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120014-06-4

120014-06-4 Structure

120014-06-4 Structure
IdentificationMore
[Name]

2-[(1-Benzyl-4-piperidyl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one
[CAS]

120014-06-4
[Synonyms]

1-BENZYL-4-[(5,6-DIMETHOXY-1-INDANON-2-YL) METHYL] PIPERIDINE
2-[(1-benzyl-4-piperidyl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one
AKOS 226-23
DONEPEZIL
2,3-dihydro-5,6-dimethoxy-2-((1-(phenylmethyl)-4-piperidinyl)methyl)-1h-inde
n-1-one
N-Benzyl-4-[(5,6-dimethoxy-1-indanon-2-yl)methyl] piperidine
5,6-Dimethoxy-2,3-dihydro-1H-inden-1-one
Donezepil
[EINECS(EC#)]

601-651-9
[Molecular Formula]

C24H29NO3
[MDL Number]

MFCD00912833
[Molecular Weight]

379.49
[MOL File]

120014-06-4.mol
Chemical PropertiesBack Directory
[Melting point ]

207°C
[Boiling point ]

527.9±50.0 °C(Predicted)
[density ]

1.141±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Acetone (Slightly), Chloroform (Slightly)
[form ]

Solid
[pka]

8.84±0.10(Predicted)
[color ]

White to Off-White
[Water Solubility ]

2.931 mg/L
[InChI]

InChI=1S/C24H29NO3/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
[InChIKey]

ADEBPBSSDYVVLD-UHFFFAOYSA-N
[SMILES]

C1(=O)C2=C(C=C(OC)C(OC)=C2)CC1CC1CCN(CC2=CC=CC=C2)CC1
[CAS DataBase Reference]

120014-06-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 2811
[HS Code ]

29333990
[Hazardous Substances Data]

120014-06-4(Hazardous Substances Data)
Hazard InformationBack Directory
[Description]

Donepezil is another “nonclassic,” centrally acting, reversible, noncompetitive AChEI that was approved in 1997 for treatment of mild-to-moderate AD and dementia. Its selectivity for AChE is 570- to 1,250-fold that for butyrylcholinesterase, and it also exhibits greater affinity for brain AChE than for AChE in the periphery.
[Uses]

Acetylcholine is a neurotransmitter involved in neural signaling throughout the body. Donepezil is a reversible acetylcholinesterase inhibitor that readily crosses the blood-brain barrier to reduce the breakdown of acetylcholine. It has a half-life in circulation of about 70 hours. As acetylcholine modulates plasticity, excitability, and arousal in the central nervous system, donepezil is commonly used in the treatment of Alzheimer’s disease to improve cognition, memory, and behavior. In this way, it is intended to prevent or reverse dementia. Studies on these effects have been equivocal, indicating that more research into the therapeutic potential of donepezil is warranted.[Cayman Chemical]
[Definition]

ChEBI: Donepezil is a centrally acting reversible acetyl cholinesterase inhibitor. Its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine.
[Brand name]

Aricept (Eisai Medical Research).
[General Description]

Donepezil, (±)-2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one (Aricept), commonly referred to in the literature asE2020, is a reversible inhibitor of AChE. It is indicated forthe treatment of symptoms of mild-to-moderate Alzheimerdisease. Donepezil is approximately 96% bound to plasmaproteins, with an elimination half-life of 70 hours. It is metabolizedprincipally by the 2D6 and 3A4 isozymes of theP450 system.
[Metabolism]

When compared to tacrine, donepezil exhibits greater CNS AChE selectivity, longer elimination half-life (70–104 hours in subjects older than 55 years) and little or no potential for hepatotoxicity. Donepezil is metabolized by CYP2D6 and CYP3A4 via demethylation, debenzylation, hydroxylation, oxidation to the cis-N-oxide, and glucuronidation. The 6-O-desmethyl metabolite accounts for 11% of a dose, and it exhibits AChE inhibitory activity comparable to that of the parent compound.
[storage]

Store at RT
Spectrum DetailBack Directory
[Spectrum Detail]

Donepezil(120014-06-4)1HNMR
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