Ladostigil - CAS 209394-27-4
Catalog number: 209349-27-4
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C16H20N2O2
Molecular Weight:
272.348
COA:
Inquire
Targets:
AChE
Description:
Ladostigil, also called as TV-3,326, is a novel neuroprotective agent developed to treat neurodegenerative disorders sunch as Alzheimer’s disease. Ladostigil is a dual acetylcholine-butyrylcholineesterase and brain selective monoamine oxidase (MAO)-A and -B inhibitor in vivo (with little or no MAO inhibitory effect in the liver and small intestine).
Publictions citing BOC Sciences Products
  • >> More
Purity:
>98%
Appearance:
Solid powder
Synonyms:
[(3R)-3-(prop-2-ynylamino)-2,3-dihydro-1H-inden-5-yl] N-ethyl-N-methylcarbamate; (N-propargyl-(3R) aminoindan-5-yl)-ethyl methyl carbamate; Ladostigil; TV 3326; TV3326
MSDS:
Inquire
Density:
2 g/cm3
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
Canonical SMILES:
CCN(C)C(=O)OC1=CC2=C(CCC2NCC#C)C=C1
1.Functional connectivity in prenatally stressed rats with and without maternal treatment with ladostigil, a brain-selective monoamine oxidase inhibitor.
Goelman G1, Ilinca R, Zohar I, Weinstock M. Eur J Neurosci. 2014 Sep;40(5):2734-43. doi: 10.1111/ejn.12621. Epub 2014 May 26.
Stress during pregnancy in humans is known to be a risk factor for neuropsychiatric disorders in the offspring. Prenatal stress in rats caused depressive-like behavior that was restored to that of controls by maternal treatment with ladostigil (8.5 mg/kg per day), a brain-selective monoamine oxidase (MAO) inhibitor that prevented increased anxiety-like behavior in stressed mothers. Ladostigil inhibited maternal striatal MAO-A and -B by 45-50% at the time the pups were weaned. Using resting state-functional connectivity magnetic resonance imaging on rat male offspring of control mothers, and mothers stressed during gestation with and without ladostigil treatment, we identified neuronal connections that differed between these groups. The percentage of significant connections within a predefined predominantly limbic network in control rats was 23.3 within the right and 22.0 within the left hemisphere. Prenatal stress disturbed hemispheric symmetry, resulting in 30.
2.Dose-dependent effects of ladostigil on microglial activation and cognition in aged rats.
Weinstock M1, Bejar C, Schorer-Apelbaum D, Panarsky R, Luques L, Shoham S. J Neuroimmune Pharmacol. 2013 Mar;8(1):345-55. doi: 10.1007/s11481-013-9433-0. Epub 2013 Jan 17.
The current study determined the effects of chronic treatment of aging rats with ladostigil, a cholinesterase (ChE) and monoamine oxidase (MAO) inhibitor, at doses of 1 and 8.5 mg/kg/day, on novel object recognition (NOR) and reference memory in the Morris water maze (MWM). A dose of (1 mg/kg/day) did not inhibit ChE or MAO but prevented the loss of NOR and reference memory in the MWM that occurs at 20.5 months of age. This anti-aging effect was associated with a reduction in the expression of CD11b, a marker of microglial activation, in the fornix and parietal cortex and restoration of microglial morphology to that in young adult rats. Ladostigil (8.5 mg/kg/day) inhibited brain ChE by ≈30 % and MAO A and B by 55-59 %, and had a similar, or greater effect than the low dose on microglia, but was less effective in preventing the decline in NOR. Ladostigil (8.5 mg/kg/day) may have caused too much cortical ChE inhibition and acetylcholine elevation at 16 months when NOR was intact.
3.Multi target neuroprotective and neurorestorative anti-Parkinson and anti-Alzheimer drugs ladostigil and m30 derived from rasagiline.
Youdim MB1. Exp Neurobiol. 2013 Mar;22(1):1-10. doi: 10.5607/en.2013.22.1.1. Epub 2013 Mar 31.
Present anti-PD and -AD drugs have limited symptomatic activity and devoid of neuroprotective and neurorestorative property that is needed for disease modifying action. The complex pathology of PD and AD led us to develop several multi-target neuroprotective and neurorestorative drugs with several CNS targets with the ability for possible disease modifying activity. Employing the pharmacophore of our anti-parkinson drug rasagiline (Azilect, N-propagrgyl-1-R-aminoindan), we have developed a series of novel multi-functional neuroprotective drugs (A) [TV-3326 (N-propargyl-3R-aminoindan-5yl)-ethyl methylcarbamate)], with both cholinesterase-butyrylesterase and brain selective monoamine-oxidase (MAO) A/B inhibitory activities and (B) the iron chelator-radical scavenging-brain selective monoamine oxidase (MAO) A/B inhibitor and M30 possessing the neuroprotective and neurorescuing propargyl moiety of rasagiline, as potential treatment of AD, DLB and PD with dementia.
4.Dose-limiting inhibition of acetylcholinesterase by ladostigil results from the rapid formation and fast hydrolysis of the drug-enzyme complex formed by its major metabolite, R-MCPAI.
Moradov D1, Finkin-Groner E1, Bejar C1, Sunita P1, Schorer-Apelbaum D1, Barasch D1, Nemirovski A1, Cohen M1, Weinstock M2. Biochem Pharmacol. 2015 Mar 15;94(2):164-72. doi: 10.1016/j.bcp.2015.01.017. Epub 2015 Feb 7.
Ladostigil is a pseudo reversible inhibitor of acetylcholinesterase (AChE) that differs from other carbamates in that the maximal enzyme inhibition obtainable does not exceed 50-55%. This could explain the low incidence of cholinergic adverse effects induced by ladostigil in rats and human subjects. The major metabolite, R-MCPAI is believed to be responsible for AChE inhibition by ladostigil in vivo. Therefore we determined whether the ceiling in AChE inhibition resulted from a limit in the metabolism of ladostigil to R-MCPAI by liver microsomal enzymes, or from the kinetics of enzyme inhibition by R-MCPAI. Ladostigil reduces TNF-α in lipopolysaccharide-activated microglia. In vivo, it may also reduce pro-inflammatory cytokines by inhibiting AChE and increasing the action of ACh on macrophages and splenic lymphocytes. We also assessed the contribution of AChE inhibition in the spleen of LPS-injected mice to the anti-inflammatory effect of ladostigil.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related AChE Products


