U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
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
Ladostigil, a novel multifunctional drug for the treatment of dementia co-morbid with depression.
2006
The path from anti Parkinson drug selegiline and rasagiline to multifunctional neuroprotective anti Alzheimer drugs ladostigil and m30.
2006 Dec
The application of proteomics and genomics to the study of age-related neurodegeneration and neuroprotection.
2007 Feb
The effects of rivastigmine plus selegiline on brain acetylcholinesterase, (Na, K)-, Mg-ATPase activities, antioxidant status, and learning performance of aged rats.
2008 Aug
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
Activation of mGlu3 receptors stimulates the production of GDNF in striatal neurons.
2009 Aug 12
The New Inhibitor of Monoamine Oxidase, M30, has a Neuroprotective Effect Against Dexamethasone-Induced Brain Cell Apoptosis.
2010
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
  • 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 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
NCI_THESAURUS C47792
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL255231
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
SMS_ID
100000153824
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
FDA UNII
SW3H1USR4Q
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
CAS
209394-27-4
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
PUBCHEM
208907
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID101045854
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
EVMPD
SUB128273
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
NCI_THESAURUS
C77584
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
INN
8353
Created by admin on Sat Dec 16 17:45:18 GMT 2023 , Edited by admin on Sat Dec 16 17:45:18 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY