Donepezil Donepezil

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Donepezil
Also known as: 120011-70-3, Donepezil hcl, Aricept, Bnag, 110119-84-1, 2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1h-inden-1-one hydrochloride
Molecular Formula
C24H30ClNO3
Molecular Weight
416.0  g/mol
InChI Key
XWAIAVWHZJNZQQ-UHFFFAOYSA-N
FDA UNII
3O2T2PJ89D

An indan and piperidine derivative that acts as a selective and reversible inhibitor of ACETYLCHOLINESTERASE. Donepezil is highly selective for the central nervous system and is used in the management of mild to moderate DEMENTIA in ALZHEIMER DISEASE.
1 2D Structure

Donepezil

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one;hydrochloride
2.1.2 InChI
InChI=1S/C24H29NO3.ClH/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
2.1.3 InChI Key
XWAIAVWHZJNZQQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=C(C=C2C(=C1)CC(C2=O)CC3CCN(CC3)CC4=CC=CC=C4)OC.Cl
2.2 Other Identifiers
2.2.1 UNII
3O2T2PJ89D
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-benzyl-4-((5,6-dimethoxy-1-indanon)-2-yl)methylpiperidine Hydrochloride

2. Aricept

3. Donepezil

4. Donepezilium Oxalate Trihydrate

5. E 2020

6. E-2020

7. E2020

8. Eranz

2.3.2 Depositor-Supplied Synonyms

1. 120011-70-3

2. Donepezil Hcl

3. Aricept

4. Bnag

5. 110119-84-1

6. 2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1h-inden-1-one Hydrochloride

7. E2020

8. Donepezilhcl

9. E-2020

10. Aricept Odt

11. E 2020

12. Donepezil (hydrochloride)

13. Donepezil, Hcl

14. 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1h-inden-1-one Hydrochloride

15. Nsc-737535

16. Nsc-758882

17. Chembl1678

18. 3o2t2pj89d

19. 2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one;hydrochloride

20. 2-(1-benzyl-4-piperidylmethyl)-5,6-dimethoxy-1-indanone Hydrochloride

21. 120011-70-3 (hcl)

22. E2020;e-2020

23. Dsstox_cid_26698

24. Dsstox_rid_81832

25. Dsstox_gsid_46698

26. 1h-inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-, Hydrochloride (1:1)

27. Eranz

28. 2-(1-benzyl-piperidin-4-ylmethyl)-5,6-dimethoxy-indan-1-one Hydrochloride

29. E 2020 (pharmaceutical)

30. Smr000449292

31. Cas-120011-70-3

32. Donepezil Hydrochloride [usan]

33. Nsc 737535

34. Nsc 758882

35. Ncgc00167537-01

36. Unii-3o2t2pj89d

37. Memorit

38. Memac

39. Aricept Evess

40. Donepezil,hcl

41. Aricept D

42. (+/-)-2-((1-benzyl-4-piperidyl)methyl)-5,6-dimethoxy-1-indanone Hydrochloride

43. (+/-)-2-[(1-benzyl-4-piperidyl)methyl]-5,6-dimethoxy-1-indanone Hydrochloride

44. Aricept (tn)

45. Donepezil Hydrochloride [usan:usp]

46. Adlarity

47. Donepezil, Hydrochloride

48. 1-benzyl-4-((5,6-dimethoxy-1-indanon)-2-yl)methylpiperidine Hcl

49. Donepezil Hcl (aricept)

50. Donepezil Hcl - Bio-x

51. Schembl1815

52. Donepezil Hydrochloride,(s)

53. Mls000758276

54. Mls001401387

55. Chebi:4696

56. Dtxsid0046698

57. Pharmakon1600-01504403

58. Act02683

59. Amy40527

60. Bcp02205

61. Bcp24884

62. Hy-b0034

63. Donepezil Hydrochloride [mi]

64. Tox21_112534

65. Ac-913

66. Donepezil Hydrochloride (jp17/usp)

67. Donepezil Hydrochloride [jan]

68. Mfcd00881312

69. Nsc737535

70. Nsc758882

71. S2462

72. Akos000277343

73. Akos016340656

74. Tox21_112534_1

75. Ccg-101043

76. Ccg-213309

77. Cs-0863

78. Donepezil Hydrochloride [mart.]

79. Donepezil Hydrochloride [vandf]

80. Ks-1051

81. Nc00293

82. (+-)-2-((1-benzyl-4-piperidyl)methyl)-5,6-dimethoxy-1-indanone Hydrochloride

83. Donepezil Hydrochloride [usp-rs]

84. Donepezil Hydrochloride [who-dd]

85. Ncgc00167537-02

86. 1h-inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-((1-(phenylmethyl)-4-piperidinyl)methyl)-, Hydrochloride

