4,4'-bis(acetamido)benzophenone | 50296-99-6

• 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: 4,4'-bis(acetamido)benzophenone
• 英文别名: 4,4'-diacetamidobenzophenone；p,p-di(acetylamino)benzophenone；4,4'-bis-acetylamino-benzophenone；4,4'-Bis-acetylamino-benzophenon；4.4'-Bis-acetamino-benzophenon；4,4'-Diacetyldiamino-benzophenon；N-(4-(4-(Acetylamino)benzoyl)phenyl)acetamide；N-[4-(4-acetamidobenzoyl)phenyl]acetamide
• CAS: 50296-99-6
• 化学式: C₁₇H₁₆N₂O₃
• 分子量: 296.326
• InChiKey: RMSWUMRLQTYSPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4'-bis(acetamido)benzophenone 在 盐酸 、 硫酸 、 溴 作用下， 生成 双(4-氨基-3-溴苯基)甲酮
  参考文献：
  名称：

  Rivier; Farine, Helvetica Chimica Acta, 1929, vol. 12, p. 868

  摘要：

  DOI：
• 作为产物：
  描述：

  Trichlormethyl-di-(4-acetamido-phenyl)-methan 在 chromium(VI) oxide 、 氢氧化钾 作用下， 生成 4,4'-bis(acetamido)benzophenone
  参考文献：
  名称：

  1,1 1-三氯-2,2-双-（对氨基苯基）-乙烷的抗结核作用。

  摘要：

  DOI：

  10.1021/ja01196a061

文献信息

• Evans, Neil A., Australian Journal of Chemistry, 1983, vol. 36, # 2, p. 409 - 413
  作者：Evans, Neil A.

  DOI：——

  日期：——
• Synthesis and Antiproliferative Effects of [3]Ferrocenophane Transposition Products and Pinacols Obtained from McMurry Cross-Coupling Reactions
  作者：Meral Görmen、Pascal Pigeon、Elizabeth A. Hillard、Anne Vessières、Michel Huché、Marie-Aude Richard、Michael J. McGlinchey、Siden Top、Gérard Jaouen

  DOI：10.1021/om300382h

  日期：2012.8.27

  We here report the synthesis and antiproliferative activities of two new series of ferrocenophanes obtained from McMurry cross-coupling reactions of [3]ferrocenophan-1-one with benzophenone, 4-hydroxybenzophenone, 4,4'-dihydroxybenzophenone, and 4,4'-diacetylaminobenzophenone. In addition to the main formation of olefins at reflux, tetrahedral transposition products, resulting from a pinacolic rearrangement, were also isolated in about 10% yields. Lowering the temperature of the reaction to 0 degrees C allowed the isolation of pinacols, which could be transformed into transposition compounds in good yields. Three ferrocenophane compounds have been characterized by X-ray crystallography: 1-(p-hydroxyphenyl)-1-phenyl-2-oxo[4]ferrocenophane (7b), 1,1-dipheny1-2-oxo[4]ferrocenophane (7c), and 1-hydroxy-1[1-hydroxy-1-[3]ferrocenophanyl][3]ferrocenophane (12) crystallize in monoclinic P2(1)/n, triclinic P (1) over bar and monoclinic P2(1)/c space groups, respectively. The antiproliferative effects on hormone-independent breast cancer cells (MDA-MB-231) of the transposition compounds are generally lower than those of their corresponding butene analogues (IC50 values in micromolar versus nanomolar range). In contrast and quite surprisingly, the pinacol complexes are significantly cytotoxic (IC50 in the nanomolar range), among the most cytotoxic ferrocene compounds prepared so far. This antiproliferative activity may be linked to their oxidative cleavage.
• Researches on Substituted 5-Phenylhydantoins¹
  作者：Henry R. Henze、Arthur Furman Isbell

  DOI：10.1021/ja01645a029

  日期：1954.8
• Fierz; Koechlin, Helvetica Chimica Acta, 1918, vol. 1, p. 223
  作者：Fierz、Koechlin

  DOI：——

  日期：——
• EVANS, N. A., AUSTRAL. J. CHEM., 1983, 36, N 2, 409-413
  作者：EVANS, N. A.

  DOI：——

  日期：——