1-[N-acetyl-N-(4-acetoxyphenyl)amino]pyrrole | 55872-81-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 1-[N-acetyl-N-(4-acetoxyphenyl)amino]pyrrole
• 英文别名: [4-[Acetyl(pyrrol-1-yl)amino]phenyl] acetate
• CAS: 55872-81-6
• 化学式: C₁₄H₁₄N₂O₃
• 分子量: 258.277
• InChiKey: CTYMSBLCRRRKNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-benzoyl-1-(4-benzyloxyphenyl)hydrazine hydrochloride 在 palladium on activated charcoal 吡啶 、 氢氧化钾 、 氢气 、 sodium acetate 、 sodium hydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、324.05 kPa 条件下， 反应 2.75h， 生成 1-[N-acetyl-N-(4-acetoxyphenyl)amino]pyrrole
  参考文献：
  名称：

  Synthesis and antibacterial activity of 1-(arylamino)-1H-pyrroles and 4-(1H-pyrrol-1-ylimino)-2,5-cyclohexadienes

  摘要：

  The syntheses of 1-(arylamino)-1H-pyrroles and 4-(1H-pyrrol-1-ylimino)-2-5-cyclohexadienes are described. Several of these compounds express in vitro antibacterial activity or can be metabolized to show in vitro antibacterial activity, and a few examples have shown efficacy against tuberculosis in mice. One compound, N,N'-(2,5-cyclohexadiene-1,4-diylidene)bis-1H-pyrrol-1-amine, is completely effective at 6.25 mg/kg against Mycobacterium tuberculosis H37Rv.

  DOI：

  10.1021/jm00143a011

文献信息

• 1-(Arylamino)-and 1-(arylimino)-pyrroles
  申请人：Sterling Drug Inc.

  公开号：US04051147A1

  公开（公告）日：1977-09-27

  1-(Arylamino)pyrroles and 1-(arylimino)pyrroles, useful as antibacterial agents, are prepared by reaction of an arylhydrazine or arylhydrazone with a 2,5-di-lower-alkoxytetrahydrofuran or with an alkanedione; by reaction of a 1-arylaminopyrrole with an oxalyl dihalide followed by oxidative hydrolysis of the product; by condensation of a 1-aminopyrrole with a quinone; or by oxidation or reduction of a respective 1-(arylamino)pyrrole or 1-(arylimino)pyrrole.

  1-(芳基氨基)吡咯和1-(芳基亚胺基)吡咯，作为抗菌剂，可通过芳基肼或芳基肼酮与2,5-二低烷氧基四氢呋喃或烷二酮反应制备；通过1-芳基氨基吡咯与草酰二卤代物反应，然后氧化水解产物；通过1-氨基吡咯与醌的缩合反应；或者通过氧化或还原相应的1-(芳基氨基)吡咯或1-(芳基亚胺基)吡咯制备。
• JOHNSON, R. E.;SORIA, A. E.;O CONNOR, J. R.;DOBSON, R. A., J. MED. CHEM., 1981, 24, N 11, 1314-1319
  作者：JOHNSON, R. E.、SORIA, A. E.、O CONNOR, J. R.、DOBSON, R. A.

  DOI：——

  日期：——
• US4138405A
  申请人：——

  公开号：US4138405A

  公开（公告）日：1979-02-06
• US4163015A
  申请人：——

  公开号：US4163015A

  公开（公告）日：1979-07-31
• Synthesis and antibacterial activity of 1-(arylamino)-1H-pyrroles and 4-(1H-pyrrol-1-ylimino)-2,5-cyclohexadienes
  作者：Robert E. Johnson、Albert E. Soria、John R. O'Connor、Richard A. Dobson

  DOI：10.1021/jm00143a011

  日期：1981.11

  The syntheses of 1-(arylamino)-1H-pyrroles and 4-(1H-pyrrol-1-ylimino)-2-5-cyclohexadienes are described. Several of these compounds express in vitro antibacterial activity or can be metabolized to show in vitro antibacterial activity, and a few examples have shown efficacy against tuberculosis in mice. One compound, N,N'-(2,5-cyclohexadiene-1,4-diylidene)bis-1H-pyrrol-1-amine, is completely effective at 6.25 mg/kg against Mycobacterium tuberculosis H37Rv.