Compound: donepezil
SMILES: O=C1c2c(cc(OC)c(c2)OC)CC1CC3CCN(Cc4ccccc4)CC3
InChIKey: ADEBPBSSDYVVLD-UHFFFAOYSA-N
Synonyms: donepezil, 120014-06-4, donepezilo, Donaz, donepezilum, Domepezil, 8SSC91326P, D-797, 1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-, DTXSID8048317, CHEBI:53289, 1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-((1-(phenylmethyl)-4-piperidinyl)methyl)-, donezpil hydrochloride, 5,6-dimethoxy-2-((1-(phenylmethyl)piperidin-4-yl)methyl)-2,3-dihydroinden-1-one, 5,6-dimethoxy-2-[[1-(phenylmethyl)piperidin-4-yl]methyl]-2,3-dihydroinden-1-one, donepezil hydrochlorid, RefChem:5777, DTXCID0028292, N06DA02, 2-((1-Benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one, Aricept, C24H29NO3, 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one, MFCD00912833, 2-[(1-benzyl-4-piperidyl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one, CHEMBL502, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1h-inden-1-one, 1-Benzyl-4-[(5,6-dimethoxy-1-oxoindan-2-yl)methyl]piperidine, 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one, Donepezil [INN:BAN], 142057-79-2, HSDB 7743, NSC 737535, NSC 758882, NCGC00167537-01, (S)-E2020 (free base), UNII-8SSC91326P, 2,3-dihydro-5,6-dimethoxy-2-((1-(phenylmethyl)-4-piperidinyl)methyl)-1h-inden-1-one, Allydone (TN), Donepezil; 2,3-Dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one; 1-Benzyl-4-[(5,6-dimethoxy-1-oxoindan-2-yl)methyl]piperidine; (+/-)-E 2020, Donaz (TN), Donepezil (Standard), Spectrum_001664, Donepezil (JAN/INN), DONEPEZIL [INN], DONEPEZIL [JAN], DONEPEZIL [MI], DONEPEZIL [HSDB], Spectrum5_001662, DONEPEZIL [VANDF], DONEPEZIL [WHO-DD], SCHEMBL2149, Oprea1_188452, KBioSS_002144, BDBM8960, GTPL6599, orb1300120, orb3141237, SCHEMBL8265876, KBio2_002144, KBio2_004712, KBio2_007280, CHEBI:145499, 2-[(1-benzyl-4-piperidyl)methyl]-5,6-dimethoxy-indan-1-one, GLXC-07947, HMS3886M11, HMS5084C21, MSK11044, VEA01406, BDBM50634776, EBC-02053, HY-14566R, s5073, STK003905, (RS)-2-[(1-BENZYL-4-PIPERIDYL)METHYL]-5,6-DIMETHOXYINDAN-1-ONE, AKOS000277311, AKOS016842349, AC-6969, CCG-268401, DB00843, MRF-0000323, D797, HY-14566, SBI-0206789.P001, NS00008580, D07869, EN300-267872, AB00640013-07, AB00640013-08, AB00640013_09, AB00640013_10, Q415081, BRD-A49160188-003-04-4, BRD-A49160188-003-11-9, BRD-A49160188-003-12-7, Z1741977105, 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxyindan-1-one, (+/-)-2-((1-BENZYL-4-PIPERIDYL)METHYL)-5,6-DIMETHOXY-1-INDANONE, (+/-)-2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-indan-1-one, 2-[(1-benzyl-4-piperidyl)methyl]- 5,6-dimethoxy-2,3-dihydroinden-1-one, 2,3-dihydro-5,6-dimethoxy-2 [[1-(phenyl methyl)-4-piperidinyl]methyl]-1H-inden-1-one, 2,3-dihydro-5,6-dimethoxy-2[[1-(phenyl methyl)-4-piperidinyl]methyl]-1H-inden-1-one, 5,6-DIMETHOXY-2-((1-(PHENYLMETHYL)-4-PIPERIDINYL)METHYL)-2,3-DIHYDRO-1H-INDEN-1-ONE
Theoretical properties:
molecular_formula: C24H29NO3
molecular_weight: 379.5 g/mol
exact_mass: 379.21474379 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 6
heavy_atom_count: 28
topological_polar_surface_area: 38.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 223-227
solubility: 31mg/mL
Descriptions:
pubchem: Donepezil is a racemate comprising equimolar amounts of (R)- and (S)-donepezil. A centrally acting reversible acetylcholinesterase inhibitor, its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and a nootropic agent. It contains a (S)-donepezil and a (R)-donepezil. It is a conjugate base of a donepezil (1+).
chebi: A member of the class of indanones that is 5,6-dimethoxyindan-1-one which is substituted at position 2 by an (<em>N</em>-benzylpiperidin-4-yl)methyl group.
chembl: DONEPEZIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Donepezil, sold under the brand name Aricept among others, is a medication used to treat dementia of the Alzheimer's type. It appears to result in a small benefit in mental function and ability to function. Use, however, has not been shown to change the progression of the disease. Treatment should be stopped if no benefit is seen. It is taken by mouth or via a transdermal patch.
Donepezil is a centrally acting reversible acetylcholinesterase inhibitor and structurally unrelated to other anticholinesterase agents. Common side effects include nausea, trouble sleeping, aggression, diarrhea, feeling tired, and muscle cramps. Serious side effects may include abnormal heart rhythms, urinary incontinence, and seizures. 
Donepezil was approved for medical use in the United States in 1996. It is available as a generic medication. In 2023, it was the 126th most commonly prescribed medication in the United States, with more than 4 million prescriptions.