MAZAPERTINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C26H35N3O2
Molecular Weight	421.575
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)OC1=CC=CC=C1N2CCN(CC3=CC(=CC=C3)C(=O)N4CCCCC4)CC2

InChI

InChIKey=ZKZFPRUSWCYSGT-UHFFFAOYSA-N

InChI=1S/C26H35N3O2/c1-21(2)31-25-12-5-4-11-24(25)28-17-15-27(16-18-28)20-22-9-8-10-23(19-22)26(30)29-13-6-3-7-14-29/h4-5,8-12,19,21H,3,6-7,13-18,20H2,1-2H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7909336 | https://adisinsight.springer.com/drugs/800002662

Mazapertine (RWJ-37796) is an arylpiperazine antipsychotic with high affinity to dopamine D2 and D3, serotonin 5-HT1A and alpha 1A-adrenergic receptors. It was being studied in the treatment of schizophrenia.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Adrenergic receptor alpha-1 171 Target ID: CHEMBL1907610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9622541\|https://www.ncbi.nlm.nih.gov/pubmed/7909336	Antagonist 2849	1.3 nM [Ki]
Serotonin 1a (5-HT1a) receptor 177 Target ID: CHEMBL273 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9622541\|https://www.ncbi.nlm.nih.gov/pubmed/7909336	Antagonist 2849	1.7 nM [Ki]
Dopamine D2 receptor 311 Target ID: CHEMBL339 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9622541\|https://www.ncbi.nlm.nih.gov/pubmed/7909336	Antagonist 2849	2.2 nM [Ki]

PubMed

Title	Date	PubMed
A new arylpiperazine antipsychotic with high D2/D3/5-HT1A/alpha 1A-adrenergic affinity and a low potential for extrapyramidal effects.	1994-04-15	7909336

Sample Use Guides

In Vivo Use Guide

healthy male subjects received incremental oral doses of mazapertine (from 5 to 50 mg over 7 days; n = 10) or placebo (n = 3) in part I and single doses in parts II (20 or 30 mg or placebo) and III (40 mg or placebo) in a double-blind fashion.

Route of Administration: Oral

Name

Type

Language

MAZAPERTINE

Official Name

English

1-(.ALPHA.-(4-(O-ISOPROPOXYPHENYL)-1-PIPERAZINYL)-M-TOLUOYL)PIPERIDINE

Preferred Name

English

Mazapertine [WHO-DD]

Common Name

English

PIPERIDINE, 1-(3-((4-(2-(1-METHYLETHOXY)PHENYL)-1-PIPERAZINYL)METHYL)BENZOYL)-

Systematic Name

English

mazapertine [INN]

Common Name

English

Code System Code Type Description

INN

7300