MOPERONE HYDROCHLORIDE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H26FNO2.ClH
Molecular Weight	391.907
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC1=CC=C(C=C1)C2(O)CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2

InChI

InChIKey=RJTOSFZZYBCYTM-UHFFFAOYSA-N

InChI=1S/C22H26FNO2.ClH/c1-17-4-8-19(9-5-17)22(26)12-15-24(16-13-22)14-2-3-21(25)18-6-10-20(23)11-7-18;/h4-11,26H,2-3,12-16H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula	C22H26FNO2
Molecular Weight	355.4457
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://link.springer.com/referenceworkentry/10.1007%2F978-3-540-68706-1_1838
Curator's Comment: Description was created based on several sources, including http://www.genome.jp/dbget-bin/www_bget?D02623+D01105

Moperone is a first-generation (typical) antipsychotic drug that belongs to the butyrophenone type approved in Japan for the treatment of schizophrenia. It has higher antagonist affinity for D2- than 5-HT2A-receptors. It also has high binding affinity for sigma receptors. It was indicated for schizophrenia, paranoid state, psychoses, epilepsy,alcohol withdrawal syndrome. It can induce extrapyramidal motor side effects, insomnia, and thirst, but it displays generally low toxicity.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serotonin 2a (5-HT2a) receptor 237 Target ID: CHEMBL224 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11561089	Inverse Agonist 85	87.0 nM [EC50]
Dopamine D2 receptor 311 Target ID: CHEMBL217 Sources: http://www.ncbi.nlm.nih.gov/pubmed/11561089	Antagonist 2849	1.5 nM [Ki]
Histamine H1 receptor 316 Target ID: CHEMBL231 Sources: http://www.ncbi.nlm.nih.gov/pubmed/17403993	Inverse Agonist 85	6.1 null [pIC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Schizophrenia 305 Sources: http://www.ncbi.nlm.nih.gov/pubmed/5704626	Primary		Approved 8583	Luvatrene Approved Use For the treatment of schizophrenia
Paranoid state 2 Sources: http://www.ndrugs.com/?s=moperone	Primary		Approved 8583	Luvatrene Approved Use Indications: schizophrenia, paranoid state

PubMed

Title	Date	PubMed
Automated on-line in-tube solid-phase microextraction coupled with HPLC/MS/MS for the determination of butyrophenone derivatives in human plasma.	2009-06	19387622
Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain.	2004-11-26	15519367
High-performance liquid chromatographic determination of fluvoxamine and fluvoxamino acid in human plasma.	2003-06	12834224

Patents

Sample Use Guides

In Vivo Use Guide

Starting dose is 0.2-0.3 mg/kg/day; then slowly increase to 0.04-0.06 mg/kg/day

Route of Administration: Unknown

In Vitro Use Guide

Moperone was tested at a 3 uM concentration

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:30:35 GMT 2025` Edited by `admin` on `Mon Mar 31 19:30:35 GMT 2025`
Record UNII	2Z2633815T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MOPERONE HYDROCHLORIDE

Common Name

English

LUVATREN

Preferred Name

English

METHYLPERIDOL HYDROCHLORIDE

Common Name

English

BUTYROPHENONE, 4'-FLUORO-4-(4-HYDROXY-4-P-TOLYLPIPERIDINO)-, HYDROCHLORIDE

Systematic Name

English

Moperone hydrochloride [WHO-DD]

Common Name

English

MOPERONE HYDROCHLORIDE [MI]

Common Name

English

1-BUTANONE, 1-(4-FLUOROPHENYL)-4-(4-HYDROXY-4-(4-METHYLPHENYL)-1-PIPERIDINYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

R-1658

Code

English

MOPERONE CHLOROHYDRATE

Common Name

English

1-BUTANONE, 1-(4-FLUOROPHENYL)-4-(4-HYDROXY-4-(4-METHYLPHENYL)-1-PIPERIDINYL)-, HYDROCHLORIDE

Systematic Name

English

MOPERONE HCL

Common Name

English

NSC-170974

Code

English

Code System Code Type Description

FDA UNII

2Z2633815T