(2-氯-乙基)-(2-硝基-苯基)-砜 | 63343-13-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2-氯-乙基)-(2-硝基-苯基)-砜
• 英文名称: 1-((2-chloroethyl)sulfonyl)-2-nitrobenzene
• 英文别名: 1-(2-Chloroethylsulfonyl)-2-nitrobenzene
• CAS: 63343-13-5
• 化学式: C₈H₈ClNO₄S
• 分子量: 249.675
• InChiKey: HUKZCMXERIVPLG-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  449.2±45.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-氯-乙基)-(2-硝基-苯基)-砜 在 盐酸 、 铁粉 、 sodium hydride 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 、 mineral oil 为溶剂， 反应 37.5h， 生成 4-(5-chloro-2-((2-isopropoxy-6-(piperidin-1-yl)pyridin-3-yl)amino)pyrimidin-4-yl)-3,4-dihydro-2H-benzo[1,4- b]thiazine-1,1-dioxide
  参考文献：
  名称：

  Design, synthesis and biological evaluation N2-(2-alkyoxy-6-aliphatic aminopyridin-3-yl)-2,4-diaminepyrimidine derivatives bearing acylamino or DBTD ‘head’ as potential ALK inhibitors

  摘要：

  Aiming to develop promising ALK inhibitors, two series of N-2-(2-alkyoxy-6-aliphatic aminopyridin-3-yl)-2,4-diaminepyrimidine derivatives (22a-x and 23a-d) were designed according to scaffold hopping and bioisosterism principles. All compounds were efficiently synthesized by concise reactions and anti-proliferative activities on ALK-addicted H2228, Karpas299 cells and EGFR-expressive A549 cell were evaluated by MTT assay. Several compounds exhibited potential cytotoxic activities with IC50 values below 0.10 mu M. Five compounds (22g, 22h, 22l, 22s and 23a) were selected for further enzymatic determination, resulting in the discovery of 22l against ALK and ALK(L1196M) with IC50 values of 2.1 nM and 3.8 nM. Particularly, western blot and cell apoptosis assays identified 22l as a promising ALK inhibitor, which was capable of obviously inhibiting cellular ALK activity and inducing cell apoptosis. Eventually, molecular docking modes of 22l with ALK confirmed structural basis in accordance with the SARs analysis.

  DOI：

  10.1016/j.bioorg.2018.09.019
• 作为产物：
  描述：

  1-氟-2-硝基苯 在 氯化亚砜 、 双氧水 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 36.0h， 生成 (2-氯-乙基)-(2-硝基-苯基)-砜
  参考文献：
  名称：

  [EN] POL THETA INHIBITORS
  [FR] INHIBITEURS DE POL THÊTA

  摘要：

  The present invention relates to compounds of formula (I), that possess DNA polymerase theta (POLQ) enzyme inhibitory activity, methods for their preparation, pharmaceutical compositions containing them, and their use in the treatment or prevention of diseases or disorders involving DNA polymerase theta (POLQ) enzyme.

  公开号：

  WO2023144793A1

文献信息

• DE887505
  申请人：——

  公开号：——

  公开（公告）日：——
• DE926965
  申请人：——

  公开号：——

  公开（公告）日：——
• �ber das Dihydro-1,4-benzthiazin und �hnliche Verbindungen
  作者：O. Hromatka、M. Vaculny、J. Augl、K. Wiltschke

  DOI：10.1007/bf00905405

  日期：——
• Fusco; Palazzo, Gazzetta Chimica Italiana, 1951, vol. 81, p. 735,741
  作者：Fusco、Palazzo

  DOI：——

  日期：——
• [EN] POL THETA INHIBITORS<br/>[FR] INHIBITEURS DE POL THÊTA
  申请人：[en]RHIZEN PHARMACEUTICALS AG

  公开号：WO2023144793A1

  公开（公告）日：2023-08-03

  The present invention relates to compounds of formula (I), that possess DNA polymerase theta (POLQ) enzyme inhibitory activity, methods for their preparation, pharmaceutical compositions containing them, and their use in the treatment or prevention of diseases or disorders involving DNA polymerase theta (POLQ) enzyme.