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Drug Details

General Information of the Drug (ID: DR3924)
Name
Bis(7)-tacrine
Synonyms
bis(7)-Tacrine; 224445-12-9; 9-Amino-1,2,3,4-tetrahydroacridine bis 1,7-heptylene dihydrochloride; Tacrine-Based Inhibitor 2f; N,N/'-bis(1,2,3,4-tetrahydroacridin-9-yl)heptane-1,7-diamine;dihydrochloride; C33H40N4.2HCl; CHEMBL3752685; DTXSID80433317; 1640AH; SR-01000946720; SR-01000946720-1; Bis(heptyl)-cognitin dihydrochloride, >=98% (HPLC); 9-Amino-1,2,3,4-tetrahydroacridine bis 1,7-heptylene dihydrochloride, >97%, solid
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Molecular Type
Small molecule
Disease Glaucoma [ICD-11: 9C61] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C33H42Cl2N4
PubChem CID
9959612
Canonical SMILES
C1CCC2=NC3=CC=CC=C3C(=C2C1)NCCCCCCCNC4=C5CCCCC5=NC6=CC=CC=C64.Cl.Cl
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
InChIKey
RHKXINFBJWDTSK-UHFFFAOYSA-N
CAS Number
CAS 224445-12-9
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Decrease the Adverse Effect of This Drug
          Schisandrol B      Schisandra chinensis     Click to Show/Hide the Molecular Data of This NP
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model In the Sch B pretreatment group in the hepatotoxicity study, mice (Adult male ICR mice) were treated intragastrically with Sch B at daily doses of 0.125 and 0.5 mmol/kg for 3 days.
                    Experimental
                    Result(s)
Sch B may be useful for reducing the potential hepatotoxicity of THA/bis(7)-THA in anti-Alzheimer's therapy.
Target and Pathway
Target(s) Glutamate receptor ionotropic NMDA 2A (NMDAR2A)  Molecule Info  [1]
Glutamate receptor ionotropic NMDA 2B (NMDAR2B)  Molecule Info  [1]
KEGG Pathway Ras signaling pathway Click to Show/Hide
2 Rap1 signaling pathway
3 Calcium signaling pathway
4 cAMP signaling pathway
5 Neuroactive ligand-receptor interaction
6 Circadian entrainment
7 Long-term potentiation
8 Glutamatergic synapse
9 Dopaminergic synapse
10 Alzheimer's disease
11 Amyotrophic lateral sclerosis (ALS)
12 Cocaine addiction
13 Amphetamine addiction
14 Nicotine addiction
15 Alcoholism
16 Systemic lupus erythematosus
17 Huntington's disease
Panther Pathway Huntington disease Click to Show/Hide
2 Ionotropic glutamate receptor pathway
3 Metabotropic glutamate receptor group III pathway
4 Metabotropic glutamate receptor group I pathway
5 Muscarinic acetylcholine receptor 1 and 3 signaling pathway
Pathway Interaction Database Reelin signaling pathway Click to Show/Hide
2 ErbB4 signaling events
Reactome Unblocking of NMDA receptor, glutamate binding and activation Click to Show/Hide
2 CREB phosphorylation through the activation of CaMKII
3 Ras activation uopn Ca2+ infux through NMDA receptor
4 RAF/MAP kinase cascade
5 EPHB-mediated forward signaling
WikiPathways Hypothetical Network for Drug Addiction Click to Show/Hide
2 Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
3 Alzheimers Disease
4 BDNF signaling pathway
References
Reference 1 Bis(7)-tacrine protects retinal ganglion cells against excitotoxicity via NMDA receptor inhibition. Int J Ophthalmol. 2011;4(2):125-30.
Reference 2 Schisandrin B protects against tacrine- and bis(7)-tacrine-induced hepatotoxicity and enhances cognitive function in mice. Planta Med. 2002 Mar;68(3):217-20.
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Cite NPCDR
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China