486-86-2

• 常用中文名：N-甲基金雀花碱
• 常用英文名：N-methylcytisine
• CAS号：486-86-2
• 分子式：C₁₂H₁₆N₂O
• 分子量：204.27
• 相关类别： 生物化工 中草药成分
• 发布时间：2018-09-22 23:17:15
• 更新时间：2024-01-01 18:14:13
• N-Methylcytisine (Caulophylline) 是一种三环喹啉类生物碱,具有降血糖、镇痛、抗炎活性。N-Methylcytisine 是中枢神经系统中乙酰胆碱烟碱受体的选择性配体,对鱿鱼视神经节中的烟碱乙酰胆碱受体具有很高的亲和力 (Kd: 50 nM)。

名称

• 中文名: N-甲基野靛碱
• 英文名: N-Methylcytisine
• 中文别名: N-甲基金雀花碱; N-甲基金雀花碱
• 英文别名: N-methylcytisine; N－Methylcytisine; 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-; 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R)-; (1R)-11-Methyl-7,11-diazatricyclo[7.3.1.0]trideca-2,4-dien-6-one; 11-Methyl-7,11-diazatricyclo[7.3.1.0]trideca-2,4-dien-6-one; 1,2,3,4,5,6-Hexahydro-3-methyl-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one; Caulophylline; 3-methyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one; (1R)-3-methyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 400.8±34.0 °C at 760 mmHg
• 熔点: 137-139ºC
• 分子式: C₁₂H₁₆N₂O
• 分子量: 204.27
• 闪点: 191.9±18.0 °C
• 精确质量: 204.126266
• PSA: 25.24000
• LogP: 0.46
• 外观性状: 褐色粉末
• 蒸汽压: 0.0±0.9 mmHg at 25°C
• 折射率: 1.616
• 储存条件: 室温，密封，干燥

生物活性

• 描述: N-Methylcytisine (Caulophylline) 是一种三环喹啉类生物碱,具有降血糖、镇痛、抗炎活性。N-Methylcytisine 是中枢神经系统中乙酰胆碱烟碱受体的选择性配体,对鱿鱼视神经节中的烟碱乙酰胆碱受体具有很高的亲和力 (Kd: 50 nM)。
• 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 >> 炎症/免疫
• 靶点:

  kd: 50 nM (nicotinic acetylcholine receptors)[2]

• 参考文献:

  [1]. Jiao YF, et al. N-Methylcytisine Ameliorates Dextran-Sulfate-Sodium-Induced Colitis in Mice by Inhibiting the Inflammatory Response. Molecules. 2018 Feb 25;23(3). pii: E510.

  [2]. Pliashkevich IuG, et al. [N-methylcytisine--a selective ligand of nicotinic receptors of acetylcholine in the CNS]. Biull Eksp Biol Med. 1987 Dec;104(12):690-2.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : HA4400000 CHEMICAL NAME : Cytisine, 12-methyl- CAS REGISTRY NUMBER : 486-86-2 BEILSTEIN REFERENCE NO. : 0012448 LAST UPDATED : 199612 DATA ITEMS CITED : 4 MOLECULAR FORMULA : C12-H16-N2-O MOLECULAR WEIGHT : 204.30 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 511 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - muscle contraction or spasticity REFERENCE : BJPCBM British Journal of Pharmacology. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.34- 1968- Volume(issue)/page/year: 35,161,1969 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 51 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Behavioral - muscle contraction or spasticity REFERENCE : BJPCBM British Journal of Pharmacology. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.34- 1968- Volume(issue)/page/year: 35,161,1969 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 22 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 79,334,1943 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 160 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 7,24,1983

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H302
• 警示性声明: P301 + P312 + P330
• 危害码 (欧洲): Xn
• 风险声明 (欧洲): 22
• 危险品运输编码: NONH for all modes of transport
• RTECS号: HA4400000

合成路线

50-00-0 485-35-8 ~99% 486-86-2

文献：Frigerio, Fabio; Haseler, Claire A.; Gallagher, Timothy Synlett, 2010 , # 5 p. 729 - 730

485-35-8 74-88-4 ~% 486-86-2

文献：Tsypysheva; Koval'skaya; Makara; Lobov; Petrenko; Galkin; Sapozhnikova; Zarudii; Yunusov Chemistry of Natural Compounds, 2012 , vol. 48, # 4 p. 629 - 634 Khim. Prir. Soedin., 2012 , p. 565 - 570

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