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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 of LADOSTIGIL

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

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
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
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
Rasagiline: neurodegeneration, neuroprotection, and mitochondrial permeability transition.
2005 Jan 1-15
Ladostigil, a novel multifunctional drug for the treatment of dementia co-morbid with depression.
2006
Implications of co-morbidity for etiology and treatment of neurodegenerative diseases with multifunctional neuroprotective-neurorescue drugs; ladostigil.
2006 Dec
The path from anti Parkinson drug selegiline and rasagiline to multifunctional neuroprotective anti Alzheimer drugs ladostigil and m30.
2006 Dec
Chronic brain cytochrome oxidase inhibition selectively alters hippocampal cholinergic innervation and impairs memory: prevention by ladostigil.
2007 Aug
The application of proteomics and genomics to the study of age-related neurodegeneration and neuroprotection.
2007 Feb
Ladostigil prevents gliosis, oxidative-nitrative stress and memory deficits induced by intracerebroventricular injection of streptozotocin in rats.
2007 Mar
Aminoindan and hydroxyaminoindan, metabolites of rasagiline and ladostigil, respectively, exert neuroprotective properties in vitro.
2007 Oct
The neuroprotective mechanism of action of the multimodal drug ladostigil.
2008 May 1
The neurotrophic and neuroprotective effects of psychotropic agents.
2009
Pharmacological Treatment of Alzheimer's Disease: Is it Progressing Adequately?
2009 Apr 2
Multifunctional neuroprotective derivatives of rasagiline as anti-Alzheimer's disease drugs.
2009 Jan
Why do we need multifunctional neuroprotective and neurorestorative drugs for Parkinson's and Alzheimer's diseases as disease modifying agents.
2010 Jun
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:45:17 UTC 2023
Edited
by admin
on Sat Dec 16 17:45:17 UTC 2023
Record UNII
SW3H1USR4Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LADOSTIGIL
INN  
INN  
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
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
NCI_THESAURUS C47792
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL255231
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
SMS_ID
100000153824
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
FDA UNII
SW3H1USR4Q
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
CAS
209394-27-4
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
PUBCHEM
208907
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
EPA CompTox
DTXSID101045854
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
EVMPD
SUB128273
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
NCI_THESAURUS
C77584
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
INN
8353
Created by admin on Sat Dec 16 17:45:18 UTC 2023 , Edited by admin on Sat Dec 16 17:45:18 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY