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Details

Stereochemistry ACHIRAL
Molecular Formula C19H20FN3
Molecular Weight 309.3806
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUPERLAPINE

SMILES

CN1CCN(CC1)C2=NC3=C(CC4=C2C=CC=C4)C=CC(F)=C3

InChI

InChIKey=OBWGMKKHCLHVIE-UHFFFAOYSA-N
InChI=1S/C19H20FN3/c1-22-8-10-23(11-9-22)19-17-5-3-2-4-14(17)12-15-6-7-16(20)13-18(15)21-19/h2-7,13H,8-12H2,1H3

HIDE SMILES / InChI

Molecular Formula C19H20FN3
Molecular Weight 309.3806
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Fluperlapine is dibenzazepine chemically and pharmacologically similar to clozapine. Fluperlapine had no cataleptogenic effect and did not inhibit the apomorphine- and d-amphetamine-induced stereotypes. Fluperlapine is fairly effective neuroleptic drug with a fast-acting antipsychotic affect. The effects in movement disorders imply that fluperlapine is less liable than traditional neuroleptics to induce acute extrapyramidal side effects and tardive dyskinesia and is particularly beneficial in the treatment of patients vulnerable to neurological side-effects. It was demonstrated efficacy in the treatment of a variety of medical conditions including schizophrenia, psychosis associated with Parkinson's disease and dystonia. It has the capacity for producing life-threatening agranulocytosis.

Originator

Curator's Comment: # Novartis

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Treatment of drug-induced exogenous psychosis in parkinsonism with clozapine and fluperlapine.
1985
Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors.
1994 Mar
Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor.
1996 Jan
Stable expression of constitutively activated mutant h5HT6 and h5HT7 serotonin receptors: inverse agonist activity of antipsychotic drugs.
2005 May
Patents

Patents

Sample Use Guides

300 mg per day during 28-days
Route of Administration: Oral
In Vitro Use Guide
Atypical neuroleptic fluperlapine showed inhibition on forskolin-induced accumulation of [3H]cAMP on the human muscarinic m4 receptors expressed in CHO cells with EC50=600 nM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:37:27 GMT 2023
Edited
by admin
on Fri Dec 15 16:37:27 GMT 2023
Record UNII
EWG253M961
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUPERLAPINE
INN   MART.  
INN  
Official Name English
FLUPERLAPINE [MART.]
Common Name English
fluperlapine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
NCI_THESAURUS C66883
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
Code System Code Type Description
INN
5085
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
EVMPD
SUB07728MIG
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
NCI_THESAURUS
C73316
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
FDA UNII
EWG253M961
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
WIKIPEDIA
Fluperlapine
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
SMS_ID
100000080738
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
CAS
67121-76-0
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
MESH
C041528
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID2046123
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
PUBCHEM
49381
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
ChEMBL
CHEMBL63756
Created by admin on Fri Dec 15 16:37:27 GMT 2023 , Edited by admin on Fri Dec 15 16:37:27 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY