6151-30-0
6151-30-0 structure
- Name: Quinacrine Dihydrochloride Dihydrate
- Chemical Name: Mepacrine hydrochloride
- CAS Number: 6151-30-0
- Molecular Formula: C23H36Cl3N3O3
- Molecular Weight: 508.909
- Catalog: API Antiparasitic drug Antimalarial
- Create Date: 2018-03-23 08:00:00
- Modify Date: 2024-01-02 13:28:56
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Quinacrine hydrochloride hydrate (Mepacrine hydrochloride hydrate) is an antimalarial agent, which possess anticancer effect both in vitro and vivo. Quinacrine hydrochloride hydrate suppresses NF-κB and activates p53 signaling, which results in the induction of the apoptosis[1].
| Name | Mepacrine hydrochloride |
|---|---|
| Synonyms |
Atebrin hydrochloride
Quinacrinehydrochlorid MFCD00150069 866 R.P. Chemiochin Acrichine mepacrinehydrochloridedihydrate atabrinehydrochloridedihydrate QuinacrineHCl QUINACRINE,ATABRINE MEPACNINE Mepacrine dihydrochloride Chinacrin hydrochloride hloride2h2-o ochloride,dihydrate Mecryl Erion Pentilen mepacrinehcl N-(6-Chloro-2-methoxy-9-acridinyl)-N,N-diethyl-1,4-pentanediamine dihydrochloride dihydrate AtabrineMepacnine QUINACRINE DIHYDROCHLORIDE Palusan 1,4-Pentanediamine, N-(6-chloro-2-methoxy-9-acridinyl)-N,N-diethyl-, hydrochloride, hydrate (1:2:2) Crinodora Akrichin Italchin Metochin Metoquine Palacrin 69-05-6 {Anhydrous} Acriquine Malaricida |
| Description | Quinacrine hydrochloride hydrate (Mepacrine hydrochloride hydrate) is an antimalarial agent, which possess anticancer effect both in vitro and vivo. Quinacrine hydrochloride hydrate suppresses NF-κB and activates p53 signaling, which results in the induction of the apoptosis[1]. |
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| Related Catalog | |
| In Vitro | Quinacrine (5-20 μM; 24 hours) inhibits the growth of SGC-7901 cells[1]. Quinacrine (7.5 and 15 μM; 24 hours) induces apoptosis in SGC-7901 cells, which is associated with mitochondria-dependent signal pathway and involves p53 upregulation and caspase-3 activation pathway[1]. Quinacrine (15 μM; 24 hours) treatment significantly increased the levels of proapoptotic proteins, including cytochrome c, Bax, and p53, and decreased the levels of antiapoptotic protein Bcl-2, thus shifting the ratio of Bax/Bcl-2 in favor of apoptosis [1]. Cell Viability Assay[1] Cell Line: SGC-7901 cells Concentration: 0, 5, 10, 15, and 20 μM Incubation Time: 24 hours Result: Cell viability was inhibited in a dose-dependent manner, and the mean IC50 value is 16.18 μM. Apoptosis Analysis[1] Cell Line: SGC-7901 cells Concentration: 7.5 and 15 μM Incubation Time: 24 hours Result: The percentage of apoptotic cells, including the early phase and late phase apoptosis, increased to 26.30%, compared with control group of 3.37%. Western Blot Analysis[1] Cell Line: SGC-7901 cells Concentration: 15 μM Incubation Time: 24 hours Result: The relative quantity of cytochrome c protein was upregulated, increased from 0.10 to 0.24. The relative quantity of p53 protein was dramatically increased, from 0.06 to 0.19. The Bax/Bcl-2 ratio was dramatically elevated from 1.21 to 2.59. |
| In Vivo | Quinacrine (100 mg/kg three times per week for two consecutive weeks) significantly suppresses circulating blast cells at days 30/31 and increases the median survival time (MST). Quinacrine does not decrease the body weight of treated animals at the tested dose[2]. Animal Model: Female SCID mice with acute myeloid leukemia (AML)-PS model[2] Dosage: 100 mg/kg Administration: Administered by oral gavage (po); three times a week for two consecutive weeks Result: In the first AML mouse in vivo study, evaluation of circulating leukemic cells detected in blood samples (in percent of white blood cells (WBC)) at day 30/31 showed 72% human tumor cells in the control mice, whereas in mice treated with Quinacrine, this was only 2.2%. The MST of control mice was 34 days whereas it was 46 days in Quinacrine-treated mice. |
| References |
| Boiling Point | 557.1ºC at 760 mmHg |
|---|---|
| Melting Point | 247 °C |
| Molecular Formula | C23H36Cl3N3O3 |
| Molecular Weight | 508.909 |
| Exact Mass | 507.182220 |
| PSA | 55.85000 |
| LogP | 7.52080 |
| Storage condition | -20℃ |
| Water Solubility | 2.8 g/100 mL |
