2-(2-Ethylsulfanyl-pyridin-3-yl)-benzothiazole | 770710-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(2-Ethylsulfanyl-pyridin-3-yl)-benzothiazole
• 英文别名: 2-[2-(Ethylsulfanyl)pyridin-3-yl]-1,3-benzothiazole；2-(2-ethylsulfanylpyridin-3-yl)-1,3-benzothiazole
• CAS: 770710-50-4
• 化学式: C₁₄H₁₂N₂S₂
• 分子量: 272.395
• InChiKey: LMZSNRJLVYMLLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基苯硫醇 、 2-(乙硫基)吡啶-3-甲酰氯 以92%的产率得到2-(2-Ethylsulfanyl-pyridin-3-yl)-benzothiazole
  参考文献：
  名称：

  Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity

  摘要：

  To investigate one possible mechanism of action of the cytotoxic activity of benzothiazoles, we synthesized 2-(substituted-phenyl)benzothiazoles and evaluated their ability to inhibit topoisomerase 11 activities. Solid phase combinatorial method using trityl resin was employed and benzothiazole derivatives with Various substitution on 2'-, 3'-, or 4'-position of phenyl group were obtained in ca. 30 mg scale (7-96% yield). Most of the compounds synthesized exhibited topoisomerase 11 inhibitory activity at 100 mu M. 2-(3-Amino-4-methylphenyl)benzothiazole showed high activity (IC50 = 71.7 mu M), comparable to etoposide (IC50 = 78.4 mu M). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.09.051

文献信息

• BENZOXAZOLE DERIVATIVE OR ANALOGUE THEREOF FOR INHIBITING 5-LIPOXYGENASE AND PHARMACEUTICAL COMPOSITION CONTAINING SAME
  申请人：Park Choo Hea Young

  公开号：US20070066577A1

  公开（公告）日：2007-03-22

  A novel benzoxazole derivative of formula (I) or a pharmaceutically acceptable salt thereof is effective for inhibiting 5-lipoxygenase which is useful for preventing or treating leukotriene-related diseases. The prevention also provides a pharmaceutical composition containing same and a method for preventing or treating leukotriene-related diseases.

  化合物(I)的新型苯并噁唑衍生物或其药学上可接受的盐，对于抑制5-脂氧合酶具有有效作用，可用于预防或治疗与白三烯相关的疾病。该预防还提供了包含该化合物的药物组合物以及预防或治疗与白三烯相关疾病的方法。
• US7329682B2
  申请人：——

  公开号：US7329682B2

  公开（公告）日：2008-02-12
• Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity
  作者：Suk-June Choi、Hyen Joo Park、Sang Kook Lee、Sang Woong Kim、Gyoonhee Han、Hea-Young Park Choo

  DOI：10.1016/j.bmc.2005.09.051

  日期：2006.2

  To investigate one possible mechanism of action of the cytotoxic activity of benzothiazoles, we synthesized 2-(substituted-phenyl)benzothiazoles and evaluated their ability to inhibit topoisomerase 11 activities. Solid phase combinatorial method using trityl resin was employed and benzothiazole derivatives with Various substitution on 2'-, 3'-, or 4'-position of phenyl group were obtained in ca. 30 mg scale (7-96% yield). Most of the compounds synthesized exhibited topoisomerase 11 inhibitory activity at 100 mu M. 2-(3-Amino-4-methylphenyl)benzothiazole showed high activity (IC50 = 71.7 mu M), comparable to etoposide (IC50 = 78.4 mu M). (c) 2005 Elsevier Ltd. All rights reserved.