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SML1598

Sigma-Aldrich

Bis(heptyl)-cognitin dihydrochloride

≥98% (HPLC)

Synonym(s):

9-Amino-1,2,3,4-tetrahydroacridine bis 1,7-heptylene dihydrochloride, B7C, Bis(7)-cognitin dihydrochloride, Heptylenebis-tacrine dihydrochloride, N,N′-Bis-(1,2,3,4-tetrahydro-acridin-9-yl)-heptane-1,7-diamine dihydrochloride, heptylene-bis(THA) dihydrochloride, heptylene-bis(tacrine) dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C33H40N4 · 2HCl
CAS Number:
224445-12-9
Molecular Weight:
565.62
MDL number:
MFCD08062163
UNSPSC Code:
12352202
PubChem Substance ID:
329825486
NACRES:
NA.25

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

Cl.Cl.C(CCCNc1c2CCCCc2nc3ccccc13)CCCNc4c5CCCCc5nc6ccccc46

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

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Biochem/physiol Actions

Bis(heptyl)-cognitin (B7C) is a potent neuroprotective agent and cognitive enhancer. It is thought to have multiple mechanisms of action including inhibition of AChE, and inihbititon of the amyloid precursor protein/beta-amyloid cascade. It has been shown to inhibit the formation of Aβ1-42 oligomers and reduce the amount of pre-formed Aβ1-42 oligomers, and to induce robust neurite outgrowth in PC12 cells.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
046M4615V

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Lan Chang et al.
Scientific reports, 5, 10256-10256 (2015-07-22)
β-amyloid (Aβ) oligomers have been closely implicated in the pathogenesis of Alzheimer's disease (AD). We found, for the first time, that bis(heptyl)-cognitin, a novel dimeric acetylcholinesterase (AChE) inhibitor derived from tacrine, prevented Aβ oligomers-induced inhibition of long-term potentiation (LTP) at
Ren-wen Han et al.
Brain research, 1470, 59-68 (2012-07-04)
Our previous reports indicated that bis(propyl)-cognitin (B3C) and bis(heptyl)-cognitin (B7C), as novel dimers derived from tacrine, may be potential multifunctional drugs for treating Alzheimer's disease. There is little knowledge on the cognitive function of B3C while B7C appeared to reverse
Sheng-Quan Hu et al.
CNS neuroscience & therapeutics, 21(6), 520-529 (2015-04-29)
Neurodegenerative disorders are caused by progressive neuronal loss in the brain, and hence, compounds that could promote neuritogenesis may have therapeutic values. In this study, the effects of bis(heptyl)-cognitin (B7C), a multifunctional dimer, on neurite outgrowth were investigated in both

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