N,N'-(5-acetyl-2-chloro-m-phenylene)dioxamic acid | 53882-37-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N'-(5-acetyl-2-chloro-m-phenylene)dioxamic acid
• 英文别名: 2-[5-Acetyl-2-chloro-3-(oxaloamino)anilino]-2-oxoacetic acid
• CAS: 53882-37-4
• 化学式: C₁₂H₉ClN₂O₇
• 分子量: 328.666
• InChiKey: MJUGSOPGABZHML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.59
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  149.87
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-chloro-3,5-dinitrobenzoyl chloride 在 盐酸 、 sodium hydroxide 、 三乙胺 、 tin(ll) chloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N,N'-(5-acetyl-2-chloro-m-phenylene)dioxamic acid
  参考文献：
  名称：

  N,N'-(phenylene)dioxamic acids and their esters as antiallergy agents

  摘要：

  A series of dialkyl N,N'-(m-phenylene)dioxamates was synthesized by treatment of the requisite m-phenylenediamines with an alkyloxalyl chloride in the presence of triethylamine. Hydrolysis with sodium hydroxide solution gave the corresponding N,N'-(m-phenylene)dioxamic acids. Several N,N'-(p-phenylene)dioxamic acids were synthesized also in the same manner starting with the requisite p-phenylenediamines. These compounds were tested in the rat passive cutaneous anaphylaxis (PCA) assay. When tested iv, activity was found in the N,N'-(m-phenylene) dioxamic acids up to 2500 times that shown by disodium cromoglycate [50% inhibition at 0.001 mg/kg for N,N'-(2-chloro-5-cyano-m-phenylene)dioxamic acid (compound 61)]. Oral activity was seen in this series of compounds with duration of activity up to 120 min. Oral activity was detected in diethyl N,N'-(2-chloro-5-cyano-m-phenylene)dioxamate (compound 38) at levels of drug as low as 0.1 mg/kg.

  DOI：

  10.1021/jm00207a016

文献信息

• US4089973A
  申请人：——

  公开号：US4089973A

  公开（公告）日：1978-05-16
• US4095028A
  申请人：——

  公开号：US4095028A

  公开（公告）日：1978-06-13
• US4159278A
  申请人：——

  公开号：US4159278A

  公开（公告）日：1979-06-26
• US4186127A
  申请人：——

  公开号：US4186127A

  公开（公告）日：1980-01-29
• US4281151A
  申请人：——

  公开号：US4281151A

  公开（公告）日：1981-07-28