MOSAPRAMINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C28H35ClN4O
Molecular Weight	479.057
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=CC2=C(CCC3=CC=CC=C3N2CCCN4CCC5(CC4)N6CCCCC6NC5=O)C=C1

InChI

InChIKey=PXUIZULXJVRBPC-UHFFFAOYSA-N

InChI=1S/C28H35ClN4O/c29-23-12-11-22-10-9-21-6-1-2-7-24(21)32(25(22)20-23)16-5-15-31-18-13-28(14-19-31)27(34)30-26-8-3-4-17-33(26)28/h1-2,6-7,11-12,20,26H,3-5,8-10,13-19H2,(H,30,34)

HIDE SMILES / InChI

Molecular Formula	C28H35ClN4O
Molecular Weight	479.057
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/10072664
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/8690306

Mosapramine (Cremin) is used to treat chronic schizophrenia in Japan. It is a potent dopamine antagonist with high affinity to the dopamine receptor subtypes 2, 3 and 4, and with moderate affinity for the 5-HT2 receptors

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine D4 receptor 71 Target ID: CHEMBL219 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8690306	Antagonist 2778
Dopamine D3 receptor 91 Target ID: CHEMBL234 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8690306	Antagonist 2778
Dopamine D2 receptor 297 Target ID: CHEMBL217 Sources: Mosapramine showed the highest affinities for these receptor subtypes among the antipsychotics tested	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic schizophrenia 6 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10072664	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain.	2004 Nov 26	15519367

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:15:52 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:52 GMT 2023`
Record UNII	04UZQ7O9SJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MOSAPRAMINE

Official Name

English

MOSAPRAMINE [MART.]

Common Name

English

MOSAPRAMINE [MI]

Common Name

English

mosapramine [INN]

Common Name

English

Mosapramine [WHO-DD]

Common Name

English

(±)-1'-(3-(3-CHLORO-10,11-DIHYDRO-5H-DIBENZ(B,F)AZEPIN-5-YL)PROPYL)HEXAHYDROSPIRO(IMIDAZO(1,2-A)PYRIDINE-3(2H),4'-PIPERIDIN)-2-ONE

Systematic Name

English

MOSAPRAMINE HYDROCHLORIDE [JAN]

Common Name

English

Classification Tree Code System Code

WHO-ATC

N05AX10