549-49-5

• 常用中文名：氢溴化奎宁
• 常用英文名：quinine hydrobromide
• CAS号：549-49-5
• 分子式：C₂₀H₂₅BrN₂O₂
• 分子量：405.32900
• 相关类别： 信号通路 跨膜转运 钾通道
• 发布时间：2018-05-25 08:00:00
• 更新时间：2024-01-08 21:59:31
• 氢溴酸奎尼丁是一种抗心律失常剂。奎尼丁是一种有效的口服活性选择性细胞色素P450db抑制剂。氢溴酸奎尼丁也是一种钾通道阻滞剂,IC50为19.9μM。氢溴酸奎尼丁可用于疟疾研究[1][2][3]。

名称

• 中文名: 氢溴化奎宁
• 英文名: (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol,hydrobromide
• 英文别名: Chinin hydrobromid; QUININE HYDROBROMIDE; Quinine,monohydrobromide; UNII-VWF36Q4G6V; Chinin hydrobromid [German]; Quinine hydrobromide [NF]; EINECS 208-967-2; Bromoquinine

物化性质

• 密度: 1.21g/cm3
• 沸点: 495.9ºC at 760mmHg
• 熔点: 81-82ºC
• 分子式: C₂₀H₂₅BrN₂O₂
• 分子量: 405.32900
• 闪点: 253.7ºC
• 精确质量: 404.11000
• PSA: 45.59000
• LogP: 4.06920

生物活性

• 描述: 氢溴酸奎尼丁是一种抗心律失常剂。奎尼丁是一种有效的口服活性选择性细胞色素P450db抑制剂。氢溴酸奎尼丁也是一种钾通道阻滞剂,IC50为19.9μM。氢溴酸奎尼丁可用于疟疾研究[1][2][3]。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 代谢酶/蛋白酶 >> 细胞色素P450
  信号通路 >> 跨膜转运 >> 钾通道
• 体外研究: 氢溴酸奎尼丁是一种影响心肌离子电流的抗心律失常药物,也被证明是多种细胞类型中几类钾通道的有效阻断剂[1]。氢溴酸奎尼丁浴应用导致Ik峰值幅度的剂量依赖性降低。在0 mV时阻断Ik的Kd估计为41μM[1]。氢溴酸奎尼丁引起Ik衰减速率的剂量依赖性增加,这种效应通过膜去极化而增强。奎尼丁还会引起稳态失活曲线的5 mV超极化偏移,并增加失活恢复的半衰期。氢溴酸奎尼丁不影响在-30 mV时测得的失活开始[1]。
• 体内研究: 氢溴酸奎尼丁被迅速吸收,口服后60-90分钟达到峰值血浆浓度。其他盐(葡萄糖酸盐、聚半乳糖醛酸盐)吸收较慢,峰值浓度较低[2]。氢溴酸奎尼丁约70-90%与血浆蛋白质结合。它经历肝脏氧化代谢以形成N-氧化物、3-羟基形式、O-脱甲基形式和2’-奎尼酮[2]。氢溴酸奎尼丁抑制大鼠体内苯丙胺的代谢。氢溴酸奎尼丁预处理导致对羟基苯丙胺在24小时和48小时的排泄量分别显著减少至溶媒对照水平的7.2%和24.1%,同时苯丙胺的排泄量在24小时到48小时之间显著增加至对照水平的542%[3]。
• 参考文献:

  [1]. Kehl SJ, et al. Quinidine-induced inhibition of the fast transient outward K+ current in rat melanotrophs. Br J Pharmacol. 1991 Jul;103(3):1807-13.

  [2]. Roden DM, et al. Class I antiarrhythmic agents: quinidine, procainamide and N-acetylprocainamide, disopyramide.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : VA7650000 CHEMICAL NAME : Quinine, monohydrobromide CAS REGISTRY NUMBER : 549-49-5 LAST UPDATED : 199709 DATA ITEMS CITED : 6 MOLECULAR FORMULA : C20-H24-N2-O2.Br-H HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 750 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 250 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - pigeon DOSE/DURATION : 6 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Bird - pigeon DOSE/DURATION : 1 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Amphibian - frog DOSE/DURATION : 30 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Amphibian - frog DOSE/DURATION : 18 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931

安全

• 危害码 (欧洲): Xn,Xi
• 风险声明 (欧洲): 20/21/22-36/37/38-42/43
• 危险品运输编码: UN 1544
• 包装等级: III
• 危险类别: 6.1(b)
• 海关编码: 29392000

海关

海关编码	29392000