Ladostigil

bifunctional compound: monoamine oxidase B inhibitor, rasagiline linked to a carbamate || Bifunctional drug derivative

General

Type : Monoamine-oxidase-inhibitor,Multitarget,Carbamate,Drug,Inden

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

Canonical SMILES : CCN(C)C(=O)OC1=CC2=C(CCC2NCC#C)C=C1

InChI : 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

InChIKey : LHXOCOHMBFOVJS-OAHLLOKOSA-N

Other name(s) : (N-propargyl-(3R) aminoindan-5-yl)-ethyl methyl carbamate,(3R)-3-(Prop-2-ynylamino)indan-5-yl ethyl(methyl)carbamate,TV3326,TV-3326


MW : 272.342

Formula : C16H20N2O2

CAS_number : 209394-27-4

PubChem : 208907

UniChem : LHXOCOHMBFOVJS-OAHLLOKOSA-N

IUPHAR :

Wikipedia : Ladostigil

Target

Families : Ladostigil ligand of proteins in family: ACHE || BCHE

Stucture :

Protein :

References (20)

Title : TV 3326 for Alzheimer's dementia: a novel multimodal ChE and MAO inhibitors to mitigate Alzheimer's-like neuropathology - Uddin_2020_J.Pharm.Pharmacol__
Author(s) : Uddin S , Kabir T , Rahman M , Mathew B , Shah MA , Ashraf GM
Ref : J Pharm Pharmacol , : , 2020
Abstract : Uddin_2020_J.Pharm.Pharmacol__
ESTHER : Uddin_2020_J.Pharm.Pharmacol__
PubMedSearch : Uddin_2020_J.Pharm.Pharmacol__
PubMedID: 32149402

Title : The path from anti Parkinson drug selegiline and rasagiline to multifunctional neuroprotective anti Alzheimer drugs ladostigil and m30 - Youdim_2006_Curr.Alzheimer.Res_3_541
Author(s) : Youdim MB
Ref : Curr Alzheimer Res , 3 :541 , 2006
Abstract : Youdim_2006_Curr.Alzheimer.Res_3_541
ESTHER : Youdim_2006_Curr.Alzheimer.Res_3_541
PubMedSearch : Youdim_2006_Curr.Alzheimer.Res_3_541
PubMedID: 17168653

Title : The neurochemical and behavioral effects of the novel cholinesterase-monoamine oxidase inhibitor, ladostigil, in response to L-dopa and L-tryptophan, in rats - Sagi_2005_Br.J.Pharmacol_146_553
Author(s) : Sagi Y , Drigues N , Youdim MB
Ref : British Journal of Pharmacology , 146 :553 , 2005
Abstract : Sagi_2005_Br.J.Pharmacol_146_553
ESTHER : Sagi_2005_Br.J.Pharmacol_146_553
PubMedSearch : Sagi_2005_Br.J.Pharmacol_146_553
PubMedID: 16086033

Title : 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 - Youdim_2005_Mech.Ageing.Dev_126_317
Author(s) : Youdim MB , Fridkin M , Zheng H
Ref : Mech Ageing Dev , 126 :317 , 2005
Abstract : Youdim_2005_Mech.Ageing.Dev_126_317
ESTHER : Youdim_2005_Mech.Ageing.Dev_126_317
PubMedSearch : Youdim_2005_Mech.Ageing.Dev_126_317
PubMedID: 15621213

Title : Multi-functional drugs for various CNS targets in the treatment of neurodegenerative disorders - Youdim_2005_Trends.Pharmacol.Sci_26_27
Author(s) : Youdim MB , Buccafusco JJ
Ref : Trends in Pharmacological Sciences , 26 :27 , 2005
Abstract : Youdim_2005_Trends.Pharmacol.Sci_26_27
ESTHER : Youdim_2005_Trends.Pharmacol.Sci_26_27
PubMedSearch : Youdim_2005_Trends.Pharmacol.Sci_26_27
PubMedID: 15629202

Title : CNS Targets for multi-functional drugs in the treatment of Alzheimer's and Parkinson's diseases - Youdim_2005_J.Neural.Transm.(Vienna)_112_519
Author(s) : Youdim MB , Buccafusco JJ
Ref : J Neural Transm (Vienna) , 112 :519 , 2005
Abstract : Youdim_2005_J.Neural.Transm.(Vienna)_112_519
ESTHER : Youdim_2005_J.Neural.Transm.(Vienna)_112_519
PubMedSearch : Youdim_2005_J.Neural.Transm.(Vienna)_112_519
PubMedID: 15666041

