LADOSTIGIL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H20N2O2
Molecular Weight	272.3422
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(C)C(=O)OC1=CC2=C(CC[C@H]2NCC#C)C=C1

InChI

InChIKey=LHXOCOHMBFOVJS-OAHLLOKOSA-N

InChI=1S/C16H20N2O2/c1-4-10-17-15-9-7-12-6-8-13(11-14(12)15)20-16(19)18(3)5-2/h1,6,8,11,15,17H,5,7,9-10H2,2-3H3/t15-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C16H20N2O2
Molecular Weight	272.3422
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/mesh/67423264 | https://www.ncbi.nlm.nih.gov/pubmed/11205137 | https://www.ncbi.nlm.nih.gov/pubmed/22280345

LADOSTIGIL, a rasagiline derivative, is a reversible acetylcholinesterase and butyrylcholinesterase inhibitor with neuroprotective properties. It also acts as an irreversible brain monoamine oxidases inhibitor. It is under development for the treatment of neurodegenerative disorders like dementia and Alzheimer's disease.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
Protein 4.1N is required for translocation of inositol 1,4,5-trisphosphate receptor type 1 to the basolateral membrane domain in polarized Madin-Darby canine kidney cells.	2003 Feb 7	12444087
Effect of chronic treatment with ladostigil (TV-3326) on anxiogenic and depressive-like behaviour and on activity of the hypothalamic-pituitary-adrenal axis in male and female prenatally stressed rats.	2005 Aug	15830235
Bifunctional drug derivatives of MAO-B inhibitor rasagiline and iron chelator VK-28 as a more effective approach to treatment of brain ageing and ageing neurodegenerative diseases.	2005 Feb	15621213
Induction of neurotrophic factors GDNF and BDNF associated with the mechanism of neurorescue action of rasagiline and ladostigil: new insights and implications for therapy.	2007 Dec	18077571
The application of proteomics and genomics to the study of age-related neurodegeneration and neuroprotection.	2007 Feb	17115941
Aminoindan and hydroxyaminoindan, metabolites of rasagiline and ladostigil, respectively, exert neuroprotective properties in vitro.	2007 Oct	17635668
The neurotrophic and neuroprotective effects of psychotropic agents.	2009	19877500

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:45:17 GMT 2023` Edited by `admin` on `Sat Dec 16 17:45:17 GMT 2023`
Record UNII	SW3H1USR4Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LADOSTIGIL

Official Name

English

ladostigil [INN]

Common Name

English

TV-3326 FREE BASE

Code

English

(3R)-3-(PROP-2-YN-1-YLAMINO)-2,3-DIHYDRO-1H-INDEN-5-YL ETHYL(METHYL)CARBAMATE

Systematic Name

English

CARBAMIC ACID, ETHYL(METHYL)-, (3R)-2,3-DIHYDRO-3-(2-PROPYNYLAMINO)-1H-INDEN-5-YL ESTER

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C667