An internal standard for the quantification of donepezil
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Donepezil-d4 (hydrochloride)

Item No. 18251

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydro-5,6-dimethoxy-2[[1-(phenylmethyl-d2)-4-piperidinyl]methyl-d2]-1H-inden-1-one, monohydrochloride
CAS Number
1219798-88-5
Molecular Formula
C24H25D4NO3 • HCl
Formula Weight
420.0
Purity
≥99% deuterated forms (d1-d4)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
231, 269, 313 nm
SMILES
O=C1C(C([2H])([2H])C2CCN(C([2H])([2H])C3=CC=CC=C3)CC2)CC4=CC(OC)=C(OC)C=C41.Cl
InChi Code
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/i12D2,16D2;
InChi Key
XWAIAVWHZJNZQQ-XFRCSBOFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $103

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    1 mg

    $194

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    5 mg

    $794

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    Product Description

    Donepezil-d4 is intended for use as an internal standard for the quantification of donepezil (Item No. 13245) by GC- or LC-MS. Donepezil is an inhibitor of acetylcholinesterase (AChE; IC50 = 6.7 nM).1 It is selective for AChE over butyrylcholinesterase (BChE; IC50 = 988 nM). Donepezil (0.1 and 1 µM) inhibits the production of nitric oxide (NO) and TNF-α induced by oligomeric amyloid-β (1-42) (AβO1-42) in primary rat microglial cells.2 It increases ACh levels in the cortex and hippocampus of aged rats when administered at a dose of 1.5 mg/kg.3 Donepezil (2 mg/kg) reduces Mac-1 and GFAP protein expression, markers of microglia and astrocyte activation, respectively, in the hippocampal dentate gyrus of a mouse model of Alzheimer’s disease induced by intrahippocampal injection of AβO1-42.2 It increases step-through latency in a passive avoidance test in the same model. Formulations containing donepezil have been used in the treatment of Alzheimer’s disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cacabelos, R. Donepezil in Alzheimer’s disease: From conventional trials to pharmacogenetics. Neuropsychiatr. Dis. Treat. 3(3), 303-333 (2007).

    2. Kim, H.G., Moon, M., Choi, J.G., et al. Donepezil inhibits the amyloid-beta oligomer-induced microglial activation in vitro and in vivo. Neurotoxicology 40, 23-32 (2014).

    3. Scali, C., Casamenti, F., Bellucci, A., et al. Effect of subchronic administration of metrifonate, rivastigmine and donepezil on brain acetylcholine in aged F344 rats. J. Neural Transm. (Vienna) 109(7-8), 1067-1080 (2002).