A major active metabolite of tacrine
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Hydroxytacrine (maleate)

Item No. 18508

Technical Information
Formal Name
9-amino-1,2,3,4-tetrahydro-1-acridinol, 2Z-butenedioate
CAS Number
118909-22-1
Synonyms
  • HP 029
  • 1-Hydroxytacrine
  • P 83-6029A
  • Velnacrine
Molecular Formula
C13H14N2O • C4H4O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 2 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
211, 241, 323, 336 nm
SMILES
NC1=C2C(CCCC2O)=NC3=CC=CC=C31.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C13H14N2O.C4H4O4/c14-13-8-4-1-2-5-9(8)15-10-6-3-7-11(16)12(10)13;5-3(6)1-2-4(7)8/h1-2,4-5,11,16H,3,6-7H2,(H2,14,15);1-2H,(H,5,6)(H,7,8)/b;2-1-
InChi Key
NEEKVKZFYBQFGT-BTJKTKAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Hydroxytacrine is a major active metabolite of tacrine (Item No. 70240).1 It is formed via hydroxylation of tacrine by the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2. Hydroxytacrine inhibits acetylcholinesterase (AChE; IC50 = 4.8 µM).2 In vivo, hydroxytacrine (33 mg/kg) reverses scopolamine-induced memory impairment in mice without inducing acute toxicity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Peng, J.Z., Remmel, R.P., and Sawchuk, R.J. Inhibition of murine cytochrome P4501A by tacrine: In vitro studies. Drug Metab. Dispos. 32(8), 805-812 (2004).

    2. Shutske, G.M., Pierrat, F.A., Cornfeldt, M.L., et al(±)9-Amino-1,2,3,4-tetrahydroacridin-1-ol. A potential Alzheimer’s disease therapeutic of low toxicity. J. Med. Chem. 31(7), 1278-1279 (1988).