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Quinacrine Dihydrochloride Dihydrate

(Synonyms: Mepacrine Dihydrochloride Dihydrate) 目录号 : GC25811

Quinacrine (Mepacrine) is a dye of the acridine family that has been widely used as staining agents for DNA and model compounds for intercalators in numerous biophysical studies. It is also an antimalarial drug.

Quinacrine Dihydrochloride Dihydrate Chemical Structure

Cas No.:6151-30-0

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25mg
¥556.00
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产品描述

Quinacrine (Mepacrine) is a dye of the acridine family that has been widely used as staining agents for DNA and model compounds for intercalators in numerous biophysical studies. It is also an antimalarial drug.

Chemical Properties

Cas No. 6151-30-0 SDF Download SDF
别名 Mepacrine Dihydrochloride Dihydrate
分子式 C23H30ClN3O.2HCl.2H2O 分子量 508.91
溶解度 DMSO: 10 mg/mL (19.65 mM);; 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 1.965 mL 9.8249 mL 19.6498 mL
5 mM 0.393 mL 1.965 mL 3.93 mL
10 mM 0.1965 mL 0.9825 mL 1.965 mL
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Research Update

Determination of Quinacrine Dihydrochloride Dihydrate stability and characterization of its degradants

J Pharm Sci 2011 Aug;100(8):3223-3232.PMID:21425260DOI:10.1002/jps.22543.

Although Quinacrine Dihydrochloride Dihydrate is a widely used drug substance, a comprehensive determination of its stability profile is lacking. In this work, an integrative approach is implemented to determine the drug stability both in the solid state and aqueous solutions, identify the impurities that can be found in the active pharmaceutical ingredient, and evaluate the associated toxicity risks. Thermal analyses pointed out a two-step dehydration of the solid state. This phenomenon seems to be consistent with the organization of the water molecules in the crystal structure and results in the destruction of the lattice. Seven related compounds of quinacrine have been identified by liquid chromatography-ion trap mass spectrometry. The main thermal degradant both in the solid state and the solution corresponds to the N-deethyl compound, whereas quinacrine tertiary amine oxyde appears to be a signal impurity of oxidative stress in solution. Moreover, two photolytic impurities can be formed in solution either by aromatic amine cleavage or via O-demethylation. Additionally, using computational approaches, the analysis of the potential toxicity of the impurities compared with the parent compound one shows that ketone and O-demethyl derivatives may exhibit specific toxicity profiles.

Re-evaluation of the mutagenic potential of Quinacrine Dihydrochloride Dihydrate

Mutat Res 2001 Jul 25;494(1-2):41-53.PMID:11423344DOI:10.1016/s1383-5718(01)00178-4.

Quinacrine has been used for voluntary female non-surgical sterilization for its ability to produce tubal occlusion. Safety issues regarding quinacrine have been raised because it has been shown to intercalate with DNA. Therefore, safety issues need to be resolved by appropriate toxicology studies to support a review for human transcervical use. Such toxicology studies include mutagenicity assays. Here we report an evaluation of the genotoxicity of Quinacrine Dihydrochloride Dihydrate (QH) using a battery of assays. In the bacterial mutagenicity assay, QH was strongly positive in Salmonella typhimurium tester strain TA1537 with and without S9-activation and in S. typhimurium tester strain TA98 with S9-activation; QH was also strongly positive in Escherichia coli WP2 uvrA without S9-activation. QH was not mutagenic in S. typhimurium tester strains TA100 and TA1535 with and without S9-activation. QH was mutagenic in the mouse lymphoma assay in the absence of S9-activation. QH was clastogenic in Chinese hamster ovary (CHO) cells, with and without S9-activation. QH was negative for polyploidy in the same chromosome aberration test. Using a triple intraperitoneal injection treatment protocol in both male and female mice, QH was negative in the in vivo mouse micronucleated erythrocyte (micronucleus) assay. These results confirm that QH is mutagenic and clastogenic in vitro and suggest a potential risk to human health due to QH exposure after intrauterine exposure.

Evaluation of phenolphthalein, diazepam and quinacrine dihydrochloride in the in vitro mammalian cell micronucleus test in Chinese hamster ovary (CHO) and TK6 cells

Mutat Res 2010 Oct 29;702(2):219-29.PMID:20399283DOI:10.1016/j.mrgentox.2010.04.004.

The in vitro micronucleus assay has been extensively used as an in vitro screening tool to identify test articles that might have aneugenic or clastogenic potential. Currently, the Organization for Economic Co-operation and Development (OECD) is working towards a final version of the guideline for the conduct of the in vitro mammalian cell micronucleus Test (MNvit). A few questions regarding appropriate cytotoxicity measurements and cytotoxicity limits to use remain to be answered. In order to resolve the remaining questions, we compared the induction of micronuclei at the top dose (50-60% cytotoxicity) determined by either Relative Cell Counts (RCC), Relative Increase in Cell Counts (RICC), Relative Population Doublings (RPD), or Cytokinesis-Blocked Proliferating Index (CBPI) using weak and strong inducers of micronuclei in both the presence and absence of cytochalasin B (CYB) in Chinese hamster ovary (CHO) and human lymphoblastoid TK6 cells. In order to assess extensive dose-response relationships, we selected expected weak (diazepam, phenolphthalein, Quinacrine Dihydrochloride Dihydrate) and strong (cytosine arabinoside, mitomycin C, vinblastine sulphate) inducers of micronuclei with a variety of different mechanisms of action for testing. The results clearly demonstrated that all six compounds produced positive responses using either cytotoxicity measurement. The outcome from these studies further supports the cytotoxicity measurements and cytotoxicity limits proposed in the draft OECD guideline.