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D6821

Sigma-Aldrich

Donepezil hydrochloride

≥98% (HPLC)

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:
120011-70-3
Molecular Weight:
415.95
MDL number:
MFCD00881312
UNSPSC Code:
12352200
PubChem Substance ID:
329798838
NACRES:
NA.77

Quality Level

100

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
GHS06

Signal Word

Danger

Hazard Statements

H300 - H319

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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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)
The Effects of Donepezil in Alzheimer?s Disease--Results from a Multinational Trial1
Burns A, et al.
Dementia and Geriatric Cognitive Disorders, 10(3), 237-244 (1999)
Gilbert Audira et al.
Biomolecules, 10(9) (2020-09-24)
Donepezil (DPZ) is an acetylcholinesterase inhibitor used for the clinical treatment of mild cognitive impairment. However, DPZ has been reported to have adverse effects, including causing abnormal cardiac rhythm, insomnia, vomiting, and muscle cramps. However, the existence of these effects
Rachel L Poole et al.
Behavioral neuroscience, 128(5), 588-593 (2014-06-10)
Withdrawal from chronic nicotine is associated with cognitive deficits. Therapies that ameliorate cognitive deficits during withdrawal aid in preventing relapse during quit attempts. Withdrawal-induced deficits in contextual learning are associated with nicotinic acetylcholine receptor upregulation. The aim of the present
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