MEPIPRAZOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H21ClN4
Molecular Weight	304.818
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(CCN2CCN(CC2)C3=CC(Cl)=CC=C3)=NN1

InChI

InChIKey=DOTIMEKVTCOGED-UHFFFAOYSA-N

InChI=1S/C16H21ClN4/c1-13-11-15(19-18-13)5-6-20-7-9-21(10-8-20)16-4-2-3-14(17)12-16/h2-4,11-12H,5-10H2,1H3,(H,18,19)

HIDE SMILES / InChI

Molecular Formula	C16H21ClN4
Molecular Weight	304.818
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/989382 | https://www.ncbi.nlm.nih.gov/pubmed/9660 | https://www.ncbi.nlm.nih.gov/pubmed/7255266 | https://www.ncbi.nlm.nih.gov/pubmed/1095510 | https://www.ncbi.nlm.nih.gov/pubmed/769484

Mepiprazole is a psychotropic pyrazole derivative. Mepiprazole is a serotonin reuptake inhibitor and adrenolytic. In clinical studies, it demonstrated anxiolytic properties.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
A novel model of pain sensation using superfused gastrosplenic omentum preparation of anesthetized rats.	2008-02	18270472
Evidence that blood pressure reduction by serotonin antagonists is related to alpha receptor blockade in spontaneously hypertensive rats.	1983-09-01	6311738
1-m-Chlorophenylpiperazine is an active metabolite common to the psychotropic drugs trazodone, etoperidone and mepiprazole.	1982-10	6128394
Central action of mepiprazole.	1980-07-01	7255266
Mepiprazole, a new psychotropic drug: effects on uptake and retention of monoamines in rat brain synaptosomes.	1976-08-17	9660
The effect of mepiprazole on central monoamine neurons. Evidence for increased 5-hydroxytryptamine and dopamine receptor activity.	1976-01	943291
[Psychopharmological research with EMD 16-923 in patients with different degrees of anxiety].	1976	1052713
[A controlled double-blind crossover study of the efficacy of mepiprazol (EMD 16.923) and of diazepam in the treatment of neurotic disorders].	1975-05	769484
Clinical trial of 3-methyl-5-(beta-N'-(N-m-chlorophenylpiperazino)ethyl)-pyrazole dihydrochloride (Mepiprazol) in the therapy of psychovegetative disorders.	1975	1095510
Controlled clinical trial of mepiprazole in irritable bowel syndrome.	1974-10-05	4609545

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:28:49 GMT 2025` Edited by `admin` on `Wed Apr 02 08:28:49 GMT 2025`
Record UNII	977BAL0NR7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MEPIPRAZOLE

Official Name

English

EMD-16923

Preferred Name

English

1-(M-CHLOROPHENYL)-4-(2-(5-METHYLPYRAZOL-3-YL)ETHYL)PIPERAZINE

Systematic Name

English

MEPIPRAZOLE [MI]

Common Name

English

mepiprazole [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265