121749-39-1

• 常用中文名：N1,N11-二乙基去甲精胺四盐酸盐
• 常用英文名：N(1),N(11)-Diethylnorspermine tetrahydrochloride
• CAS号：121749-39-1
• 分子式：C₁₃H₃₂N₄
• 分子量：244.42
• 相关类别： 信号通路 细胞凋亡 胱天蛋白酶
• 发布时间：2018-06-21 17:23:28
• 更新时间：2024-01-21 09:13:45
• N1,N11二乙基去甲精胺(DENSPM)是一种有效的抗癌药物。N1,N11二乙基去甲精胺是一种精胺类似物,可激活多胺分解代谢。N1,N11二乙基去甲精胺诱导线粒体释放细胞色素c,导致半胱氨酸蛋白酶3激活。N1,N11二乙基去甲亚精胺通过诱导SSAT(亚精胺/精胺N1乙酰转移酶)结合H2O2生成杀死多形性胶质母细胞瘤(GBM)细胞[1][2][3]。

名称

• 中文名: N1,N11-二乙基去甲精胺四盐酸盐
• 英文名: N1,N11-Diethylnorspermine tetrahydrochloride,N,N'-bis[3-(Ethylamino)propyl]-1,3-propanediaminetetrahydrochloride
• 英文别名: Bisethyl norspermine; denspm; de333; be3-3-3; 3,7,11,15-Tetraazaheptadecane; N1,N11-Diethylnorspermine4HCl; N1,N11-Diethylnorspermine tetrahydrochloride

物化性质

• 密度: 0.877 g/cm3
• 沸点: 357.1ºC at 760 mmHg
• 分子式: C₁₃H₃₂N₄
• 分子量: 244.42
• 闪点: 171.9ºC
• 精确质量: 388.16900
• PSA: 48.12000
• LogP: 5.32650
• 蒸汽压: 2.79E-05mmHg at 25°C
• 折射率: 1.462

生物活性

• 描述: N1,N11二乙基去甲精胺(DENSPM)是一种有效的抗癌药物。N1,N11二乙基去甲精胺是一种精胺类似物,可激活多胺分解代谢。N1,N11二乙基去甲精胺诱导线粒体释放细胞色素c,导致半胱氨酸蛋白酶3激活。N1,N11二乙基去甲亚精胺通过诱导SSAT(亚精胺/精胺N1乙酰转移酶)结合H2O2生成杀死多形性胶质母细胞瘤(GBM)细胞[1][2][3]。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 细胞凋亡 >> 胱天蛋白酶
• 靶点:

  Caspase 3

• 体内研究: N1,N11二乙基去甲亚精胺(40 mg/kg,每天三次,连续两个周期,共6天)可明显防止携带DU-145细胞系异种移植物的小鼠的肿瘤生长[1]。
• 参考文献:

  [1]. Schipper RG, et al. Antitumor activity of the polyamine analog N(1), N(11)-diethylnorspermine against human prostate carcinoma cells. Prostate. 2000 Sep 1;44(4):313-21.

  [2]. Holst CM, et al. Molecular mechanisms underlying N1, N11-diethylnorspermine-induced apoptosis in a human breast cancer cell line. Anticancer Drugs. 2008 Oct;19(9):871-83.

  [3]. Jiang R, et al. Activation of polyamine catabolism by N1,N11-diethylnorspermine leads to cell death in glioblastoma. Int J Oncol. 2007 Aug;31(2):431-40.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : TX7032250 CHEMICAL NAME : 1,3-Propanediamine, N,N'-bis(3-(ethylamino)propyl)- CAS REGISTRY NUMBER : 121749-39-1 LAST UPDATED : 199510 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C13-H32-N4 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea REFERENCE : ANTDEV Anti-Cancer Drugs. (Rapid Communications of Oxford Ltd., The Old Malthous, Paradise St., Oxford OX1 1LD, UK) V.1- 1990- Volume(issue)/page/year: 5,448,1994 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 325 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 37,3464,1994