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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

bis(7)-Tacrine

Cayman Chemical Item Number 10005836

1,7-N-heptylene-bis-9,9'-amino-1,2,3,4-tetrahydro-acridine (CAS 224445-12-9)

bis(7)-Tacrine (CAS 224445-12-9)

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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

1 Giacobini, E. Cholinesterase inhibitors for Alzheimer’s disease therapy: From tacrine to future applications. Neurochem Int 32 413-419 (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 7 351-357 (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).

Synonyms
  • 1,7-N-heptylene-bis-9,9'-amino-1,2,3,4-tetrahydro-acridine
Formal Name N,​N'-​bis(1,​2,​3,​4-​tetrahydro-​9-​acridinyl)-​1,​7-​heptanediamine,​ dihydrochloride
CAS Number 224445-12-9
Molecular Formula C33H40N4 · 2HCl
Formula Weight 565.6
Formulation A crystalline solid
Purity >98%
λmax 223, 247, 338, 351 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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[H]​N(CCCCCCCN([H]​)​C1=C(C=CC=C2)​C2=NC3=C1CCCC3)​C4=C5C(C=CC=C5)​=NC6=C4CCCC6.[·2HCl]​

Background Reading

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 7 351-357 (1999).

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

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).

bis(7)-Tacrine is available in the following screening library:

Size Price Quantity Subtotal
5 mg $64.00 $0.00
10 mg $122.00 $0.00
50 mg $512.00 $0.00
100 mg $896.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

Tacrine (hydrochloride)

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