6119-70-6

• 常用中文名：硫酸奎宁
• 常用英文名：Quinine sulfate dihydrate
• CAS号：6119-70-6
• 分子式：C₂₀H₃₀N₂O₈S
• 分子量：458.53
• 相关类别： 原料药 抗寄生虫病药 抗疟药
• 发布时间：2018-04-02 08:00:00
• 更新时间：2024-01-02 07:02:09
• 硫酸奎宁水合物(2:1:4)是从金鸡纳树皮中提取的一种口服活性生物碱,可用于抗疟疾研究。奎宁硫酸盐水合物(2:1:4)是一种钾通道抑制剂,可抑制电压脉冲至+100时诱发的WT小鼠Slo3(KCa5.1)通道电流 mV,IC50为169μM[1][2]。

名称

• 中文名: 硫酸奎宁
• 英文名: quinine sulfate dihydrate
• 中文别名: (8S,9R)-6'-甲氧基金鸡纳-9-醇硫酸盐二水合物; 奎宁半硫酸盐一水合物; 半硫酸奎宁单水合物
• 英文别名: Hydrogen sulfate - (8α,9R)-6'-methoxycinchonan-9-ol hydrate (2:1:2:2); Hydrogen sulfate (8α,9R)-6'-methoxycinchonan-9-ol hydrate (2:1:2:2); EINECS 212-359-2; Quinine Sulfate Dihydrate; (5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxyquinolin-4-yl)methanol,sulfuric acid,dihydrate; Cinchonan-9-ol, 6'-methoxy-, (8α,9R)-, sulfate, hydrate (2:1:2) (salt); MFCD00150790

物化性质

• 沸点: 495.9ºC at 760 mmHg
• 熔点: 233-235ºC
• 分子式: C₂₀H₃₀N₂O₈S
• 分子量: 458.53
• 闪点: 253.7ºC
• 精确质量: 782.356079
• PSA: 192.62000
• LogP: 6.52160
• 外观性状: 白色结晶粉末
• 储存条件:

  避光，阴凉干燥处，密封保存

• 稳定性:

  常温常压下稳定，白色粉末

• 分子结构:

  1、 摩尔折射率：95.78

  2、 摩尔体积（m³/mol）：266.3

  3、 等张比容（90.2K）：728.7

  4、 表面张力（dyne/cm）：56.0

  5、 极化率（10 ^-24cm ³）：37.97

• 计算化学:

  1、 氢键供体数量：6

  2、 氢键受体数量：14

  3、 可旋转化学键数量：8

  4、 拓扑分子极性表面积（TPSA）：168

  5、 重原子数量：55

  6、 表面电荷：0

  7、 复杂度：538

  8、 同位素原子数量：0

  9、 确定原子立构中心数量：8

  10、 不确定原子立构中心数量：0

  11、 确定化学键立构中心数量：0

  12、 不确定化学键立构中心数量：0

  13、 共价键单元数量：5

• 更多:

  1. 性状：白色粉末，无气味

  2. 密度（g/mL, 25 ℃ ）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：~225

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC，5mmHg）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：122

  9. 比旋光度（º, C=2, HCl）：-245

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（20ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：溶于水， 0.12 g /100 mL

  1. 性状：白色粉末，无气味

  2. 密度（g/mL, 25 ℃ ）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：~225

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC，5mmHg）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：122

  9. 比旋光度（º, C=2, HCl）：-245

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（20ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：溶于水， 0.12 g /100 mL

生物活性

• 描述: 硫酸奎宁水合物(2:1:4)是从金鸡纳树皮中提取的一种口服活性生物碱,可用于抗疟疾研究。奎宁硫酸盐水合物(2:1:4)是一种钾通道抑制剂,可抑制电压脉冲至+100时诱发的WT小鼠Slo3(KCa5.1)通道电流 mV,IC50为169μM[1][2]。
• 相关类别:
  研究领域 >> 其他
  信号通路 >> 跨膜转运 >> 钾通道
• 体外研究: 硫酸奎宁水合物(150μM,30min)抑制登革病毒(DENV)在人肝癌HepG2细胞系中的增殖和细胞抑制作用[1]。硫酸奎宁水合物(37.5-150μM,24小时)以剂量依赖性方式显著降低人肝癌HepG2细胞系中病毒DENV RNA和蛋白质水平[1]。细胞增殖测定[1]细胞系：人肝癌细胞系(HepG2)浓度：150μM培养时间：30分钟结果：与未处理相比,抑制了DENV病毒的复制,产率为19%。以剂量依赖的方式将DENV阳性细胞从23.28%减少到12.05%。
• 体内研究: 硫酸奎宁水合物(口服,12或15 mg/kg,每周,16周)对瑞士白化病小鼠的皮肤癌症具有一定的肿瘤抑制作用[2]。硫酸奎宁水合物(口服,10 mg/kg,每天,8周)会导致雄性成年白化大鼠睾丸组织的抗氧化防御系统,如SOD、CAT和GSH酶活性降低[3]。动物模型：瑞士白化病小鼠7-8周(体重24g)[2]剂量：12 mg/kg,15 mg/kg给药：灌胃；每周；16周结果：在12 mg/kg的剂量下,肿瘤大小和重量显著减少,而在15 mg/kg的更高剂量下效果甚微。
• 参考文献:

  [1]. Shilu Malakar，et al. Drug repurposing of quinine as antiviral against dengue virus infection. Virus Res. 2018 Aug 15;255:171-178. doi: 10.1016/j.virusres.2018.07.018. Epub 2018 Jul 25.

