Memoquin is an anti-amyloid and antioxidant multi-target ligand. Memoquin is an orally bioactive BACE-1 and AChE inhibitor (antagonist) with IC50s of 108 and 1.55 nM, respectively. Memoquin is a cognitive enhancer that prevents oxidative stress-mediated Aβ-induced neurotoxicity. Memoquin could be used in Alzheimer's disease (AD) research.

Physicochemical Properties

Molecular Formula	C38H56N4O4
Molecular Weight	632.875650405884
Exact Mass	632.43
CAS #	616885-87-1
PubChem CID	9917279
Appearance	Typically exists as solid at room temperature
Density	1.1±0.1 g/cm3
Boiling Point	722.9±60.0 °C at 760 mmHg
Flash Point	391.0±32.9 °C
Vapour Pressure	0.0±2.3 mmHg at 25°C
Index of Refraction	1.572
LogP	7.36
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	24
Heavy Atom Count	46
Complexity	864
Defined Atom Stereocenter Count	0
SMILES	O(C)C1C=CC=CC=1CN(CC)CCCCCCNC1=CC(C(=CC1=O)NCCCCCCN(CC)CC1C=CC=CC=1OC)=O
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
Chemical Name	2,5-bis[6-[ethyl-[(2-methoxyphenyl)methyl]amino]hexylamino]cyclohexa-2,5-diene-1,4-dione
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	Memoquin displays IC50 values of 0.00155, 28.3, 5.93, and 0.108 μM for hAChE, hAChE-induced Aβ(1-40) aggregation, Aβ(1-42) self-aggregation, and BACE-1, respectively [2]. Features: 2.6 nM is the Ki value [2].
ln Vivo	In a scopolamine-induced paradigm of amnesia, memory deficits are restored by Memoquin (7–15 mg/kg; Bridge, once) [1]. Six-day therapy with Memoquin (15 mg/kg; bridge, once daily for 2–6 days)
Animal Protocol	Animal/Disease Models: Scopolamine-induced amnesia in mice [1] Doses: 7, 10, and 15 mg/kg Route of Administration: Oral; Completely restores memory deficits in the Aβ1-42-induced amnesia model [1]. 7, 10 and 15 mg/kg, single Experimental Results:Reverse scopolamine-induced memory deficits, verified by T-maze test. A dose of 15 mg/kg rescued episodic memory impairment. Animal/Disease Models: Aβ-induced amnesia in mice [1] Doses: 15 mg/kg Route of Administration: po (po (oral gavage)) 15 mg/kg one time/day for 2, 4 and 6 days, followed by behavioral testing. Experimental Results: Treatment once a week for 2-4 days can reduce the damage caused by Aβ1-42, and treatment for 6 days can completely alleviate it.
References	[1]. Pharmacological characterization of memoquin, a multi-target compound for the treatment of Alzheimer's disease. PLoS One. 2013;8(2):e56870. [2]. A small molecule targeting the multifactorial nature of Alzheimer's disease. Angew Chem Int Ed Engl. 2007;46(20):3689-92.

Solubility Data

Solubility (In Vitro)

May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples

Solubility (In Vivo)

Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.5801 mL	7.9004 mL	15.8008 mL
	5 mM	0.3160 mL	1.5801 mL	3.1602 mL
	10 mM	0.1580 mL	0.7900 mL	1.5801 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.