1-Bromo-2,3,5,6-tetrafluoro-4-[(4-methoxyphenyl)aminosulfonyl]benzene | 220987-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Bromo-2,3,5,6-tetrafluoro-4-[(4-methoxyphenyl)aminosulfonyl]benzene
• 英文别名: 4-bromo-2,3,5,6-tetrafluoro-N-(4-methoxyphenyl)benzenesulfonamide
• CAS: 220987-76-8
• 化学式: C₁₃H₈BrF₄NO₃S
• 分子量: 414.175
• InChiKey: BBBAYGJTRRZKTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-Bromo-2,3,5,6-tetrafluoro-4-[(4-methoxyphenyl)aminosulfonyl]benzene 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 2,3,5,6-Tetrafluoro-N-(4-methoxy-phenyl)-benzenesulfonamide
  参考文献：
  名称：

  Novel halogenated sulfonamides inhibit the growth of multidrug resistant MCF-7/ADR cancer cells

  摘要：

  In this report, we describe the synthesis of halogenated benzenesulfonamide compounds and their ability to inhibit the growth of HeLa, MCF-7 and MCF-7/ADR tumor cells in vitro. The multidrug resistance (MDR) phenotype of certain cells does not affect their sensitivity to these compounds. These agents belong to a family of compounds previously shown to bind irreversibly to cysteine-239 of beta-tubulin. Consistent with this mechanism of action, the cytotoxicities of these compounds appear to correlate with their ability to undergo nucleophilic aromatic substitution. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00276-0
• 作为产物：
  描述：

  1-溴-2,3,5,6-四氟苯 在 五氯化磷 、 硫酸 、 三氧化硫 作用下， 以 甲醇 为溶剂， 生成 1-Bromo-2,3,5,6-tetrafluoro-4-[(4-methoxyphenyl)aminosulfonyl]benzene
  参考文献：
  名称：

  Novel halogenated sulfonamides inhibit the growth of multidrug resistant MCF-7/ADR cancer cells

  摘要：

  In this report, we describe the synthesis of halogenated benzenesulfonamide compounds and their ability to inhibit the growth of HeLa, MCF-7 and MCF-7/ADR tumor cells in vitro. The multidrug resistance (MDR) phenotype of certain cells does not affect their sensitivity to these compounds. These agents belong to a family of compounds previously shown to bind irreversibly to cysteine-239 of beta-tubulin. Consistent with this mechanism of action, the cytotoxicities of these compounds appear to correlate with their ability to undergo nucleophilic aromatic substitution. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00276-0

文献信息

• Benzene compounds as antiproliferative and cholesterol lowering agents
  申请人：——

  公开号：US20020013496A1

  公开（公告）日：2002-01-31

  The invention provides compounds, compositions and methods relating to novel electrophilic aromatic derivatives and their use as pharmacologically active agents. The compositions find particular use as pharmacological agents in the treatment of disease states, particularly cancer, psoriasis, vascular restenosis, infections, atherosclerosis and hypercholesterolemia, or as lead compounds for the development of such agents. The compositions include compounds of the general Formula I: 1

  本发明提供了与新型亲电芳香衍生物相关的化合物、组合物和方法，以及它们作为药理活性剂的用途。这些组合物特别适用于治疗疾病状态，特别是癌症、银屑病、血管再狭窄、感染、动脉粥样硬化和高胆固醇血症，或作为这些剂的开发的先导化合物。这些组合物包括通式I的化合物：1。
• SUBSTITUTED BENZENE COMPOUNDS AS ANTIPROLIFERATIVE AND CHOLESTEROL LOWERING AGENTS
  申请人：TULARIK, INC.

  公开号：EP1005453A1

  公开（公告）日：2000-06-07
• SUBSTITUTED BENZENE COMPOUNDS AS ANTIPROLIFERATIVE LOWERING AGENTS
  申请人：TULARIK, INC.

  公开号：EP1005453B1

  公开（公告）日：2004-10-27
• US6284923B1
  申请人：——

  公开号：US6284923B1

  公开（公告）日：2001-09-04
• US6388131B2
  申请人：——

  公开号：US6388131B2

  公开（公告）日：2002-05-14