4-[(4-Ethylpiperazin-1-yl)sulfonyl]aniline | 682341-19-1

• 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: 4-[(4-Ethylpiperazin-1-yl)sulfonyl]aniline
• 英文别名: 4-(4-ethylpiperazin-1-yl)sulfonylaniline
• CAS: 682341-19-1
• 化学式: C₁₂H₁₉N₃O₂S
• mdl: MFCD06659953
• 分子量: 269.368
• InChiKey: CEFNHAPURWWQNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[(4-Ethylpiperazin-1-yl)sulfonyl]aniline 、 norcantharidin 以 四氢呋喃 为溶剂， 以54%的产率得到(1S,4R)-3-((4-(2-(4-ethyl)piperazin-1-ylsulfonyl)phenyl)carbamoyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of norcantharidin derivatives as protein phosphatase-1 inhibitors

  摘要：

  Cantharidin and norcantharidin display anticancer activity against a broad range of tumor cell lines. In this study, we have synthesized a series of norcantharidin derivatives and evaluated their cytotoxic effects on four human tumor cell lines together with the genetically normal human diploid fibroblast line WI-38. One of our compounds (1S,4R)-3-((4-(4-(4-fluorophenyl) piperazin-1-ylsulfonyl) phenyl) carbamoyl)-7-oxa-bicyclo[2.2.1] heptane-2-carboxylic acid (12) exhibited potent cytotoxic effects on the tumor cell lines A-549, HepG2, HeLa, and HCT-8, whereas it was less toxic to WI-38 cells than its parent compound, norcantharidin. In addition, this compound inhibited protein phosphatase-1 activity and microtubule formation in HeLa cells, and it also interacts with calf thymus DNA. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.032
• 作为产物：
  描述：

  1-Ethyl-4-(4-nitrophenyl)sulfonylpiperazine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 50.0 ℃ 、5.0 MPa 条件下， 反应 2.0h， 生成 4-[(4-Ethylpiperazin-1-yl)sulfonyl]aniline
  参考文献：
  名称：

  [EN] REMODILINS FOR AIRWAY REMODELING AND ORGAN FIBROSIS
  [FR] REMODILINES POUR LE REMODELAGE DES VOIES RESPIRATOIRES ET FIBROSE D'ORGANE

  摘要：

  本文披露了一类分子，称为remodilins，它们在治疗哮喘、肺纤维化及相关疾病方面具有有效性。这些分子通过各种机制改善哮喘和肺纤维化症状，包括抑制气道平滑肌收缩蛋白的积累，减少气道收缩过度反应，抑制支气管成纤维细胞向肌成纤维细胞的转化，和/或治疗或预防气道或肺纤维化。

  公开号：

  WO2020206109A1

文献信息

• [EN] REMODILINS FOR AIRWAY REMODELING AND ORGAN FIBROSIS<br/>[FR] REMODILINES POUR LE REMODELAGE DES VOIES RESPIRATOIRES ET FIBROSE D'ORGANE
  申请人：UNIV CHICAGO

  公开号：WO2020206109A1

  公开（公告）日：2020-10-08

  Disclosed herein is a class of molecules termed remodilins that are effective in treating asthma, pulmonary fibrosis, and associated disorders. The molecules ameliorate asthma and pulmonary fibrosis symptoms by various mechanisms, including inhibiting airway smooth muscle contractile protein accumulation, reducing airway constrictor hyperresponsiveness, inhibiting bronchial fibroblast transformation into myofibroblasts, and/or treating or preventing airway or pulmonary fibrosis.

  本文披露了一类分子，称为remodilins，它们在治疗哮喘、肺纤维化及相关疾病方面具有有效性。这些分子通过各种机制改善哮喘和肺纤维化症状，包括抑制气道平滑肌收缩蛋白的积累，减少气道收缩过度反应，抑制支气管成纤维细胞向肌成纤维细胞的转化，和/或治疗或预防气道或肺纤维化。
• Synthesis and biological evaluation of norcantharidin derivatives as protein phosphatase-1 inhibitors
  作者：Jie Zhao、Xiao-Wen Guan、Shi-Wu Chen、Ling Hui

  DOI：10.1016/j.bmcl.2014.11.032

  日期：2015.1

  Cantharidin and norcantharidin display anticancer activity against a broad range of tumor cell lines. In this study, we have synthesized a series of norcantharidin derivatives and evaluated their cytotoxic effects on four human tumor cell lines together with the genetically normal human diploid fibroblast line WI-38. One of our compounds (1S,4R)-3-((4-(4-(4-fluorophenyl) piperazin-1-ylsulfonyl) phenyl) carbamoyl)-7-oxa-bicyclo[2.2.1] heptane-2-carboxylic acid (12) exhibited potent cytotoxic effects on the tumor cell lines A-549, HepG2, HeLa, and HCT-8, whereas it was less toxic to WI-38 cells than its parent compound, norcantharidin. In addition, this compound inhibited protein phosphatase-1 activity and microtubule formation in HeLa cells, and it also interacts with calf thymus DNA. (C) 2014 Elsevier Ltd. All rights reserved.