Title : Recent approaches to novel anti-Alzheimer therapy - Carreiras_2004_Curr.Pharm.Des_10_3167
Author(s) : Carreiras MC , Marco JL
Ref : Curr Pharm Des , 10 :3167 , 2004
Abstract : Carreiras_2004_Curr.Pharm.Des_10_3167
ESTHER : Carreiras_2004_Curr.Pharm.Des_10_3167
PubMedSearch : Carreiras_2004_Curr.Pharm.Des_10_3167
PubMedID: 15544506

Title : Therapeutic applications of selective and non-selective inhibitors of monoamine oxidase A and B that do not cause significant tyramine potentiation - Youdim_2004_Neurotoxicol_25_243
Author(s) : Youdim MB , Weinstock M
Ref : Neurotoxicology , 25 :243 , 2004
Abstract : Youdim_2004_Neurotoxicol_25_243
ESTHER : Youdim_2004_Neurotoxicol_25_243
PubMedSearch : Youdim_2004_Neurotoxicol_25_243
PubMedID: 14697899

Title : Potential cognitive actions of (n-propargly-(3r)-aminoindan-5-yl)-ethyl, methyl carbamate (tv3326), a novel neuroprotective agent, as assessed in old rhesus monkeys in their performance of versions of a delayed matching task - Buccafusco_2003_Neurosci_119_669
Author(s) : Buccafusco JJ , Terry AV, Jr. , Goren T , Blaugrun E
Ref : Neuroscience , 119 :669 , 2003
Abstract : Buccafusco_2003_Neurosci_119_669
ESTHER : Buccafusco_2003_Neurosci_119_669
PubMedSearch : Buccafusco_2003_Neurosci_119_669
PubMedID: 12809688

Title : Amyloid Processing and Signal Transduction Properties of Antiparkinson-Antialzheimer Neuroprotective Drugs Rasagiline and TV3326 - Youdim_2003_Ann.N.Y.Acad.Sci_993_378
Author(s) : Youdim MB , Amit T , Bar-Am O , Weinstock M , Yogev-Falach M
Ref : Annals of the New York Academy of Sciences , 993 :378 , 2003
Abstract : Youdim_2003_Ann.N.Y.Acad.Sci_993_378
ESTHER : Youdim_2003_Ann.N.Y.Acad.Sci_993_378
PubMedSearch : Youdim_2003_Ann.N.Y.Acad.Sci_993_378
PubMedID: 12853332

Title : Anti-apoptotic action of anti-Alzheimer drug, TV3326 [(N-propargyl)-(3R)-aminoindan-5-yl]-ethyl methyl carbamate, a novel cholinesterase-monoamine oxidase inhibitor - Maruyama_2003_Neurosci.Lett_341_233
Author(s) : Maruyama W , Weinstock M , Youdim MB , Nagai M , Naoi M
Ref : Neuroscience Letters , 341 :233 , 2003
Abstract : Maruyama_2003_Neurosci.Lett_341_233
ESTHER : Maruyama_2003_Neurosci.Lett_341_233
PubMedSearch : Maruyama_2003_Neurosci.Lett_341_233
PubMedID: 12697291

Title : Attenuation of MPTP-induced dopaminergic neurotoxicity by TV3326, a cholinesterase-monoamine oxidase inhibitor - Sagi_2003_J.Neurochem_86_290
Author(s) : Sagi Y , Weinstock M , Youdim MB
Ref : Journal of Neurochemistry , 86 :290 , 2003
Abstract : Sagi_2003_J.Neurochem_86_290
ESTHER : Sagi_2003_J.Neurochem_86_290
PubMedSearch : Sagi_2003_J.Neurochem_86_290
PubMedID: 12871570

Title : Novel neuroprotective anti-Alzheimer drugs with anti-depressant activity derived from the anti-Parkinson drug, rasagiline - Youdim_2002_Mech.Ageing.Dev_123_1081
Author(s) : Youdim MB , Weinstock M
Ref : Mech Ageing Dev , 123 :1081 , 2002
Abstract : Youdim_2002_Mech.Ageing.Dev_123_1081
ESTHER : Youdim_2002_Mech.Ageing.Dev_123_1081
PubMedSearch : Youdim_2002_Mech.Ageing.Dev_123_1081
PubMedID: 12044957

