600 orally
Route of Administration: Other
Name Type Language
ALPIROPRIDE
INN   MART.   MI  
INN  
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
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
Code System Code Type Description
INN
5290
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
MERCK INDEX
m1577
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID30868635
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
ECHA (EC/EINECS)
279-867-4
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
DRUG CENTRAL
135
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
EVMPD
SUB05368MIG
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
NCI_THESAURUS
C73034
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
ChEMBL
CHEMBL2104024
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
CAS
81982-32-3
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
FDA UNII
1768UW0XS1
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
SMS_ID
100000087471
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY
PUBCHEM
71253
Created by admin on Mon Mar 31 18:24:40 GMT 2025 , Edited by admin on Mon Mar 31 18:24:40 GMT 2025
PRIMARY