  [2]. Jhanwar, Deepika，et al. Chemoprevention of DMBA induced skin carcinogenesis in swiss albino mice by quinine sulfate.(2016): 2636-2640.

  [3]. Ebenezer O Farombi, et al. Quercetin protects against testicular toxicity induced by chronic administration of therapeutic dose of quinine sulfate in rats. J Basic Clin Physiol Pharmacol. 2012 Feb 27;23(1):39-44

MSDS

Name: Quinine sulfate dihydrate 99+% Material Safety Data Sheet Synonym: Quinine sulfate; Quinine bisulfate; Quinine hydrogen sulfate CAS: 6119-70-6 Section 1 - Chemical Product MSDS Name:Quinine sulfate dihydrate 99+% Material Safety Data Sheet Synonym:Quinine sulfate; Quinine bisulfate; Quinine hydrogen sulfate Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 6119-70-6 Quinine sulfate dihydrate > 99 unlisted Hazard Symbols: XN Risk Phrases: 20/21/22 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation, in contact with skin and if swallowed.Light sensitive. Potential Health Effects Eye: May cause eye irritation. Skin: May cause skin irritation. May be harmful if absorbed through the skin. May cause an allergic reaction in certain individuals. Ingestion: May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May cause muscle tremor and impaired motor function. May cause systemic toxic effects on the heart, liver, and kidneys. Exposure may cause anemia and other blood abnormalities. May cause nausea and vomiting. May cause acute hepatitis. May cause allergic reaction. Ingestion can cause blurred vision, narrowing of the visual field, or blindness. Inhalation: May cause respiratory tract irritation. May cause effects similar to those described for ingestion. Harmful if inhaled. Chronic: Prolonged or repeated skin contact may cause sensitization dermatitis and possible destruction and/or ulceration. Adverse reproductive effects have been reported in animals. Section 4 - FIRST AID MEASURES Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Ingestion: Call a poison control center. If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid. Inhalation: Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask. Notes to Physician: Treat symptomatically and supportively. Section 5 - FIRE FIGHTING MEASURES General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or appropriate foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with skin and eyes. Keep container tightly closed. Do not ingest or inhale. Wash clothing before reuse. Storage: Store in a tightly closed container. Store protected from light. Store in a cool, dry area away from incompatible substances. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 6119-70-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure. Respirators: A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Powder Color: white to off-white Odor: None reported. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 233.00 - 235.00 deg C Autoignition Temperature: Not applicable. Flash Point: Not applicable. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: > 235 deg C Solubility in water: 1 g/810 mL water (20C) Specific Gravity/Density: Not available. Molecular Formula: C40H48N4O4.H2SO4.2H2O Molecular Weight: 782.96 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. May decompose when exposed to light. Light sensitive. Conditions to Avoid: Light, dust generation. Incompatibilities with Other Materials: Strong oxidizing agents, direct light, ammonia, bases. Hazardous Decomposition Products: Carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide. Hazardous Polymerization: Will not occur. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 6119-70-6 unlisted. LD50/LC50: Not available. Oral, woman: LDLo = 220 mg/kg. Oral, rat: LDLo = 800 mg/kg. Carcinogenicity: Quinine sulfate dihydrate - Not listed by ACGIH, IARC, or NTP. Section 12 - ECOLOGICAL INFORMATION Other No information available. Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. Section 14 - TRANSPORT INFORMATION IATA Shipping Name: Not regulated. Hazard Class: UN Number: Packing Group: IMO Shipping Name: Not regulated. Hazard Class: UN Number: Packing Group: RID/ADR Shipping Name: Not regulated. Hazard Class: UN Number: Packing group: Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: XN Risk Phrases: R 20/21/22 Harmful by inhalation, in contact with skin and if swallowed. Safety Phrases: S 22 Do not breathe dust. S 36 Wear suitable protective clothing. WGK (Water Danger/Protection) CAS# 6119-70-6: 2 Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 6119-70-6 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 6119-70-6 is not on the TSCA Inventory because it is a hydrate. It is considered to be listed if the CAS number for the anhydrous form is on the inventory (40CFR720.3(u)(2)). SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1.急性毒性：大鼠口腔LDLo：880mg/Kg 主要的刺激性影响： 在皮肤上面：可能引起发炎 在眼睛上面：可能引起发炎 致敏作用：通过吸入可能造成敏化作用 通过皮肤接触可能造成敏化作用 生态学数据: 对水少是稍微危害的，不要让未稀释或大量的产品接触地下水、水道或污水系统 若无政府许可，勿将材料排入周围环境.

安全

• 危害码 (欧洲): Xn:Harmful
• 风险声明 (欧洲): R22;R42/43
• 安全声明 (欧洲): S24-S37-S45
• 危险品运输编码: UN 2811
• WGK德国: 3
• RTECS号: VA8440000
• 海关编码: 29392000

海关

海关编码	29392000