Title : Effect of TV3326, a novel monoamine-oxidase cholinesterase inhibitor, in rat models of anxiety and depression - Weinstock_2002_Psychopharmacology.(Berl)_160_318
Author(s) : Weinstock M , Poltyrev T , Bejar C , Youdim MB
Ref : Psychopharmacology (Berl) , 160 :318 , 2002
Abstract : Weinstock_2002_Psychopharmacology.(Berl)_160_318
ESTHER : Weinstock_2002_Psychopharmacology.(Berl)_160_318
PubMedSearch : Weinstock_2002_Psychopharmacology.(Berl)_160_318
PubMedID: 11889501

Title : The involvement of mitogen-activated protein (MAP) kinase in the regulation of amyloid precursor protein processing by novel cholinesterase inhibitors derived from rasagiline - Yogev-Falach_2002_Faseb.J_16_1674
Author(s) : Yogev-Falach M , Amit T , Bar-Am O , Weinstock M , Youdim MB
Ref : FASEB Journal , 16 :1674 , 2002
Abstract : Yogev-Falach_2002_Faseb.J_16_1674
ESTHER : Yogev-Falach_2002_Faseb.J_16_1674
PubMedSearch : Yogev-Falach_2002_Faseb.J_16_1674
PubMedID: 12206996

Title : Limited potentiation of blood pressure response to oral tyramine by brain-selective monoamine oxidase A-B inhibitor, TV-3326 in conscious rabbits(1) - Weinstock_2002_Neuropharmacol_43_999
Author(s) : Weinstock M , Gorodetsky E , Wang RH , Gross A , Weinreb O , Youdim MB
Ref : Neuropharmacology , 43 :999 , 2002
Abstract : Weinstock_2002_Neuropharmacol_43_999
ESTHER : Weinstock_2002_Neuropharmacol_43_999
PubMedSearch : Weinstock_2002_Neuropharmacol_43_999
PubMedID: 12423669

Title : Molecular basis of neuroprotective activities of rasagiline and the anti-Alzheimer drug TV3326 [(N-propargyl-(3R)aminoindan-5-YL)-ethyl methyl carbamate] - Youdim_2001_Cell.Mol.Neurobiol_21_555
Author(s) : Youdim MB , Weinstock M
Ref : Cellular Molecular Neurobiology , 21 :555 , 2001
Abstract : Youdim_2001_Cell.Mol.Neurobiol_21_555
ESTHER : Youdim_2001_Cell.Mol.Neurobiol_21_555
PubMedSearch : Youdim_2001_Cell.Mol.Neurobiol_21_555
PubMedID: 12043833

Title : Neuroprotective effects of novel cholinesterase inhibitors derived from rasagiline as potential anti-Alzheimer drugs - Weinstock_2001_Ann.N.Y.Acad.Sci_939_148
Author(s) : Weinstock M , Kirschbaum-Slager N , Lazarovici P , Bejar C , Youdim MB , Shoham S
Ref : Annals of the New York Academy of Sciences , 939 :148 , 2001
Abstract : Weinstock_2001_Ann.N.Y.Acad.Sci_939_148
ESTHER : Weinstock_2001_Ann.N.Y.Acad.Sci_939_148
PubMedSearch : Weinstock_2001_Ann.N.Y.Acad.Sci_939_148
PubMedID: 11462767

Title : The anti-Parkinson drug rasagiline and its cholinesterase inhibitor derivatives exert neuroprotection unrelated to MAO inhibition in cell culture and in vivo - Youdim_2001_Ann.N.Y.Acad.Sci_939_450
Author(s) : Youdim MB , Wadia A , Tatton W , Weinstock M
Ref : Annals of the New York Academy of Sciences , 939 :450 , 2001
Abstract : Youdim_2001_Ann.N.Y.Acad.Sci_939_450
ESTHER : Youdim_2001_Ann.N.Y.Acad.Sci_939_450
PubMedSearch : Youdim_2001_Ann.N.Y.Acad.Sci_939_450
PubMedID: 11462801

Title : TV3326, a novel neuroprotective drug with cholinesterase and monoamine oxidase inhibitory activities for the treatment of Alzheimer's disease - Weinstock_2000_J.Neural.Transm.Suppl__157
Author(s) : Weinstock M , Bejar C , Wang RH , Poltyrev T , Gross A , Finberg JP , Youdim MB
Ref : J Neural Transm Suppl , :157 , 2000
Abstract : Weinstock_2000_J.Neural.Transm.Suppl__157
ESTHER : Weinstock_2000_J.Neural.Transm.Suppl__157
PubMedSearch : Weinstock_2000_J.Neural.Transm.Suppl__157
PubMedID: 11205137