86-13-5

• 常用中文名：苯甲托品
• 常用英文名：Cogentin
• CAS号：86-13-5
• 分子式：C₂₁H₂₅NO
• 分子量：307.42900
• 相关类别： 香精与香料 合成香料 硫醇类香料
• 发布时间：2018-06-12 18:17:15
• 更新时间：2024-01-04 11:05:57
• 甲磺酸苯托品是一种口服活性中枢作用抗胆碱能药物,可用于帕金森病研究[1]。甲磺酸苯托品是一种抗组胺剂和多巴胺再摄取抑制剂。甲磺酸苯托品也是一种人类D2多巴胺受体变构拮抗剂。甲磺酸苯托品也具有抗肿瘤干细胞的作用[2]。

名称

• 中文名: 苯甲托品
• 英文名: benzatropine
• 英文别名: Benaztropine; benzotropine; exo-Benztropine; tropine benzohydryl ether

物化性质

• 密度: 1.11g/cm3
• 沸点: 409ºC at 760 mmHg
• 分子式: C₂₁H₂₅NO
• 分子量: 307.42900
• 闪点: 120.1ºC
• 精确质量: 307.19400
• PSA: 12.47000
• LogP: 4.35570
• 折射率: 1.604
• 储存条件: 通风低温干燥,与库房食品原料分开存放

生物活性

• 描述: 甲磺酸苯托品是一种口服活性中枢作用抗胆碱能药物,可用于帕金森病研究[1]。甲磺酸苯托品是一种抗组胺剂和多巴胺再摄取抑制剂。甲磺酸苯托品也是一种人类D2多巴胺受体变构拮抗剂。甲磺酸苯托品也具有抗肿瘤干细胞的作用[2]。
• 相关类别:
  信号通路 >> 神经信号通路 >> mAChR
  信号通路 >> 免疫及炎症 >> 组胺受体
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 由mAChR
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 多巴胺受体
  信号通路 >> 神经信号通路 >> 多巴胺受体
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 组胺受体
• 靶点:

  5 μM (MDA-MB-231)

• 体外研究: 甲磺酸苯托品(0.1-10μM；72小时)处理抑制MDA-MB-231细胞的生长,IC50约为5μM。在MDA-MB-231细胞和4T1-luc2细胞中,甲磺酸苯托品以剂量依赖性甘露醇显著减少乳腺球的大小和数量[1]。甲磺酸苯托品通过乙酰胆碱受体、多巴胺转运体/受体和/或组胺受体抑制肿瘤干细胞的功能[1]。甲磺酸苯托品通过M1和M3毒蕈碱受体诱导少突胶质细胞分化,并增强髓鞘再生[1]。细胞活力测定[1]细胞系：MDA-MB-231浓度：0,0.1,0.625,1.25,2.5,5,10μM培养时间：72小时结果：IC50～5.0μM抑制MDA-MB-231细胞生长。细胞活力测定[1]细胞系：MDA-MB-231浓度：0、1、2、5μM孵育时间：4-6天结果：体外以剂量依赖性方式抑制乳腺球的形成和基底细胞干细胞的自我更新能力。
• 体内研究: 甲磺酸苯托品(5μM,4周)在4T1小鼠模型中抑制肿瘤起始电位[1]。动物模型：携带4T1乳腺肿瘤的Balb/c小鼠[1]剂量：1.5mg/kg给药：注射；3周结果：肿瘤体积和重量显著减小,体重无变化。
• 参考文献:

  [1]. Jihong Cui, et al. New use of an old drug: inhibition of breast cancer stem cells by benztropine mesylate. Oncotarget. 2017 Jan 3;8(1):1007-1022.

  [2]. Santosh S Kulkarni, et al. Comparative structure-activity relationships of benztropine analogues at the dopamine transporter and histamine H(1) receptors. Bioorg Med Chem. 2006 Jun 1;14(11):3625-34.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : YM3100000 CHEMICAL NAME : 1-alpha-H,5-alpha-H-Tropane, 3-alpha-(diphenylmethoxy)- CAS REGISTRY NUMBER : 86-13-5 LAST UPDATED : 199709 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C21-H25-N-O MOLECULAR WEIGHT : 307.47 WISWESSER LINE NOTATION : T56 A ANTJ A1 GOYR&R -ALL ALPHA HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 60 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes REFERENCE : JMPCAS Journal of Medicinal and Pharmaceutical Chemistry. (Washington, DC) V.1-5, 1959-62. For publisher information, see JMCMAR. Volume(issue)/page/year: 4,215,1961 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 25 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes REFERENCE : JMPCAS Journal of Medicinal and Pharmaceutical Chemistry. (Washington, DC) V.1-5, 1959-62. For publisher information, see JMCMAR. Volume(issue)/page/year: 4,215,1961 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3957 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 103 (estimated) No. of Female Employees: 52 (estimated)

合成路线

797763-48-5 ~% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869

538-09-0 ~% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869

120-29-6 ~% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869

143557-91-9 ~% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869

797763-46-3 ~% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869

797763-47-4 ~% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869

776-74-9 120-29-6 ~% 86-13-5

文献：Merck and Co.Inc. Patent: US2706198 , 1952 ;

908093-98-1 120-29-6 ~% 86-13-5

文献：Merck and Co.Inc. Patent: US2595405 , 1949 ;

797763-49-6 ~82% 86-13-5

文献：Pedersen, Hanne; Sinning, Steffen; Buelow, Anne; Wiborg, Ove; Falborg, Lise; Bols, Mikael Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2861 - 2869