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Section 1. Chemical Product and Company Identification Quinacrine hydrochloride dihydrateCatalog Common Name/ Number(s). Trade Name CAS#6151-30-0 Manufacturer
RTECSAR7876000 SPECTRUM CHEMICAL MFG. CORP. TSCATSCA 8(b) inventory: Quinacrine hydrochloride dihydrate Commercial Name(s)Not available. CI#Not available. Synonym6-Chloro-9=[[44-(diethylamino-1-methylbutyl]amino]-2-methoxyacridine IN CASE OF EMERGENCY hydrochloride Chemical NameNot available. Not available.CALL (310) 516-8000 Chemical Family Chemical FormulaC23H30ClN3O.2HCl.2H2O SPECTRUM CHEMICAL MFG. CORP. Section 2.Composition and Information on Ingredients Exposure Limits TWA (mg/m3)STEL (mg/m3) CEIL (mg/m3) NameCAS #% by Weight 1) Quinacrine hydrochloride dihydrate6151-30-0100 Toxicological DataQuinacrine hydrochloride dihydrate: on IngredientsORAL (LD50):Acute: 660 mg/kg [Rat]. 433 mg/kg [Rabbit]. Section 3. Hazards Identification Potential Acute Health Effects Very hazardous in case of ingestion. Hazardous in case of skin contact (irritant), of eye contact (irritant), of inhalation. Slightly hazardous in case of skin contact (permeator). Potential Chronic HealthCARCINOGENIC EFFECTS: Not available. EffectsMUTAGENIC EFFECTS: Not available. TERATOGENIC EFFECTS: Not available. DEVELOPMENTAL TOXICITY: PROVEN The substance is toxic to blood, the nervous system, the reproductive system, liver, heart. Repeated or prolonged exposure to the substance can produce target organs damage. Quinacrine hydrochloride dihydrate Section 4. First Aid Measures Eye ContactCheck for and remove any contact lenses. Immediately flush eyes with running water for at least 15 minutes, keeping eyelids open. Cold water may be used. Do not use an eye ointment. Seek medical attention. Skin ContactAfter contact with skin, wash immediately with plenty of water. Gently and thoroughly wash the contaminated skin with running water and non-abrasive soap. Be particularly careful to clean folds, crevices, creases and groin. Cold water may be used. Cover the irritated skin with an emollient. If irritation persists, seek medical attention. Wash contaminated clothing before reusing. Serious Skin ContactWash with a disinfectant soap and cover the contaminated skin with an anti-bacterial cream. Seek immediate medical attention. InhalationAllow the victim to rest in a well ventilated area. Seek immediate medical attention. Serious InhalationNot available. IngestionDo not induce vomiting. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic material was ingested; the absence of such signs, however, is not conclusive. Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth resuscitation. Seek immediate medical attention. Serious IngestionNot available. Section 5. Fire and Explosion Data Flammability of the Product May be combustible at high temperature. Auto-Ignition Temperature Not available. Flash PointsNot available. Flammable LimitsNot available. Products of CombustionThese products are carbon oxides (CO, CO2), nitrogen oxides (NO, NO2...), halogenated compounds. Fire Hazards in Presence of Not available. Various Substances Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available. of Various SubstancesRisks of explosion of the product in presence of static discharge: Not available. Fire Fighting MediaSMALL FIRE: Use DRY chemical powder. and InstructionsLARGE FIRE: Use water spray, fog or foam. Do not use water jet. Special Remarks onNot available. Fire Hazards Special Remarks on Explosion Not available. Hazards Section 6. Accidental Release Measures Small SpillUse appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and dispose of according to local and regional authority requirements. Large SpillUse a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and allow to evacuate through the sanitary system. Quinacrine hydrochloride dihydrate Section 7. Handling and Storage PrecautionsKeep away from heat. Keep away from sources of ignition. Empty containers pose a fire risk, evaporate the residue under a fume hood. Ground all equipment containing material. Do not ingest. Do not breathe dust. Wear suitable protective clothing In case of insufficient ventilation, wear suitable respiratory equipment If ingested, seek medical advice immediately and show the container or the label. Avoid contact with skin and eyes StorageKeep container dry. Keep in a cool place. Ground all equipment containing material. Keep container tightly closed. Keep in a cool, well-ventilated place. Combustible materials should be stored away from extreme heat and away from strong oxidizing agents. Section 8. Exposure Controls/Personal Protection Engineering ControlsUse process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants below the exposure limit. Personal ProtectionSplash goggles. