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donepezil

Names

[ CAS No. ]:
120014-06-4

[ Name ]:
donepezil

[Synonym ]:
2-((1-Benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
2,3-Dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one
5,6-Dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-2,3-dihydro-1H-inden-1-one
n-1-one
2-[(1-Benzyl-4-piperidyl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one
1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-
Aricept
Donepezil hydrochloride monohydrate
(±)-E-2020
2-[(1-Benzyl-4-piperidinyl)methyl]-5,6-dimethoxy-1-indanone
2-[(1-Benzylpiperidin-4-yl)methyl]-5,6-dimethoxyindan-1-one
MFCD00912833
donepezil
1-BENZYL-4-[(5,6-DIMETHOXY-1-INDANON-2-YL)METHYL]PIPERIDINE
5,6-Dimethoxy-2,3-dihydro-1H-inden-1-one
Donezepil
2-[(1-Benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-on
Donepezil Base

Biological Activity

[Description]:

Donepezil(E 2020) is a specific and potent AChE inhibitor for bAChE and hAChE with IC50 of 8.12 nM and 11.6 nM, respectively.Target: AChEDonepezil is a specific and potent AChE inhibitor for bAChE and hAChE with IC50 of 8.12 nM and 11.6 nM , respectively [1]. Donepezil inhibits the carbachol-stimulated increase in intracellular Ca2+ concentration in human SHSY5Y neuroblastoma cells in a concentration dependent manner, indicating that Donepezil have muscarinic antagonist activity. Intraperitoneal administration of Donepezil in rats produces a dose dependent increase in salivation and tremor, which are overt cholinergic behavioural signs, with an ED50 of 6 μmol/kg. Donepezil is found to be somewhat less potent with a ED50 of 50 μmol/kg following oral administration [2]. A recent study shows that Donepezil can protect human umbilical vein endothelial cells (HUVECs) against H2O2-induced cell injury. This may be useful as a potential therapy for oxidative stress in cardiovascular and cerebrovascular diseases [3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> AChE
Research Areas >> Neurological Disease

[References]

[1]. Ogura, H., et al., Comparison of inhibitory activities of donepezil and other cholinesterase inhibitors on acetylcholinesterase and butyrylcholinesterase in vitro. Methods Find Exp Clin Pharmacol, 2000. 22(8): p. 609-13.

[2]. Snape, M.F., et al., A comparative study in rats of the in vitro and in vivo pharmacology of the acetylcholinesterase inhibitors tacrine, donepezil and NXX-066. Neuropharmacology, 1999. 38(1): p. 181-93.

[3]. Huang, Z.H., et al., Donepezil protects endothelial cells against hydrogen peroxide-induced cell injury. CNS Neurosci Ther, 2012. 18(2): p. 185-7.


[Related Small Molecules]

Galantamine | Choline glycerophosphate | benzethonium chloride | Malathion | (-)-Huperzine A | pyridostigmine bromide | Scopoletin | Tacrine hydrochloride hydrate | Huperzine A | Epiberberine chloride | Protriptyline hydrochloride | Imperatorin | Itopride hydrochloride | Enzacamene | Corydaline

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
527.9±50.0 °C at 760 mmHg

[ Melting Point ]:
207ºC

[ Molecular Formula ]:
C24H29NO3

[ Molecular Weight ]:
379.492

[ Flash Point ]:
273.1±30.1 °C

[ Exact Mass ]:
379.214752

[ PSA ]:
38.77000

[ LogP ]:
4.71

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.578

[ Water Solubility ]:
2.931 mg/L

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
UN 2811

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds