LENSIPRAZINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H27FN4O2
Molecular Weight	422.4952
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1OC2=C(NC1=O)C=CC=C2N3CCN(CCCC4=CNC5=C4C=C(F)C=C5)CC3

InChI

InChIKey=SDAMYSWGWHXMRT-MRXNPFEDSA-N

InChI=1S/C24H27FN4O2/c1-16-24(30)27-21-5-2-6-22(23(21)31-16)29-12-10-28(11-13-29)9-3-4-17-15-26-20-8-7-18(25)14-19(17)20/h2,5-8,14-16,26H,3-4,9-13H2,1H3,(H,27,30)/t16-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C24H27FN4O2
Molecular Weight	422.4952
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18621404 | https://www.medkoo.com/products/8123 | https://www.ncbi.nlm.nih.gov/pubmed/17880057

Lensiprazine (SLV314) is a potent D2 receptor antagonist in vitro and have a considerable in vitro affinity for serotonin reuptake sites. It capable of antagonizing apomorphine-induced climbing behavior, disrupting CAR activity and potentiating 5-hydroxytryptophan (5-HTP) behavior. SLV314 has also been found to antagonize amphetamine- and ketamine-stimulated locomotor activity and methylphenidate-induced gnawing and stimulated behaviors, furthermore, a significant dose discrepancy was seen between the antipsychotic and cataleptogenic effects of SLV314. Lensiprazine demonstrated putative antipsychotic and selective serotonin reuptake inhibitor potential.

CNS Activity

Approval Year

PubMed

Title	Date	PubMed
Synthesis, structure-activity relationships, and biological properties of 1-heteroaryl-4-[omega-(1H-indol-3-yl)alkyl]piperazines, novel potential antipsychotics combining potent dopamine D2 receptor antagonism with potent serotonin reuptake inhibition.	2005 Nov 3	16250644
Differential profile of typical, atypical and third generation antipsychotics at human 5-HT7a receptors coupled to adenylyl cyclase: detection of agonist and inverse agonist properties.	2007 Oct	17786406
Principal component analysis differentiates the receptor binding profiles of three antipsychotic drug candidates from current antipsychotic drugs.	2007 Oct 18	17880057
Serotonergic approaches in the development of novel antipsychotics.	2008 Nov	18621404

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:04:35 UTC 2023` Edited by `admin` on `Fri Dec 15 16:04:35 UTC 2023`
Record UNII	N47MW76OGX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LENSIPRAZINE

Official Name

English

lensiprazine [INN]

Common Name

English

(2R)-8-(4-(3-(5-FLUORO-1H-INDOL-3-YL)PROPYL)PIPERIDIN-1-YL)-2-METHYL-2H-1,4-BENZOXAZIN-3(4H)-ONE

Systematic Name

English

Lensiprazine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66883