Synonym
SCR1693; SCR-1693; SCR1693
IUPAC/Chemical Name
Ethyl 5-amino-4-(2-chlorophenyl)-1,4,6,7,8,9-hexahydro-2,7,7-trimethyl-benzo[b][1,8]naphthyridine-3-carboxylate
InChi Key
JNWBZVZXAXDSGQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H28ClN3O2/c1-5-30-23(29)18-13(2)27-22-20(19(18)14-8-6-7-9-16(14)25)21(26)15-12-24(3,4)11-10-17(15)28-22/h6-9,19H,5,10-12H2,1-4H3,(H3,26,27,28)
SMILES Code
O=C(C1=C(C)NC2=C(C1C3=CC=CC=C3Cl)C(N)=C(CC(C)(C)CC4)C4=N2)OCC
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
425.96
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Bartolini M, Marco-Contelles J. Tacrines as Therapeutic Agents for Alzheimer's Disease. IV. The Tacripyrines and Related Annulated Tacrines. Chem Rec. 2018 Nov 29. doi: 10.1002/tcr.201800155. [Epub ahead of print] Review. PubMed PMID: 30489012.
2: Zhu X, Tian J, Sun S, Dong Q, Zhang F, Zhang X. (-)-SCR1693 Protects against Memory Impairment and Hippocampal Damage in a Chronic Cerebral Hypoperfusion Rat Model. Sci Rep. 2016 Jun 28;6:28908. doi: 10.1038/srep28908. PubMed PMID: 27349344; PubMed Central PMCID: PMC4924100.
3: Zhang Z, Chen R, An W, Wang C, Liao G, Dong X, Bi A, Yin Z, Luo L. A novel acetylcholinesterase inhibitor and calcium channel blocker SCR-1693 improves Aβ25-35-impaired mouse cognitive function. Psychopharmacology (Berl). 2016 Feb;233(4):599-613. doi: 10.1007/s00213-015-4133-5. Epub 2015 Nov 11. PubMed PMID: 26554390.
4: Wang XL, Xiong Y, Yang Y, Tuo QZ, Wang XC, Chen R, Tian Q, Zhang ZP, Yan X, Yang ZY, Wang JZ, Liu R. A novel tacrine-dihydropyridine hybrid (-)SCR1693 induces tau dephosphorylation and inhibits Aβ generation in cells. Eur J Pharmacol. 2015 May 5;754:134-9. doi: 10.1016/j.ejphar.2015.02.022. Epub 2015 Feb 28. PubMed PMID: 25732864.
5: Xia Y, Liu R, Chen R, Tian Q, Zeng K, Hu J, Liu X, Wang Q, Wang P, Wang XC, Wang JZ. Novel multipotent AChEI-CCB attenuates hyperhomocysteinemia-induced memory deficits and Neuropathologies in rats. J Alzheimers Dis. 2014;42(3):1029-39. doi: 10.3233/JAD-140597. PubMed PMID: 25024319.