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D6821

Sigma-Aldrich

Donepezil hydrochloride

≥98% (HPLC), powder, acetylcholinesterase inhibitor

Synonym(s):

1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-, hydrochloride, E2020

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About This Item

Empirical Formula (Hill Notation):
C24H29NO3 · HCl
CAS Number:
Molecular Weight:
415.95
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Donepezil hydrochloride, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥20 mg/mL
H2O: ≥20 mg/mL

storage temp.

room temp

SMILES string

O=C1C(CC2CCN(CC3=CC=CC=C3)CC2)CC4=CC(OC)=C(OC)C=C41.[H]Cl

InChI

1S/C24H29NO3.ClH.H2O/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18;;/h3-7,14-15,17,20H,8-13,16H2,1-2H3;1H;1H2

InChI key

HLJIZAKUNCTCQX-UHFFFAOYSA-N

Gene Information

human ... ACHE(43)

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Application

Donepezil hydrochloride has been used in dose-response experiment to study its efficacy in ameliorating nicotine withdrawal-induced deficits in contextual conditioning in mice. It has also been intraperitoneally injected into rats to study its ability to improve social behavioral deficits, repetitive behavior and hyperactivity.

Biochem/physiol Actions

Donepezil hydrochloride is a piperidine containing an organic compound and a non-competitive inhibitor. It is useful in treating Alzheimer′s disease, in which dementia is a prominent symptom. Donepezil is shown to induce cognitive ability and overall body function. It has a half-life of 70 hours.
Donepezil monohydrochloride monohydrate is a centrally acting reversible acetylcholinesterase inhibitor.

Features and Benefits

This compound is featured on the Acetylcholine Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Haneul Kim et al.
Journal of ethnopharmacology, 211, 38-46 (2017-09-18)
The seeds of Ziziphus jujuba var. spinosa (Bunge) Hu ex H.F Chow (Rhamnaceae) and the roots of Codonopsis lanceolata (Siedbold & Zucc.) Benth. & Hook. f ex Trautv. (Campanulaceae), contained in the DHP1402, have long been used for treating dementia
Donepezil for dementia due to Alzheimer's disease
Birks Jacqueline S and Harvey Richard J
Cochrane database of systematic reviews (Online), 6 (2018)
Ayijiang Habaike et al.
Cytotechnology, 72(4), 539-549 (2020-05-21)
Aggregation of Aβ is a pathological hallmark of Alzheimer's disease (AD). The purpose of this study was to identify the protective roles of different polysaccharide components in Fomes officinalis Ames polysaccharides (FOAPs) against Aβ25-35-induced neurotoxicity in PC12 cells. Different doses
Samantha L McLean et al.
Behavioural brain research, 302, 73-80 (2015-09-04)
Cholinergic dysfunction has been shown to be central to the pathophysiology of Alzheimer's disease and has also been postulated to contribute to cognitive dysfunction observed in various psychiatric disorders, including schizophrenia. Deficits are found across a number of cognitive domains
Donepezil.
Bryson Harriet M and Benfield P
Drugs & Aging, 10(3), 234-239 (1997)

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