3-(1-naphthylimino)-5-bromo-1,3-dihydro-indol-2-one | 57743-17-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(1-naphthylimino)-5-bromo-1,3-dihydro-indol-2-one
• 英文别名: 2H-Indol-2-one, 5-bromo-1,3-dihydro-3-(1-naphthalenylimino)-；5-bromo-3-naphthalen-1-ylimino-1H-indol-2-one
• CAS: 57743-17-6
• 化学式: C₁₈H₁₁BrN₂O
• 分子量: 351.202
• InChiKey: SNPUMLRYRRISDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴靛红 生成 3-(1-naphthylimino)-5-bromo-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  KALLMAYER H. J., ARCH. PHARM. 1975, 308, NO 10, 742-748

  摘要：

  DOI：

文献信息

• Synthesis and Pharmacological Activities of Hydrazones, Schiff and Mannich Bases of Isatin Derivatives.
  作者：Seshaiah Krishnan SRIDHAR、Atmakuru RAMESH

  DOI：10.1248/bpb.24.1149

  日期：——

  Schiff bases and phenyl hydrazone of isatins were prepared by reacting isatin and the appropriate aromatic primary amine/hydrazines. A new series of the corresponding N-mannich bases were synthesized by reacting them with formaldehyde and diphenylamine. The chemical structures were confirmed by means of their 1H-NMR, IR spectral data and elemental analysis. The compounds were screened for analgesic, antiinflammatory and antipyretic activity. 1-Diphenylaminomethyl-3-(1-naphthylimino)-1,3-dihydroindol-3-one (4), 3-(1-naphthylimino)-5-bromo-1,3-dihydroindol-2-one (2) and 1-diphenylaminomethyl-3-(4-methylphenylimino)-1,3-dihydroindol-3-one (7) were found to exhibit the highest analgesic, anti-inflammatory and antipyretic activity respectively. 1-Diphenylaminomethyl-3-(4-methylphenylimino)-1,3-dihydroindol-3-one (7) was found to be the most active compound of the series.

  通过异靛红与适当的芳香伯胺/肼反应，制备了异靛红的希夫碱和苯基腙。通过与甲醛和二苯胺反应，合成了一系列新的相应的 N-曼尼希碱。通过 1H-NMR、IR 光谱数据和元素分析确认了这些化合物的化学结构。对这些化合物进行了镇痛、抗炎和解热活性筛选。结果发现，1-二苯胺甲基-3-(1-萘亚氨基)-1,3-二氢吲哚-3-酮（4）、3-(1-萘亚氨基)-5-溴-1,3-二氢吲哚-2-酮（2）和 1-二苯胺甲基-3-(4-甲基苯基亚氨基)-1,3-二氢吲哚-3-酮（7）分别表现出最高的镇痛、抗炎和解热活性。研究发现，1-二苯胺甲基-3-（4-甲基苯基亚氨基）-1,3-二氢吲哚-3-酮（7）是该系列中活性最强的化合物。
• Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives
  作者：Seshaiah Krishnan Sridhar、Muniyandy Saravanan、Atmakuru Ramesh

  DOI：10.1016/s0223-5234(01)01255-7

  日期：2001.8

  Schiff bases and hydrazones of substituted isatins (1-28), were prepared by reacting isatin and aromatic primary amines/hydrazines. A new series of the corresponding N-Mannich base (29-35) was synthesised by reacting them with formaldehyde and diphenyl amine. The chemical structures were confirmed by means of H-1-NMR, IR spectral data and elemental analysis. The compounds were screened for antibacterial activity against seven Gram (+) and seven Gram (-) standard and pathological bacterial strains by the paper disc diffusion technique. The minimum inhibitory concentrations of the active compounds were determined. 1-Diphenyl amino-methyl-3-(4-bromo phenylimino)-1,3-dihydro-indol-3-one (30) and 3-(4-bromo phenylimino)-5-nitro-1,3-dihydroindol-3-one (13) were found to be the most actives compounds of the series. Mannich bases exhibited higher activity than the corresponding Schiff bases. (C) 2001 Editions scientifiques et medicales Elsevier SAS.
• GOLOVYASHKINA A. F., V SB. CZHNTEZ I PRIMENENIE NOVYX XIM. PREPARATOV PROTIV VILTA XLOPCHATNIK+
  作者：GOLOVYASHKINA A. F.

  DOI：——

  日期：——