Quinacrine (hydrochloride hydrate)

Quinacrine is an acridine compound with diverse biological activities that has also been used as a stain for DNA and RNA in fixed cells and for fluorescent tracking of acidic vesicles, such as lysosomes, in live cells. It has anti-protozoal properties, potently prevents misfolding of prion protein (EC50 = 0.3 µM), blocks voltage-dependent sodium channels (IC50 = 3.3 µM), and inhibits aldehyde oxidase (IC50 = 3.3 µM). Quinacrine is also an effective riboflavin antagonist, associating with the riboflavin-binding protein (Ki = 6.7 µM), and an inhibitor of P-glycoprotein (EC50 = 14.4 µM). At much higher doses, quinacrine inhibits phospholipase A2 activity. Quinacrine binds to nucleic acids and has been used in fixed cells to stain DNA and RNA with excitation/emission maxima of 436/525 nm, respectively. In live cells, it is taken up into acidic vesicles, such as lysosomes, and can be used to for long-term imaging with an excitation of 458 nm and emission in the 470-580 nm range.Formal Name: N4-(6-chloro-2-methoxyacridin-9-yl)-N1,N1-diethylpentane-1,4-diamine, dihydrochloride hydrate. Synonyms: Atebrine, Mepacrine. Molecular Formula: C23H30ClN3O . 2HCl [XH2O]. Formula Weight: 472.9. Purity: >95%. Emission: 525 nm (DNA and RNA), 470-580 nm (acidic vesicles/lysosomes). Excitation: 436 nm (DNA and RNA), 458 nm (acidic vesicles/lysosomes). Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 5 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 223, 283, 346, 427, 449 nm. SMILES: ClC1=CC=C2C(NC(C)CCCN(CC)CC)=C3C(C=CC(OC)=C3)=NC2=C1.Cl.Cl.O. InChi Code: InChI=1S/C23H30ClN3O.2ClH.H2O/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,1H2. InChi Key: NJIQZEZRCQCCKR-UHFFFAOYSA-N.