CAS 1953-04-4 Galanthamine HBr

Galanthamine HBr
(CAS: 1953-04-4)

Galanthamine is an AChE inhibitor with IC50 of 0.35 μM, exhibits 50-fold selectivity against butyryl-cholinesterase.

CAS 149062-75-9 CI-1002 hydrochloride

CI-1002 hydrochloride
(CAS: 149062-75-9)

The hydrochloride salt form of CI 1002, an azepinoquinazoline derivative, has been found to be an acetylcholinesterase inhibitor that could probably be effectiv...

CAS 1912399-75-7 BT-11

BT-11
(CAS: 1912399-75-7)

BT-11, the extract of dried root of Polygala tenuifolia Willdenow, is an orally available LANCL2 binding compound for treating inflammatory bowel disease. In ad...

AP2238
(CAS: 553681-56-4)

AP2238 is a inhibitor of both acetylcholinesterase and acetylcholinesterase-induced beta-amyloid aggregation.

CAS 548-66-3 Drofenine hydrochloride

Drofenine hydrochloride
(CAS: 548-66-3)

Drofenine hydrochloride is a widely used anticholinergic acts on smooth muscle to stop muscle spasms.

CAS 357-70-0 Galanthamine

Galanthamine
(CAS: 357-70-0)

Galanthamine, also called Razadyne, found in GALANTHUS and other AMARYLLIDACEAE, a cholinesterase inhibitor prescribed to treat symptoms of mild to moderate Alz...

