A potent acetylcholinesterase inhibitor
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bis(7)-Tacrine

Item No. 10005836

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N'-bis(1,2,3,4-tetrahydro-9-acridinyl)-1,7-heptanediamine, dihydrochloride
CAS Number
224445-12-9
Synonyms
  • 1,7-N-heptylene-bis-9,9'-amino-1,2,3,4-tetrahydro-acridine
Molecular Formula
C33H40N4 • 2HCl
Formula Weight
565.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:6): 0.5 mg/ml
λmax
223, 247, 338, 351 nm
SMILES
[H]N(CCCCCCCN([H])C1=C(C=CC=C2)C2=NC3=C1CCCC3)C4=C5C(C=CC=C5)=NC6=C4CCCC6.Cl.Cl
InChi Code
InChI=1S/C33H40N4.2ClH/c1(2-12-22-34-32-24-14-4-8-18-28(24)36-29-19-9-5-15-25(29)32)3-13-23-35-33-26-16-6-10-20-30(26)37-31-21-11-7-17-27(31)33;;/h4,6,8,10,14,16,18,20H,1-3,5,7,9,11-13,15,17,19,21-23H2,(H,34,36)(H,35,37);2*1H
InChi Key
RHKXINFBJWDTSK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $87

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    10 mg

    $165

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    50 mg

    $686

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    100 mg

    $1,196

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    Product Description

    Tacrine is an amino acridine compound that inhibits acetylcholinesterase (AChE), and has been proposed as a clinical treatment for Alzheimer’s disease.1 bis(7)-Tacrine is a tacrine dimer, linked via a 7-carbon alkyl spacer. It inhibits AChE with an IC50 of 0.40 nM, making it more than 1,000 times more potent than tacrine.2 bis(7)-Tacrine also protects against hydrogen peroxide induced apoptosis in rat pheochromocytoma cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Giacobini, E. Cholinesterase inhibitors for Alzheimer’s disease therapy: From tacrine to future applications. Neurochem Int. 32(5-6), 413-419 (1998).

    2. Carlier, P.R., Han, Y.F., Chow, E.S.H., et al. Evaluation of short-tether Bis-THA AChE inhibitors. A further test of the dual binding site hypothesis. Bioorg. Med. Chem. 7(2), 351-357 (1999).

    3. Hong, W., Carlier, P.R., Wing-Lok, H., et al. Attenuation of scopolamine-induced deficits in navigational memory performance in rats by bis(7)-tacrine, a novel dimeric AChE inhibitor. Acta Pharmacol. Sin. 20(3), 211-217 (1999).