1-[(2-氯乙基)硫代]-2-硝基苯 | 62047-27-2

• 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: 1-[(2-氯乙基)硫代]-2-硝基苯
• 英文名称: (2-chloroethyl)(2-nitrophenyl)sulfane
• 英文别名: (2-chloro-ethyl)-(2-nitro-phenyl)-sulfide；(2-Chlor-aethyl)-(2-nitro-phenyl)-sulfid；2-(2-Nitro-phenylmercapto)-aethylchlorid；2-Chlor-1-(2-nitro-phenylmercapto)-aethan；(β-Chlor-aethyl)-(2-nitro-phenyl)-sulfid；2-Nitro-1-(2-chlor-aethylmercapto)-benzol；1-[(2-chloroethyl)thio]-2-nitrobenzene；Sulfide, 2-chloroethyl o-nitrophenyl；1-(2-chloroethylsulfanyl)-2-nitrobenzene
• CAS: 62047-27-2
• 化学式: C₈H₈ClNO₂S
• 分子量: 217.676
• InChiKey: NDGBEMZDTZFYFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 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：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-[(2-氯乙基)硫代]-2-硝基苯 在 盐酸 、 双氧水 、 铁粉 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 3,4-二氢-2H-1,4-苯并噻嗪1,1-二氧化物
  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：

  硝基氯苯 在 氯化亚砜 、 乙醇 、 2,3-二甲基苯胺 作用下， 生成 1-[(2-氯乙基)硫代]-2-硝基苯
  参考文献：
  名称：

  Bennett; Berry, Journal of the Chemical Society, 1927, p. 1680

  摘要：

  DOI：

文献信息

• An odorless, one-pot synthesis of nitroaryl thioethers via S_NAr reactions through the in situ generation of S-alkylisothiouronium salts
  作者：Guo-ping Lu、Chun Cai

  DOI：10.1039/c4ra11490f

  日期：——

  A newly developed C–S bond formation nucleophilic aromatic substitution (SNAr) reaction in aqueous Triton X-100 (TX100) micelles has been disclosed. This chemistry, in which odorless, cheap and stable thiourea in place of thiols is used as the sulfur reagent, provides an efficient approach for the generation of nitroaryl thioethers, which are useful structural units of many bioactive molecules, rendering

  新开发的C-S键的形成亲核芳香取代（S Ñ在含水的Triton X-100（TX100）胶束的Ar）反应已经公开。该化学方法使用无味，廉价且稳定的硫脲代替硫醇作为硫试剂，为产生硝基芳基硫醚提供了一种有效的方法，硝基芳基硫醚是许多生物活性分子的有用结构单元，使该方法对于两种合成方法都具有吸引力和药物化学。
• Lecher, Chemische Berichte, 1925, vol. 58, p. 415
  作者：Lecher

  DOI：——

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

  DOI：——

  日期：——
• US5872300A
  申请人：——

  公开号：US5872300A

  公开（公告）日：1999-02-16
• [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.