N-(2-bromophenyl)-2-(acetylamino)benzenesulfonamide | 132749-60-1

• 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: N-(2-bromophenyl)-2-(acetylamino)benzenesulfonamide
• 英文别名: N-[2-[(2-bromophenyl)sulfamoyl]phenyl]acetamide
• CAS: 132749-60-1
• 化学式: C₁₄H₁₃BrN₂O₃S
• 分子量: 369.239
• InChiKey: UFSZBKYZIIHKFX-UHFFFAOYSA-N

物化性质

• 熔点：
  170-171 °C(Solv: ethanol (64-17-5))
• 密度：
  1.620±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-bromophenyl)-2-(acetylamino)benzenesulfonamide 在 sodium methylate 、 铜 、 potassium carbonate 、 copper(I) bromide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 6-methyl-6,11-dihydro-11-(chloroacetyl)dibenzo<1,2,5>thiadiazepine 5,5-dioxide
  参考文献：
  名称：

  New dibenzothiadiazepine derivatives with antidepressant activities

  摘要：

  A new series of 11-[(aminoalkyl)carbonyl] derivatives of 6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide (10-39) were synthesized and evaluated for potential antidepressant activity in the apomorphine-induced hypothermia (Apo 16) test. Effects on reserpine-induced hypothermia and toxicity for the most potent antagonists of Apo 16 hypothermia were also studied. Structure-activity relationships are reported. Anticholinergic effects were evaluated for compound 12, identified as the most potent and least toxic in this series, by assessing physostigmine lethality. Compound 12 was also subjected to X-ray analysis.

  DOI：

  10.1021/jm00108a018
• 作为产物：
  描述：

  N-(2-bromophenyl)-2-nitrobenzenesulfonamide 在 铁粉 、 溶剂黄146 作用下， 反应 1.0h， 生成 N-(2-bromophenyl)-2-(acetylamino)benzenesulfonamide
  参考文献：
  名称：

  New dibenzothiadiazepine derivatives with antidepressant activities

  摘要：

  A new series of 11-[(aminoalkyl)carbonyl] derivatives of 6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide (10-39) were synthesized and evaluated for potential antidepressant activity in the apomorphine-induced hypothermia (Apo 16) test. Effects on reserpine-induced hypothermia and toxicity for the most potent antagonists of Apo 16 hypothermia were also studied. Structure-activity relationships are reported. Anticholinergic effects were evaluated for compound 12, identified as the most potent and least toxic in this series, by assessing physostigmine lethality. Compound 12 was also subjected to X-ray analysis.

  DOI：

  10.1021/jm00108a018

文献信息

• DIARYLSULTAM DERIVATIVES
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP0881220A1

  公开（公告）日：1998-12-02

  Compounds represented by the formula: A-C(X)(Y)-C(R1)(R2)-Z, wherein Z represents, for example, a group of -N(R3)-(CH2)p-B wherein R3 is alkyl group or other; p is integer of 3 to 8; B is a group represented by the following formula: wherein R7, R8, R9 and R10 represent hydrogen atom, halogen atom, alkyl group or other; X' is -S-, S(O)-, -S(O)2-, -O-, or -N(R11)- wherein R11 is hydrogen atom, alkyl group or acyl group; W and W' represent benzene ring, or 5- to 7-membered heteroaryl group; X is cycloalkyl group, aryl group or other; Y is hydrogen atom, alkyl group, alkenyl group or other; A is -O-R6 wherein R6 is hydrogen atom, alkyl group, cycloalkyl group etc.; and R1 and R2 represent hydrogen atom, alkyl group or other. The compounds have high affinity and selectivity for sigma 2 binding site, and therefore they are useful as selective sigma 2 ligands for therapeutic and/or preventive treatment of various diseases and symptoms caused by sigma 2 ligands.

  由式表示的化合物：A-C(X)(Y)-C(R1)(R2)-Z，其中 Z 代表例如-N(R3)-(CH2)p-B 的基团，其中 R3 是烷基或其他基团；p 是 3 至 8 的整数；B 是下式所代表的基团： 其中 R7、R8、R9 和 R10 代表氢原子、卤素原子、烷基或其他； X'是-S-、S(O)-、-S(O)2-、-O-或-N(R11)-，其中 R11 是氢原子、烷基或酰基；W 和 W'代表苯环或 5 至 7 元杂芳基；X 代表环烷基、芳基或其他；Y 代表氢原子、烷基、烯基或其他；A 代表-O-R6，其中 R6 代表氢原子、烷基、环烷基等。R1 和 R2 代表氢原子、烷基或其他。 这些化合物对 sigma 2 结合位点具有高亲和力和选择性，因此可作为选择性 sigma 2 配体，用于治疗和/或预防由 sigma 2 配体引起的各种疾病和症状。
• GIANNOTTI, DANILO;VITI, GIOVANNI;SBRACI, PIERO;PESTELLINI, VITTORIO;VOLTE+, J. MED. CHEM., 34,(1991) N, C. 1356-1362
  作者：GIANNOTTI, DANILO、VITI, GIOVANNI、SBRACI, PIERO、PESTELLINI, VITTORIO、VOLTE+

  DOI：——

  日期：——
• New dibenzothiadiazepine derivatives with antidepressant activities
  作者：Danilo Giannotti、Giovanni Viti、Piero Sbraci、Vittorio Pestellini、Giovanna Volterra、Franco Borsini、Alessandro Lecci、Alberto Meli、Paolo Dapporto、Paola Paoli

  DOI：10.1021/jm00108a018

  日期：1991.4

  A new series of 11-[(aminoalkyl)carbonyl] derivatives of 6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide (10-39) were synthesized and evaluated for potential antidepressant activity in the apomorphine-induced hypothermia (Apo 16) test. Effects on reserpine-induced hypothermia and toxicity for the most potent antagonists of Apo 16 hypothermia were also studied. Structure-activity relationships are reported. Anticholinergic effects were evaluated for compound 12, identified as the most potent and least toxic in this series, by assessing physostigmine lethality. Compound 12 was also subjected to X-ray analysis.