3'-[二[2-[(甲基磺酰基)氧基]乙基]氨基]乙酰苯胺 | 22964-45-0

• 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: 3'-[二[2-[(甲基磺酰基)氧基]乙基]氨基]乙酰苯胺
• 英文名称: N,N-bis(2-(methylsulfonyloxy)ethyl)-3-acetamidoaniline
• 英文别名: Acetamide, N-[3-[bis[2-[(methylsulfonyl)oxy]ethyl]amino]phenyl]-；2-[3-acetamido-N-(2-methylsulfonyloxyethyl)anilino]ethyl methanesulfonate
• CAS: 22964-45-0
• 化学式: C₁₄H₂₂N₂O₇S₂
• 分子量: 394.47
• InChiKey: JKIKOACAXPEUOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  8

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  3'-[二[2-[(甲基磺酰基)氧基]乙基]氨基]乙酰苯胺 在 sodium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以75%的产率得到N,N-Bis-<2-chlor-aethyl>-N'-acetyl-m-phenylendiamin
  参考文献：
  名称：

  Synthesis and structure–analgesic activity relationships of a novel series of monospirocyclopiperazinium salts (MSPZ)

  摘要：

  A series of monospirocyclopiperazinium salts were designed and synthesized to search for a peripherally-acting analgesic drug with low side effects. Extensive SAR studies revealed that a suitable (NRR3)-R-2 was critical for the analgesic activity, which might be beneficial to expose the cationic nitrogen to bind to the receptor, and possibly interact with the receptor via pi-pi interaction. Introduction of substituting group on the N-4-phenyl ring could improve the activity, and the best position was the 4-position. Compound 14n showed more potent analgesic activity (63%, 20 mu M/kg, sc) and holds promise for development as a mechanically new analgesic drug. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.052
• 作为产物：
  描述：

  3-(N,N-二羟乙基)氨基乙酰苯胺 、 甲基磺酰氯 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以62%的产率得到3'-[二[2-[(甲基磺酰基)氧基]乙基]氨基]乙酰苯胺
  参考文献：
  名称：

  Synthesis and structure–analgesic activity relationships of a novel series of monospirocyclopiperazinium salts (MSPZ)

  摘要：

  A series of monospirocyclopiperazinium salts were designed and synthesized to search for a peripherally-acting analgesic drug with low side effects. Extensive SAR studies revealed that a suitable (NRR3)-R-2 was critical for the analgesic activity, which might be beneficial to expose the cationic nitrogen to bind to the receptor, and possibly interact with the receptor via pi-pi interaction. Introduction of substituting group on the N-4-phenyl ring could improve the activity, and the best position was the 4-position. Compound 14n showed more potent analgesic activity (63%, 20 mu M/kg, sc) and holds promise for development as a mechanically new analgesic drug. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.052

文献信息

• Synthesis and structure–analgesic activity relationships of a novel series of monospirocyclopiperazinium salts (MSPZ)
  作者：Song-Wen Lin、Qi Sun、Ze-Mei Ge、Xin Wang、Jia Ye、Run-Tao Li

  DOI：10.1016/j.bmcl.2010.12.052

  日期：2011.2

  A series of monospirocyclopiperazinium salts were designed and synthesized to search for a peripherally-acting analgesic drug with low side effects. Extensive SAR studies revealed that a suitable (NRR3)-R-2 was critical for the analgesic activity, which might be beneficial to expose the cationic nitrogen to bind to the receptor, and possibly interact with the receptor via pi-pi interaction. Introduction of substituting group on the N-4-phenyl ring could improve the activity, and the best position was the 4-position. Compound 14n showed more potent analgesic activity (63%, 20 mu M/kg, sc) and holds promise for development as a mechanically new analgesic drug. (C) 2010 Elsevier Ltd. All rights reserved.