87. Bd164380

88. D4099

89. Donepezil Hydrochloride [orange Book]

90. Ft-0602354

91. Ft-0625589

92. Donepezil Hydrochloride [ep Monograph]

93. D00670

94. Donepezil Hydrochloride [usp Monograph]

95. E-2022

96. Namzaric Component Donepezil Hydrochloride

97. 119d841

98. A804411

99. Donepezil Hydrochloride Component Of Namzaric

100. Donepezil Hydrochloride Monohydrate, >=98% (hplc)

101. Q-100096

102. Q-201040

103. Q27106438

104. Donepezil Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

105. 2,3-dihydro-5,6-dimethoxy-2-((1-(phenylmethyl)-4-piperidinyl)methyl)-1h-inden-1-one Hcl

106. 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]-1h-inden-1-one

107. (+-)-2,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1h-inden-1-one Hydrochloride

108. 2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1h-inden-1-one Hydrochloride 120014-06-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 416.0 g/mol
Molecular Formula C24H30ClNO3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass415.1914215 g/mol
Monoisotopic Mass415.1914215 g/mol
Topological Polar Surface Area38.8 Ų
Heavy Atom Count29
Formal Charge0
Complexity510
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameAricept
PubMed HealthDonepezil (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelARICEPT (donepezil hydrochloride) is a reversible inhibitor of the enzyme acetylcholinesterase, known chemically as ()-2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride. Donepezil hydrochloride is c...
Active IngredientDonepezil hydrochloride
Dosage FormTablet
RouteOral
Strength5mg; 23mg; 10mg
Market StatusPrescription
CompanyEisai

2 of 4  
Drug NameDonepezil hydrochloride
Drug LabelDonepezil hydrochloride is a reversible inhibitor of the enzyme acetylcholinesterase, known chemically as ()-2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride. Donepezil hydrochloride is commonly refe...
Active IngredientDonepezil hydrochloride
Dosage FormTablet, orally disintegrating; Tablet
Routeoral; Oral
Strength5mg; 23mg; 10mg
Market StatusTentative Approval; Prescription
CompanyWockhardt; Mylan Pharms; Ranbaxy; Macleods Pharms; Jubilant Generics; Vivimed Labs; Teva; Apotex; Aurobindo; Indicus Pharma; Alembic Pharms; Cspc Ouyi Pharm; Sun Pharm Inds; Pliva Hrvatska Doo; Torrent Pharms; Zydus Pharms Usa; Dr Reddys Labs; Sandoz; Pri

3 of 4  
Drug NameAricept
PubMed HealthDonepezil (By mouth)
Drug ClassesCentral Nervous System Agent
Drug LabelARICEPT (donepezil hydrochloride) is a reversible inhibitor of the enzyme acetylcholinesterase, known chemically as ()-2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride. Donepezil hydrochloride is c...
Active IngredientDonepezil hydrochloride
Dosage FormTablet
RouteOral
Strength5mg; 23mg; 10mg
Market StatusPrescription
CompanyEisai

4 of 4  
Drug NameDonepezil hydrochloride
Drug LabelDonepezil hydrochloride is a reversible inhibitor of the enzyme acetylcholinesterase, known chemically as ()-2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride. Donepezil hydrochloride is commonly refe...
Active IngredientDonepezil hydrochloride
Dosage FormTablet, orally disintegrating; Tablet
Routeoral; Oral
Strength5mg; 23mg; 10mg
Market StatusTentative Approval; Prescription
CompanyWockhardt; Mylan Pharms; Ranbaxy; Macleods Pharms; Jubilant Generics; Vivimed Labs; Teva; Apotex; Aurobindo; Indicus Pharma; Alembic Pharms; Cspc Ouyi Pharm; Sun Pharm Inds; Pliva Hrvatska Doo; Torrent Pharms; Zydus Pharms Usa; Dr Reddys Labs; Sandoz; Pri

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Cholinesterase Inhibitors

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)


Nootropic Agents

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms. (See all compounds classified as Nootropic Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cholinesterase Inhibitors [MoA]; Cholinesterase Inhibitor [EPC]
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  • TABLET;ORAL - 10MG
  • TABLET;ORAL - 5MG
  • TABLET, ORALLY DISINTEGRATING;ORAL - 10MG
  • TABLET, ORALLY DISINTEGRATING;ORAL - 5MG
  • TABLET;ORAL - 23MG
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