550-90-3

• 常用中文名：羽扇豆鹼
• 常用英文名：15-Oxosparteine
• CAS号：550-90-3
• 分子式：C₃₀H₅₂
• 分子量：412.734
• 相关类别： 天然产物 生物碱
• 发布时间：2016-09-28 10:20:30
• 更新时间：2024-01-03 10:58:52
• 卢帕宁(D-卢帕宁)是Sparteine((+)-Sparteine(HY-W008350))的天然酮衍生物,具有神经节麻痹活性。卢帕宁显示出对烟碱受体(nAChR)的结合亲和力,Ki值为500nM[1]。

名称

• 中文名: 羽扇豆鹼
• 英文名: lupanine
• 英文别名: 2-oxosparteine; (7a,7aa,14a,14ab)-Dodecahydro-7,14-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one; Lupane; 3-Pyrrolidinecarboxylic acid,2-oxo; Spartein-15-one; 2-OXO-3-PYRROLIDINECARBOXYLIC ACID; 15-Oxosparteine; 7,14-Methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one, dodecahydro-, (7S,7aS,14S,14aR)-; 2-OXO-PYRROLIDINE-3-CARBOXYLIC ACID

物化性质

• 密度: 0.9±0.1 g/cm3
• 沸点: 457.4±12.0 °C at 760 mmHg
• 熔点: 40-44°
• 分子式: C₃₀H₅₂
• 分子量: 412.734
• 闪点: 221.8±13.1 °C
• 精确质量: 412.406891
• PSA: 23.55000
• LogP: 13.33
• 外观性状: 油状物体
• 蒸汽压: 0.0±0.5 mmHg at 25°C
• 折射率: 1.498
• 储存条件: 2-8℃，干燥，密闭

生物活性

• 描述: 卢帕宁(D-卢帕宁)是Sparteine((+)-Sparteine(HY-W008350))的天然酮衍生物,具有神经节麻痹活性。卢帕宁显示出对烟碱受体(nAChR)的结合亲和力,Ki值为500nM[1]。
• 相关类别:
  信号通路 >> 跨膜转运 >> 胆碱受体
  信号通路 >> 神经信号通路 >> 胆碱受体
  研究领域 >> 神经疾病
• 靶点:

  Ki: 500 nM (Nicotinic receptor) and 11000 nM (Muscarinic receptor)[1]

• 体外研究: 卢帕宁对烟碱受体具有结合亲和力,Ki公司值为 500nM而 卢帕宁对毒蕈碱受体的亲和力非常弱,Ki公司值为 11000 nM[1]
• 体内研究: 卢帕宁(腹腔注射 100-300 毫克/千克；口服 175-700 毫克/千克) 在 地球观测卫星雄性瑞士小鼠 (20-22 克) 和哈特利豚鼠 (400-500 克) 中单次注射的毒性要小得多 [1]。 卢帕宁(1-7.5 mg/kg；静脉注射)比 Sparteine公司更有效地对抗颈动脉闭塞引起的继发性反射性高血压和刺激肺胃神经引起的猫狗低血压[1]。 卢帕宁对阿托品治疗的狗注射乙酰胆碱 (静脉注射500 pg/kg)引起的烟碱型高血压有抑制作用[1]。
• 参考文献:

  [1]. K Yovo,, et al. Comparative pharmacological study of sparteine and its ketonic derivative lupanine from seeds of Lupinus albus. Planta Med. 1984 Oct;50(5):420-4.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : OK5745000 CHEMICAL NAME : Lupanine CAS REGISTRY NUMBER : 550-90-3 LAST UPDATED : 198806 DATA ITEMS CITED : 6 MOLECULAR FORMULA : C15-H24-N2-O MOLECULAR WEIGHT : 248.41 WISWESSER LINE NOTATION : T C66 K66 A GVN PNTJ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1440 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 210,27,1974 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 177 mg/kg TOXIC EFFECTS : Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - cyanosis REFERENCE : JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 7,51,1987 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 410 mg/kg TOXIC EFFECTS : Behavioral - tremor Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea REFERENCE : PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 50,420,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 175 mg/kg TOXIC EFFECTS : Behavioral - tremor Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea REFERENCE : PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 50,420,1984 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 22 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JAGRAC Journal of Agricultural Research (Washington, DC). (Washington, DC) V.1-78, 1913-49. Discontinued. Volume(issue)/page/year: 32,51,1926 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 78 mg/kg TOXIC EFFECTS : Behavioral - tremor Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea REFERENCE : PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 50,420,1984

安全

• 危害码 (欧洲): Xi

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