CAS 209394-46-7|Ladostigil hemitartrate

Introduction：Basic information about CAS 209394-46-7|Ladostigil hemitartrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Ladostigil hemitartrate BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Ladostigil hemitartrate
CAS Number	209394-46-7	Molecular Weight	694.77
Density	/	Boiling Point	412.4ºC at 760 mmHg
Molecular Formula	C₁₆H₂₀N₂O_2.1/₂C₄H₆O₆	Melting Point	/
MSDS	/	Flash Point	203.2ºC

Names

Name	(2R,3R)-2,3-dihydroxybutanedioic acid,[(3R)-3-(prop-2-ynylamino)-2,3-dihydro-1H-inden-5-yl] N-ethyl-N-methylcarbamate
Synonym	More Synonyms

Ladostigil hemitartrate BiologicalActivity

Description	Ladostigil (TV-3326) hemitartrate is a dual inhibitor of cholinesterase and brain-selective monoamine oxidase (MAO), with an IC50 of 37.1 and 31.8 μM for MAO-B and AChE, reapectively. Ladostigil hemitartrate could increase cholinergic transmission, prevent the formation of ROS or their actions and be used for the research of depression and Alzheimer's disease[1][2].
Related Catalog	Signaling Pathways >>Neuronal Signaling >>Monoamine OxidaseResearch Areas >>Neurological DiseaseSignaling Pathways >>Neuronal Signaling >>AChE
Target	MAO-B:37.1 nM (IC50) AChE:31.8 nM (IC50)
In Vitro	Ladostigil (1-10 µM) hemitartrate exerts neuroprotective activities, including a prevention of the fall of the mitochondrial membrane potential (ψ), attenuation of apoptotic cascades and an inhibition of ROS production induced by OS insults[2]. Ladostigil (1-10 µM) hemitartrate has a significant neuroprotective activity, including inhibition of caspase-3 activation, induction of Bcl-2 and reduction of Bad and Bax gene and protein expression in human neuroblastoma SK-N-SH cells[2].
In Vivo	Ladostigil (17 mg/kg; p.o. daily for 6 weeks) hemitartrate abolishes their hyperanxiety and depressive-like behaviour in the elevated plus maze (EPM) and forced swim tests (FST) tests in adulthood from puberty to prenatally-stressed rats[4]. Ladostigil (50 μmol/kg; single p.o.) hemitartrate restores the loss of episodic memory in the object recognition test in rats[3]. Animal Model: Pathogen-free (SPF) Sprague-Dawley rats[4] Dosage: 17 mg/kg Administration: P.o. (added to the drinking water) daily for 6 weeks Result: Inhibited brain MAO-A and B by more than 60%. Reduced hyperanxiety of male and female prenatally stressed (PS) rats in the EPM and depressive-like behaviour in the FST.
References	[1]. Denya I, et, al. Design, synthesis and evaluation of indole derivatives as multifunctional agents against Alzheimer's disease. Medchemcomm. 2018 Jan 16;9(2):357-370. [2]. Weinreb O, et, al. Ladostigil: a novel multimodal neuroprotective drug with cholinesterase and brain-selective monoamine oxidase inhibitory activities for Alzheimer's disease treatment. Curr Drug Targets. 2012 Apr;13(4):483-94. [3]. Weinstock M, et, al. Ladostigil, a novel multifunctional drug for the treatment of dementia co-morbid with depression. J Neural Transm Suppl. 2006;(70):443-6. [4]. Poltyrev T, et, al. 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. Psychopharmacology (Berl). 2005 Aug;181(1):118-25.

Chemical & Physical Properties

Boiling Point	412.4ºC at 760 mmHg
Molecular Formula	C₁₆H₂₀N₂O_2.1/₂C₄H₆O₆
Molecular Weight	694.77
Flash Point	203.2ºC
Exact Mass	694.321411
PSA	198.20000
LogP	3.35360
Vapour Pressure	5.19E-07mmHg at 25°C
InChIKey	PRLVBVAJMQZMJN-OGOSNNLPSA-N
SMILES	C#CCNC1CCc2ccc(OC(=O)N(C)CC)cc21.C#CCNC1CCc2ccc(OC(=O)N(C)CC)cc21.O=C(O)C(O)C(O)C(=O)O

Safety Information

Hazard Codes	Xi

Synonyms

ethyl-methyl-carbamic acid (R)-3-prop-2-ynylamino-indan-5-yl ester tartrate

TV-3326

Ladostigil tartrate

(3R)-3-(prop-2-ynylamino)-2,3,-dihydro-1H-indan-5-yl ethyl methyl carbamate tartrate

[(3R)-3-(prop-2-ynylamino)-2,3-dihydro-1H-inden-5-yl] N-ethyl-N-methylcarbamate

R(+)-6-(N-methyl-N-ethylcarbamoyloxy)-N'-propargyl-1-aminoindan tartrate

UNII-2J1346C51H

(2R,3R)-2,3-dihydroxybutanedioic acid

ethylmethylcarbamic acid (3R)-2,3-dihydro-3-(2-propynylamino)-1H-inden-5-yl ester (2R,3R)-2,3-dihydroxybutanedioate

R(+)-6-(N-methyl-N-ethylcarbamoyloxy)-N'-propargyl-1-aminoindan L-tartrate

TV-3219

(2R,3R)-2,3-Dihydroxysuccinic acid - (3R)-3-(2-propyn-1-ylamino)-2,3-dihydro-1H-inden-5-yl ethyl(methyl)carbamate (1:2)

Recommended......