LECOZOTAN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H29N5O3
Molecular Weight	483.5616
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H](CN(C(=O)C1=CC=C(C=C1)C#N)C2=CC=CC=N2)N3CCN(CC3)C4=C5OCCOC5=CC=C4

InChI

InChIKey=NRPQELCNMADTOZ-OAQYLSRUSA-N

InChI=1S/C28H29N5O3/c1-21(31-13-15-32(16-14-31)24-5-4-6-25-27(24)36-18-17-35-25)20-33(26-7-2-3-12-30-26)28(34)23-10-8-22(19-29)9-11-23/h2-12,21H,13-18,20H2,1H3/t21-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C28H29N5O3
Molecular Weight	483.5616
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/15887953 | https://www.ncbi.nlm.nih.gov/pubmed/19523013

LECOZOTAN, a benzodioxanylpiperazine derivative, is a selective serotonin 1A receptor antagonist. It was in development for the symptomatic treatment of cognitive deficits in Alzheimer's disease.

Originator

Approval Year

PubMed

Title	Date	PubMed
Lecozotan (SRA-333): a selective serotonin 1A receptor antagonist that enhances the stimulated release of glutamate and acetylcholine in the hippocampus and possesses cognitive-enhancing properties.	2005 Sep	15951399
A positron emission tomography study to assess binding of lecozotan, a novel 5-hydroxytryptamine-1A silent antagonist, to brain 5-HT1A receptors in healthy young and elderly subjects, and in patients with Alzheimer's disease.	2008 Jan	17507923
Bilobalide modulates serotonin-controlled behaviors in the nematode Caenorhabditis elegans.	2009 Jun 22	19545409

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:39:10 GMT 2023` Edited by `admin` on `Fri Dec 15 15:39:10 GMT 2023`
Record UNII	48854OTZ5E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LECOZOTAN

Official Name

English

4-CYANO-N-((2R)-2-(4-(2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)PIPERAZIN-1-YL)PROPYL)-N-(PYRIDIN-2-YL)BENZAMIDE

Systematic Name

English

BENZAMIDE, 4-CYANO-N-((2R)-2-(4-(2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)-1-PIPERAZINYL)PROPYL)-N-2-PYRIDINYL-

Systematic Name

English

lecozotan [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885