MAFOPRAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H28FN3O3
Molecular Weight	401.4744
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(OCCCN2CCN(CC2)C3=C(F)C=CC=C3)C=CC(NC(C)=O)=C1

InChI

InChIKey=PHOCQBYGUQPMIB-UHFFFAOYSA-N

InChI=1S/C22H28FN3O3/c1-17(27)24-18-8-9-21(22(16-18)28-2)29-15-5-10-25-11-13-26(14-12-25)20-7-4-3-6-19(20)23/h3-4,6-9,16H,5,10-15H2,1-2H3,(H,24,27)

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3210446 | https://www.ncbi.nlm.nih.gov/pubmed/2569544 | https://www.ncbi.nlm.nih.gov/pubmed/3411821

Mafoprazine is a phenylpiperazine derivative exerting postsynaptic dopamine D2 receptor blocking activity and alpha-adrenergic activity (alpha 1 receptor blocking activity and alpha 2 receptor stimulating activity). In animal models, mafoprazine demonstrated antipsychotic, aggression-inhibiting and cataleptogenic actions.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
D(2) dopamine receptor 58 Target ID: P61169 Gene ID: 24318.0 Gene Symbol: Drd2 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/3411821	Antagonist 2778	10.7 nM [Ki]
Adrenergic receptor alpha-1 169 Target ID: CHEMBL1907610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3411821	Antagonist 2778	12.6 nM [Ki]
Adrenergic receptor alpha-2 113 Target ID: CHEMBL2093864 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3411821	Agonist 2678	101.0 nM [Ki]

PubMed

Title	Date	PubMed
Neurochemical study of mafoprazine, a new phenylpiperazine derivative.	1988 May	3411821
A behavioral pharmacological study of mafoprazine, a new phenylpiperazine derivative.	1988 Oct	3210446
Effects of mafoprazine, a phenylpiperazine derivative, on the central dopaminergic system.	1989 Jul	2569544
Effects of sigma ligands on mouse cerebellar cyclic guanosine monophosphate (cGMP) levels in vivo: further evidence for a functional modulation of N-methyl-D-aspartate (NMDA) receptor complex-mediated events by sigma ligands.	1991 Oct 4	1686745

Name

Type

Language

MAFOPRAZINE

Official Name

English

mafoprazine [INN]

Common Name

English

4'-(3-(4-(O-FLUOROPHENYL)-1-PIPERAZINYL)PROPOXY)-M-ACETANISIDIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29710