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
Safety, tolerability, pharmacokinetics and pharmacodynamics of ascending single and multiple doses of lecozotan in healthy young and elderly subjects.	2009 Mar	19523013
Drug development for Alzheimer's disease: recent progress.	2010 Dec	22110351
Acute lecozotan administration increases learning and memory in rats without affecting anxiety or behavioral depression.	2010 May	20170670

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:39:10 UTC 2023` Edited by `admin` on `Fri Dec 15 15:39:10 UTC 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