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. Gloves. Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used a Large Spillto avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling this product. Exposure LimitsNot available. Section 9. Physical and Chemical Properties Physical state and appearance Solid.OdorNot available. TasteNot available. 508.91 g/mole Molecular Weight ColorYellow. pH (1% soln/water)Not available. Boiling PointNot available. Melting PointDecomposes. Critical TemperatureNot available. Specific GravityNot available. Not applicable. Vapor Pressure Vapor DensityNot available. VolatilityNot available. Odor ThresholdNot available. Water/Oil Dist. Coeff.Not available. Not available. Ionicity (in Water) Dispersion PropertiesSee solubility in water. Soluble in cold water. Solubility Section 10. Stability and Reactivity Data The product is stable. Stability Instability TemperatureNot available. Not available. Conditions of Instability Incompatibility with various Not available. substances Quinacrine hydrochloride dihydrate CorrosivityNon-corrosive in presence of glass. Special Remarks onNot available. Reactivity Special Remarks onNot available. Corrosivity PolymerizationNo. Section 11. Toxicological Information Routes of EntryEye contact. Inhalation. Ingestion. Toxicity to AnimalsAcute oral toxicity (LD50): 433 mg/kg [Rabbit]. Chronic Effects on HumansDEVELOPMENTAL TOXICITY: PROVEN The substance is toxic to blood, the nervous system, the reproductive system, liver, heart. Other Toxic Effects onVery hazardous in case of ingestion. HumansHazardous in case of skin contact (irritant), of inhalation. Slightly hazardous in case of skin contact (permeator). Special Remarks onNot available. Toxicity to Animals Special Remarks onNot available. Chronic Effects on Humans Special Remarks on otherNot available. Toxic Effects on Humans Section 12. Ecological Information Not available. Ecotoxicity Not available. BOD5 and COD Products of BiodegradationPossibly hazardous short term degradation products are not likely. However, long term degradation products may arise. Toxicity of the ProductsThe products of degradation are more toxic. of Biodegradation Not available. Special Remarks on the Products of Biodegradation Section 13. Disposal Considerations Waste Disposal Section 14. Transport Information DOT ClassificationNot a DOT controlled material (United States). Not applicable. Identification Special Provisions forNot applicable. Transport Quinacrine hydrochloride dihydrate DOT (Pictograms) Section 15. Other Regulatory Information and Pictograms TSCA 8(b) inventory: Quinacrine hydrochloride dihydrate Federal and State Regulations California Proposition 65 Warnings Other RegulationsOSHA: Hazardous by definition of Hazard Communication Standard (29 CFR 1910.1200). CLASS D-1B: Material causing immediate and serious toxic effects (TOXIC). Other ClassificationsWHMIS (Canada) CLASS D-2A: Material causing other toxic effects (VERY TOXIC). DSCL (EEC)R36/38- Irritating to eyes and skin. R48/22- Harmful: danger of serious damage to health by prolonged exposure if swallowed. Health Hazard HMIS (U.S.A.)2 National Fire Protection 1 Flammability 1 Association (U.S.A.) Fire Hazard 2 0 Reactivity Health Reactivity 0 Specific hazard Personal Protection E WHMIS (Canada) (Pictograms) DSCL (Europe) (Pictograms) TDG (Canada) (Pictograms) ADR (Europe) (Pictograms) Protective Equipment Gloves. Lab coat. Quinacrine hydrochloride dihydrate Dust respirator. Be sure to use an approved/certified respirator or equivalent. Wear appropriate respirator when ventilation is inadequate. SECTION 16 - ADDITIONAL INFORMATION N/A |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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| Hazard Codes | Xn: Harmful; |
|---|---|
| Risk Phrases | R22;R36/37/38 |
| Safety Phrases | S26-S37/39 |