CAS 51-15-0 Pralidoxime chloride

Pralidoxime chloride
(CAS: 51-15-0)

Pralidoxime is an antidote to organophosphate pesticides, reactivates the enzyme cholinesterase by cleaving the phosphate-ester bond formed between the organoph...

CAS 102518-79-6 (-)-Huperzine A (HupA)

(-)-Huperzine A (HupA)
(CAS: 102518-79-6)

(-)-Huperzine A is a potent, highly specific and reversible inhibitor of acetylcholinesterase (AChE) with Ki of 7 nM, exhibiting 200-fold more selectivity for G...

CAS 1225-55-4 Protriptyline hydrochloride

Protriptyline hydrochloride
(CAS: 1225-55-4)

The hydrochloride salt of Protriptyline which is a norepinephrine uptake blocker that could be effective as an antidepressant.

CAS 101-26-8 Pyridostigmine bromide

Pyridostigmine bromide
(CAS: 101-26-8)

Pyridostigmine is a parasympathomimetic and a reversible cholinesterase inhibitor.

CAS 209394-46-7 Ladostigil tartrate

Ladostigil tartrate
(CAS: 209394-46-7)

Ladostigil, also called as TV-3,326, is a novel neuroprotective agent developed to treat neurodegenerative disorders sunch as Alzheimer’s disease. Ladostigil is...

CAS 51-60-5 Neostigmine Methylsulfate

Neostigmine Methylsulfate
(CAS: 51-60-5)

Neostigmine methyl sulfate is a cholinesterase inhibitor used in the treatment of myasthenia gravis, can not cross the blood-brain barrier.

CAS 120014-06-4 Donepezil

Donepezil
(CAS: 120014-06-4)

Donepezil, also called Aricept, a centrally acting reversible acetyl cholinesterase inhibitor that the FDA has also approved for the treatment of moderate to se...

CAS 121-54-0 Benzethonium Chloride

Benzethonium Chloride
(CAS: 121-54-0)

Benzethonium chloride is a potent inhibitor of nAChRs, it inhibits α4β2 nAChRs and α7 nAChRs with IC50 of 49 nM and 122 nM, respectively.

CAS 116-38-1 Edrophonium chloride

Edrophonium chloride
(CAS: 116-38-1)

Edrophonium chloride is a reversible Acetylcholinesterase inhibitor which is effective in avoiding the decomposition of the neurotransmitter acetylcholine compe...

CAS 122892-31-3 Itopride hydrochloride

Itopride hydrochloride
(CAS: 122892-31-3)

Reversible AChE inhibitor. D2 receptor antagonist. Raises motilin and somatostatin levels. Lowers CCK levels. Shows gastroprokinetic effects in vivo. Orally act...

CAS 312-48-1 Edrophonium

Edrophonium
(CAS: 312-48-1)

Edrophonium is a reversible Acetylcholinesterase inhibitor which is effective in avoiding the decomposition of the neurotransmitter acetylcholine competitively ...

CAS 510-77-0 Galanthaminone

Galanthaminone
(CAS: 510-77-0)

Galantamine is a competitive and reversible cholinesterase(AChE) inhibitor, which is used for the treatment of mild to moderate Alzheimer's disease and various ...

CAS 13473-38-6 Pipenzolate

Pipenzolate
(CAS: 13473-38-6)

Pipenzolate, a muscarinic receptor antagonist, commonly existed as bromide salt form and could be used as a spasmolytic and could probably effective in aid ther...

CAS 120011-70-3 Donepezil HCl

Donepezil HCl
(CAS: 120011-70-3)

Donepezil is a specific and potent AChE inhibitor for bAChE and hAChE with IC50 of 8.12 nM and 11.6 nM , respectively.

Chemical Structure

CAS 209394-27-4 Ladostigil

Quick Inquiry

Verification code

Featured Items