3-(4-bromo-phenylimino)-5-nitro-1,3-dihydro-indol-2-one | 91870-64-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(4-bromo-phenylimino)-5-nitro-1,3-dihydro-indol-2-one
• 英文别名: (3Z)-3-[(4-Bromophenyl)imino]-5-nitro-2,3-dihydro-1H-indol-2-one；3-(4-bromophenyl)imino-5-nitro-1H-indol-2-one
• CAS: 91870-64-3
• 化学式: C₁₄H₈BrN₃O₃
• mdl: MFCD00556102
• 分子量: 346.14
• InChiKey: WIGYEIDRTSITLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-bromo-phenylimino)-5-nitro-1,3-dihydro-indol-2-one 、 硫代乳酸 以 甲苯 为溶剂， 反应 10.0h， 以26%的产率得到3-(4-bromophenyl)-5-methyl-5'-nitrospiro[1,3-thiazolidine-2,3'-1H-indole]-2',4-dione
  参考文献：
  名称：

  潜在的抗惊厥药。七。5'-甲基螺[3 H-吲哚-3,2'-噻唑烷] -2,4'（1 H）-二酮的合成

  摘要：

  标题化合物是通过巯基乳酸与Isatin-3-imines的环缩合反应制得的。将5'-甲基-3'-苯基-螺基[3 H-吲哚-3,2'-噻唑烷] -2,4'（1 H）-二酮进行曼尼希缩合，得到1-取代的衍生物。除一个例外，所有产品在抗惊厥筛查中均处于非活性状态。

  DOI：

  10.1002/jhet.5570210203
• 作为产物：
  描述：

  2-羟基亚氨基-n-苯乙酰胺 在 硫酸 、 硝酸 作用下， 以 乙醇 为溶剂， 生成 3-(4-bromo-phenylimino)-5-nitro-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  Sridhar; Ramesh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 668 - 672

  摘要：

  DOI：

文献信息

• 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.
• RAJOPADHYE, M.;POPP, F. D., J. HETEROCYCL. CHEM., 1984, 21, N 2, 289-291
  作者：RAJOPADHYE, M.、POPP, F. D.

  DOI：——

  日期：——
• Potential anticonvulsants. VII. Synthesis of 5′-methylspiro[3<i>H</i>-indole-3,2′-thiazolidine]-2,4′(1<i>H</i>)-diones
  作者：Milind Rajopadhye、Frank D. Popp

  DOI：10.1002/jhet.5570210203

  日期：1984.3

  The title compounds have been prepared, by the cyclocondensation of thiolactic acid with isatin-3-imines. 5′-Methyl-3′-phenyl-spiro[3H-indole-3,2′-thiazolidine]-2,4′(1H)-dione has been subjected to the Mannich condensation to give 1-substituted derivatives. With one exception, all of the products were inactive in an anticonvulsant screen.

  标题化合物是通过巯基乳酸与Isatin-3-imines的环缩合反应制得的。将5'-甲基-3'-苯基-螺基[3 H-吲哚-3,2'-噻唑烷] -2,4'（1 H）-二酮进行曼尼希缩合，得到1-取代的衍生物。除一个例外，所有产品在抗惊厥筛查中均处于非活性状态。
• Sridhar; Ramesh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 668 - 672
  作者：Sridhar、Ramesh

  DOI：——

  日期：——