BIS(7)-TACRINE

Names

[ Name ]:
BIS(7)-TACRINE

[Synonym ]:
N,N'-Di(1,2,3,4-tetrahydro-9-acridinyl)-1,7-heptanediamine dihydrochloride
9-Amino-1,2,3,4-tetrahydroacridine bis 1,7-heptylene dihydrochloride
Tacrine-Based Inhibitor 2f
heptylene-bis(tacrine) dihydrochloride heptylene-bis(THA) dihydrochloride
1,7-Heptanediamine, N,N-bis(1,2,3,4-tetrahydro-9-acridinyl)-, hydrochloride (1:2)

Biological Activity

[Description]:

Bis(7)-tacrine dihydrochloride is a dimeric AChE inhibitor derived from tacrine. Bis(7)-tacrine dihydrochloride prevents glutamate-induced neuronal apoptosis by blocking NMDA receptors. Bis(7)-tacrine dihydrochloride is a potent GABAAreceptor antagonist. Bis(7)-tacrine dihydrochloride has the potential for the research of Alzheimer's disease [1][2][3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> iGluR

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR

Signaling Pathways >> Neuronal Signaling >> AChE

[References]

[1]. Li XY, et al. Actions of bis(7)-tacrine and tacrine on transient potassium current in rat DRG neurons and potassium current mediated by K(V)4.2 expressed in Xenopus oocyte. Brain Res. 2010;1318:23-32.

[2]. Li CY, et al. Bis(7)-tacrine, a novel dimeric AChE inhibitor, is a potent GABA(A) receptor antagonist. Neuroreport. 1999;10(4):795-800.

[3]. Luo J, et al. Novel dimeric bis(7)-tacrine proton-dependently inhibits NMDA-activated currents. Biochem Biophys Res Commun. 2007;361(2):505-509.

Chemical & Physical Properties

[ Molecular Formula ]:
C₃₃H₄₂Cl₂N₄

[ Molecular Weight ]:
565.619

[ Exact Mass ]:
564.278625

[ PSA ]:
49.84000

[ LogP ]:
9.76510

Safety Information

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
25-36/37/38

[ Safety Phrases ]:
26-36-45

[ RIDADR ]:
UN 2811 6.1/PG 3

Articles

Synthesis of alkylene linked bis-THA and linked benzyl-THA as highly potent and selective inhibitors and molecular probes of acetylcholinesterase. Pang, et al.

J. Chem. Soc. Perkin Trans. I , 171, (1997)

Highly potent, selective, and low cost bis-tetrahydroaminacrine inhibitors of acetylcholinesterase. Steps toward novel drugs for treating Alzheimer's disease.

J. Biol. Chem. 271 , 23646, (1996)

We report highly potent, selective, and low cost bifunctional acetylcholinesterase (AChE) inhibitors developed by our two-step prototype optimization strategy utilizing computer modeling of ligand doc...