N,N'-(1,2-phenylene)bis(4-fluorobenzamide) | 418782-17-9

• 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,N'-(1,2-phenylene)bis(4-fluorobenzamide)
• 英文别名: 4-fluoro-N-{2-[(4-fluorobenzoyl)amino]phenyl}benzamide；4-fluoro-N-[2-[(4-fluorobenzoyl)amino]phenyl]benzamide
• CAS: 418782-17-9
• 化学式: C₂₀H₁₄F₂N₂O₂
• 分子量: 352.34
• InChiKey: LTYIOUBDOAEHHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-(1,2-phenylene)bis(4-fluorobenzamide) 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 以59%的产率得到N,N'-(1,2-phenylene)bis(4-fluorobenzothioamide)
  参考文献：
  名称：

  A journey from benzanilides to dithiobenzanilides: Synthesis of selective spasmolytic compounds

  摘要：

  A series of dithiobenzanilide derivatives was synthesized and each compound was evaluated for its ability to reduce KCl-induced contractions of smooth muscle preparations of the guinea pig. Starting from a recent publication describing benzanilide derivatives as antispasmodic agents, structure-activity guided synthesis was performed to obtain compounds with improved spasmolytic activity. First, compounds with two amide bonds were designed and second, both amide oxygens were replaced by two sp(2) sulfur atoms resulting in dithiobenzanilide derivatives. The most potent antispasmodic dithiobenzanilide 19 showed improved activity with an IC50 value of 0.4 mu M. Moreover, the study also demonstrated that these active compounds were able to antagonize the effect of spasmogens like acetylcholine and phenylephrine and that the activity is not mediated by activation of ATP-dependent potassium channels (K-ATP-channels) or inhibition of endothelial nitric oxide synthase (eNOS). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.043
• 作为产物：
  描述：

  对氟苯甲酰氯 、 邻苯二胺 以 四氢呋喃 为溶剂， 生成 N,N'-(1,2-phenylene)bis(4-fluorobenzamide)
  参考文献：
  名称：

  A journey from benzanilides to dithiobenzanilides: Synthesis of selective spasmolytic compounds

  摘要：

  A series of dithiobenzanilide derivatives was synthesized and each compound was evaluated for its ability to reduce KCl-induced contractions of smooth muscle preparations of the guinea pig. Starting from a recent publication describing benzanilide derivatives as antispasmodic agents, structure-activity guided synthesis was performed to obtain compounds with improved spasmolytic activity. First, compounds with two amide bonds were designed and second, both amide oxygens were replaced by two sp(2) sulfur atoms resulting in dithiobenzanilide derivatives. The most potent antispasmodic dithiobenzanilide 19 showed improved activity with an IC50 value of 0.4 mu M. Moreover, the study also demonstrated that these active compounds were able to antagonize the effect of spasmogens like acetylcholine and phenylephrine and that the activity is not mediated by activation of ATP-dependent potassium channels (K-ATP-channels) or inhibition of endothelial nitric oxide synthase (eNOS). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.043

文献信息

• CHLORINE RESISTANT POLYAMIDES AND MEMBRANES MADE FROM THE SAME
  申请人：Murphy Andrew Patrick

  公开号：US20080277333A1

  公开（公告）日：2008-11-13

  A chlorine resistant polyamide is formed from the reaction product of an amine and an acid chloride monomer wherein the acid chloride monomer is modified with electron-withdrawing groups that exhibit sufficient activity to (i) minimize any chlorination on both the amine and acid chloride side and (ii) minimize N-chlorination. A membrane is made from the polyamide and, in one application, the membrane is used in a desalination unit.
• US7806275B2
  申请人：——

  公开号：US7806275B2

  公开（公告）日：2010-10-05
• [EN] CHLORINE RESISTANT POLYAMIDES AND MEMBRANES MADE FROM THE SAME<br/>[FR] POLYAMIDES RÉSISTANT AU CHLORE ET MEMBRANES PRODUITES À PARTIR DE CEUX-CI
  申请人：US GOV INTERIOR

  公开号：WO2008140840A1

  公开（公告）日：2008-11-20

  [EN] A chlorine resistant polyamide is formed from the reaction product of an amine and an acid chloride monomer wherein the acid chloride monomer is modified with electron-withdrawing groups that exhibit sufficient activity to (i) minimize any chlorination on both the amine and acid chloride side and (ii) minimize N-chlorination. A membrane is made from the polyamide and, in one application, the membrane is used in a desalination unit.
  [FR] L'invention concerne un polyamide résistant au chlore formé à partir d'un produit de réaction d'une amine et d'un monomère de chlorure d'acide, ce monomère étant modifié avec des groupes de retrait d'électrons qui présentent une activité suffisante à (i) réduire au minimum toute chloration sur le côté amine et sur le côté chlorure d'acide et (ii) à réduire au minimum la N-chloration. Une membrane est produite à partir de ce polyamide et, dans l'une de ses applications, cette membrane est utilisée dans une unité de dessalement.