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MedKoo Cat#: 563265 | Name: Memoquin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Memoquin is a multi-target-directed ligand for treatment of Alzheimer's disease.

Chemical Structure

Memoquin
Memoquin
CAS#616885-87-1

Theoretical Analysis

MedKoo Cat#: 563265

Name: Memoquin

CAS#: 616885-87-1

Chemical Formula: C38H56N4O4

Exact Mass: 632.4302

Molecular Weight: 632.89

Elemental Analysis: C, 72.12; H, 8.92; N, 8.85; O, 10.11

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Memoquin;
IUPAC/Chemical Name
2,5-Bis[6-[ethyl-[(2-methoxyphenyl)methyl]amino]hexylamino]cyclohexa-2,5-diene-1,4-dione
InChi Key
VPXVPJQOPRBXPO-UHFFFAOYSA-N
InChi Code
InChI=1S/C38H56N4O4/c1-5-41(29-31-19-11-13-21-37(31)45-3)25-17-9-7-15-23-39-33-27-36(44)34(28-35(33)43)40-24-16-8-10-18-26-42(6-2)30-32-20-12-14-22-38(32)46-4/h11-14,19-22,27-28,39-40H,5-10,15-18,23-26,29-30H2,1-4H3
SMILES Code
O=C1C(NCCCCCCN(CC)CC2=CC=CC=C2OC)=CC(C(NCCCCCCN(CC)CC3=CC=CC=C3OC)=C1)=O
Appearance
Solid powder
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 632.89 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.

Recalculate based on batch purity %
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: Pan W, Hu K, Bai P, Yu L, Ma Q, Li T, Zhang X, Chen C, Peng K, Liu W, Sang Z. Design, synthesis and evaluation of novel ferulic acid-memoquin hybrids as potential multifunctional agents for the treatment of Alzheimer's disease. Bioorg Med Chem Lett. 2016 May 15;26(10):2539-2543. doi: 10.1016/j.bmcl.2016.03.086. Epub 2016 Mar 25. PubMed PMID: 27072909. 2: Page M, Pacico N, Ourtioualous S, Deprez T, Koshibu K. Procognitive Compounds Promote Neurite Outgrowth. Pharmacology. 2015;96(3-4):131-6. doi: 10.1159/000436974. Epub 2015 Jul 24. PubMed PMID: 26228694. 3: Prati F, Bartolini M, Simoni E, De Simone A, Pinto A, Andrisano V, Bolognesi ML. Quinones bearing non-steroidal anti-inflammatory fragments as multitarget ligands for Alzheimer's disease. Bioorg Med Chem Lett. 2013 Dec 1;23(23):6254-8. doi: 10.1016/j.bmcl.2013.09.091. Epub 2013 Oct 5. PubMed PMID: 24140444. 4: Capurro V, Busquet P, Lopes JP, Bertorelli R, Tarozzo G, Bolognesi ML, Piomelli D, Reggiani A, Cavalli A. Pharmacological characterization of memoquin, a multi-target compound for the treatment of Alzheimer's disease. PLoS One. 2013;8(2):e56870. doi: 10.1371/journal.pone.0056870. Epub 2013 Feb 18. PubMed PMID: 23441223; PubMed Central PMCID: PMC3575497. 5: Bolognesi ML, Chiriano G, Bartolini M, Mancini F, Bottegoni G, Maestri V, Czvitkovich S, Windisch M, Cavalli A, Minarini A, Rosini M, Tumiatti V, Andrisano V, Melchiorre C. Synthesis of monomeric derivatives to probe memoquin's bivalent interactions. J Med Chem. 2011 Dec 22;54(24):8299-304. doi: 10.1021/jm200691d. Epub 2011 Nov 23. PubMed PMID: 22054058. 6: Bolognesi ML, Simoni E, Rosini M, Minarini A, Tumiatti V, Melchiorre C. Multitarget-directed ligands: innovative chemical probes and therapeutic tools against Alzheimer's disease. Curr Top Med Chem. 2011 Nov;11(22):2797-806. Review. PubMed PMID: 22039879. 7: Rosini M, Simoni E, Bartolini M, Tarozzi A, Matera R, Milelli A, Hrelia P, Andrisano V, Bolognesi ML, Melchiorre C. Exploiting the lipoic acid structure in the search for novel multitarget ligands against Alzheimer's disease. Eur J Med Chem. 2011 Nov;46(11):5435-42. doi: 10.1016/j.ejmech.2011.09.001. Epub 2011 Sep 8. PubMed PMID: 21924801. 8: Bolognesi ML, Bartolini M, Tarozzi A, Morroni F, Lizzi F, Milelli A, Minarini A, Rosini M, Hrelia P, Andrisano V, Melchiorre C. Multitargeted drugs discovery: balancing anti-amyloid and anticholinesterase capacity in a single chemical entity. Bioorg Med Chem Lett. 2011 May 1;21(9):2655-8. doi: 10.1016/j.bmcl.2010.12.093. Epub 2010 Dec 23. PubMed PMID: 21236667. 9: Bolognesi ML, Cavalli A, Bergamini C, Fato R, Lenaz G, Rosini M, Bartolini M, Andrisano V, Melchiorre C. Toward a rational design of multitarget-directed antioxidants: merging memoquin and lipoic acid molecular frameworks. J Med Chem. 2009 Dec 10;52(23):7883-6. doi: 10.1021/jm901123n. PubMed PMID: 19813747. 10: Bolognesi ML, Bartolini M, Rosini M, Andrisano V, Melchiorre C. Structure-activity relationships of memoquin: Influence of the chain chirality in the multi-target mechanism of action. Bioorg Med Chem Lett. 2009 Aug 1;19(15):4312-5. doi: 10.1016/j.bmcl.2009.05.087. Epub 2009 May 28. PubMed PMID: 19505825. 11: Mancini F, Bolognesi ML, Melchiorre C, Andrisano V. Investigation of the photostability properties of memoquin, a quinone derivative for the treatment of Alzheimer's disease. J Pharm Biomed Anal. 2009 Sep 8;50(2):164-70. doi: 10.1016/j.jpba.2009.04.017. Epub 2009 Apr 23. PubMed PMID: 19464839. 12: Bolognesi ML, Rosini M, Andrisano V, Bartolini M, Minarini A, Tumiatti V, Melchiorre C. MTDL design strategy in the context of Alzheimer's disease: from lipocrine to memoquin and beyond. Curr Pharm Des. 2009;15(6):601-13. Review. PubMed PMID: 19199985. 13: Bolognesi ML, Cavalli A, Melchiorre C. Memoquin: a multi-target-directed ligand as an innovative therapeutic opportunity for Alzheimer's disease. Neurotherapeutics. 2009 Jan;6(1):152-62. doi: 10.1016/j.nurt.2008.10.042. Review. PubMed PMID: 19110206; PubMed Central PMCID: PMC5084263. 14: Mancini F, Bolognesi ML, Melchiorre C, Cavalli A, Andrisano V. Monolithic stationary phase coupled with coulometric detection: development of an ion-pair HPLC method for the analysis of quinone-bearing compounds. J Sep Sci. 2007 Nov;30(17):2935-42. PubMed PMID: 18027894. 15: Bartolini M, Bertucci C, Bolognesi ML, Cavalli A, Melchiorre C, Andrisano V. Insight into the kinetic of amyloid beta (1-42) peptide self-aggregation: elucidation of inhibitors' mechanism of action. Chembiochem. 2007 Nov 23;8(17):2152-61. PubMed PMID: 17939148. 16: Bolognesi ML, Banzi R, Bartolini M, Cavalli A, Tarozzi A, Andrisano V, Minarini A, Rosini M, Tumiatti V, Bergamini C, Fato R, Lenaz G, Hrelia P, Cattaneo A, Recanatini M, Melchiorre C. Novel class of quinone-bearing polyamines as multi-target-directed ligands to combat Alzheimer's disease. J Med Chem. 2007 Oct 4;50(20):4882-97. Epub 2007 Sep 13. PubMed PMID: 17850125. 17: Cavalli A, Bolognesi ML, Capsoni S, Andrisano V, Bartolini M, Margotti E, Cattaneo A, Recanatini M, Melchiorre C. A small molecule targeting the multifactorial nature of Alzheimer's disease. Angew Chem Int Ed Engl. 2007;46(20):3689-92. PubMed PMID: 17397121.