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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C16H20N2O2.C4H6O6
Molecular Weight 694.7712
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LADOSTIGIL TARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CCN(C)C(=O)OC1=CC=C2CC[C@@H](NCC#C)C2=C1.CCN(C)C(=O)OC3=CC=C4CC[C@@H](NCC#C)C4=C3

InChI

InChIKey=PRLVBVAJMQZMJN-OGOSNNLPSA-N
InChI=1S/2C16H20N2O2.C4H6O6/c2*1-4-10-17-15-9-7-12-6-8-13(11-14(12)15)20-16(19)18(3)5-2;5-1(3(7)8)2(6)4(9)10/h2*1,6,8,11,15,17H,5,7,9-10H2,2-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t2*15-;1-,2-/m111/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

Molecular Formula C4H6O6
Molecular Weight 150.0868
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
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
Inactivation of purified human recombinant monoamine oxidases A and B by rasagiline and its analogues.
2004 Mar 25
The neurochemical and behavioral effects of the novel cholinesterase-monoamine oxidase inhibitor, ladostigil, in response to L-dopa and L-tryptophan, in rats.
2005 Oct
Ladostigil prevents gliosis, oxidative-nitrative stress and memory deficits induced by intracerebroventricular injection of streptozotocin in rats.
2007 Mar
The neuroprotective mechanism of action of the multimodal drug ladostigil.
2008 May 1
Interaction between environmental and genetic factors modulates schizophrenic endophenotypes in the Snap-25 mouse mutant blind-drunk.
2009 Dec 1
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:59 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:59 GMT 2025
Record UNII
2J1346C51H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LADOSTIGIL TARTRATE
USAN  
USAN  
Official Name English
TV-3326
Preferred Name English
CARBAMIC ACID, ETHYLMETHYL, (3R)-2,3-DIHYDRO-3-(2-PROPYNYLAMINO)-1H-INDEN-5-YL ESTER,(2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (2:1)
Common Name English
LADOSTIGIL TARTRATE [USAN]
Common Name English
(3R)-3-(Prop-2-ynylamino)-2,3-dihydro-1H-inden-5-yl ethylmethylcarbamate (2R,3R)-tartarate (2:1)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
NCI_THESAURUS C667
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
Code System Code Type Description
SMS_ID
300000044446
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
ChEMBL
CHEMBL255231
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
CAS
209394-46-7
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
NCI_THESAURUS
C76072
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
USAN
QQ-52
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
FDA UNII
2J1346C51H
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
PUBCHEM
11607225
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID60175107
Created by admin on Mon Mar 31 18:05:59 GMT 2025 , Edited by admin on Mon Mar 31 18:05:59 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY