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Quinacrine 2HCl

CAS# 69-05-6

Quinacrine 2HCl

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Chemical structure

Quinacrine 2HCl

3D structure

Chemical Properties of Quinacrine 2HCl

Cas No. 69-05-6 SDF Download SDF
PubChem ID 6239 Appearance Powder
Formula C23H32Cl3N3O M.Wt 472.88
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Mepacrine dihydrochloride; SN-390
Solubility DMSO : ≥ 44 mg/mL (93.05 mM)
H2O : 33.33 mg/mL (70.48 mM; Need ultrasonic)
*"≥" means soluble, but saturation unknown.
Chemical Name 4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine;dihydrochloride
SMILES CCN(CC)CCCC(C)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC.Cl.Cl
Standard InChIKey UDKVBVICMUEIKS-UHFFFAOYSA-N
Standard InChI InChI=1S/C23H30ClN3O.2ClH/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23;;/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26);2*1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Quinacrine 2HCl

DescriptionQuinacrine is a fluorescent probe for the conformational transitions of the cholinergic receptor protein. Quinacrine shows activity in the low μM range with a mean IC50 of 2.30 μM In the patient AML cells. IC50 value: 2.30 μM (for AML cells) Target: in vitro: Quinacrine is a fluorescent probe for the conformational transitions of the cholinergic receptor protein in its membrane-bound state.[1] In the patient AML samples, Quinacrine showed activity in the low μM range with a mean IC50 of 2.30 μM, statistically significantly lower than that of normal PBMCs; 3.54 μM (P=0.0327; Student's t-test). Samples from patients with chronic lymphocytic, acute myeloid and lymphocytic leukemias as well as peripheral blood mononuclear cells (PBMC) were tested in response to 1266 compounds from the LOPAC1280 library. 25 compounds were defined as hits with activity in all leukemia subgroups (<50% cell survival compared with control) at 10 μM drug concentration. Only Quinacrine showed concurrent high activity in all leukemia subgroups and low activity in normal PBMCs and was, therefore, selected for further preclinical evaluation. Quinacrine also induced early inhibition of both DNA and protein synthesis. Quinacrine have repositioning potential for treatment of acute myeloid leukemia by targeting of ribosomal biogenesis.[2]

References:
[1]. Grünhagen HH, et al. Studies on the electrogenic action of acetylcholine with Torpedo marmorata electric organ. IV. Quinacrine: a fluorescent probe for the conformational transitions of the cholinergic receptor protein in its membrane-bound state. J Mol Biol. 1976 Sep 25;106(3):497-516. [2]. Eriksson A, et al. Drug screen in patient cells suggests quinacrine to be repositioned for treatment of acute myeloid leukemia. Blood Cancer J. 2015 Apr 17;5:e307.

Quinacrine 2HCl Dilution Calculator

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Quinacrine 2HCl Molarity Calculator

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Preparing Stock Solutions of Quinacrine 2HCl

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1147 mL 10.5735 mL 21.147 mL 42.294 mL 52.8675 mL
5 mM 0.4229 mL 2.1147 mL 4.2294 mL 8.4588 mL 10.5735 mL
10 mM 0.2115 mL 1.0574 mL 2.1147 mL 4.2294 mL 5.2868 mL
50 mM 0.0423 mL 0.2115 mL 0.4229 mL 0.8459 mL 1.0574 mL
100 mM 0.0211 mL 0.1057 mL 0.2115 mL 0.4229 mL 0.5287 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Quinacrine 2HCl

Quinacrine 2HCl

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References on Quinacrine 2HCl

Probing the micellar properties of Quinacrine 2HCl and its binding with surfactants and human serum albumin.[Pubmed:23727671]

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Sep;113:182-90.

This manuscript reports physicochemical behavior of an antimalarial drug Quinacrine 2HCl (QUN) drug as well as its interaction with surfactant and Human Serum Albumin (HSA). Surface tension and specific conductivity were employed to detect the critical micelle concentration (CMC) and thus its surface and thermodynamic parameters were calculated. Solublization of this drug within micelles of anionic surfactant sodium dodecyl sulfate (SDS) has also been studied. UV/Visible spectroscopy was used to calculate partition coefficient (Kx), free energy of partition and number of drug molecules per micelle. The complexation of drug with HSA at physiological conditions (pH 7.4) has been analyzed by using UV/Visible and fluorescence spectroscopy. In this way the values of drug-protein binding constant, number of binding sites and free energy of binding were calculated.

Description

Quinacrine dihydrochloride (Mepacrine dihydrochloride) is a fluorescent probe for the conformational transitions of the cholinergic receptor protein.

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