3-amino-N-phenylphthalimide | 20579-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-amino-N-phenylphthalimide
• 英文别名: 3-Amino-N-phenyl-phthalimid；N-phenyl-3-amino-phthalimide；4-amino-2-phenylisoindole-1,3-dione
• CAS: 20579-79-7
• 化学式: C₁₄H₁₀N₂O₂
• mdl: MFCD00441119
• 分子量: 238.246
• InChiKey: IYNXMRJUAJBGGM-UHFFFAOYSA-N

物化性质

• 熔点：
  185-187 °C
• 沸点：
  459.2±47.0 °C(Predicted)
• 密度：
  1.409±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 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：
  63.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氯-2-苯基异吲哚-1,3-二酮 、 3-amino-N-phenylphthalimide 在 palladium diacetate potassium phosphate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以91%的产率得到
  参考文献：
  名称：

  Toward poly(aminophthalimide), structures of dimers and trimers

  摘要：

  Poly(aminophthalimide) (PAP) dimers and trimers have been synthesized by palladium-catalyzed cross-coupling reactions of 3-aminophthalimides with 3-chloro- and 3,6-dichlorophthalimide, respectively. When Pd(OAc)(2), XPhos (2-dicyclohexylphosphino-2',4',6'- triisopropylbiphenyl), and K3PO4 are used, the C-N bond-forming reactions proceed quantitatively. The structures of those oligomers are examined by experimental and theoretical techniques including NMR, IR, single-crystal X-ray diffraction, and DFT calculations. The strong preference for cisoid structure of the diphthalimidylamine unit bearing a bifurcate hydrogen bonding is disclosed. Therefore, the aminophthalimide backbone is a highly promising candidate for the construction of a dynamically ordered helical structure. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.002
• 作为产物：
  描述：

  3-acetylamino-N-phenylphthalimide 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以58%的产率得到3-amino-N-phenylphthalimide
  参考文献：
  名称：

  Toward poly(aminophthalimide), structures of dimers and trimers

  摘要：

  Poly(aminophthalimide) (PAP) dimers and trimers have been synthesized by palladium-catalyzed cross-coupling reactions of 3-aminophthalimides with 3-chloro- and 3,6-dichlorophthalimide, respectively. When Pd(OAc)(2), XPhos (2-dicyclohexylphosphino-2',4',6'- triisopropylbiphenyl), and K3PO4 are used, the C-N bond-forming reactions proceed quantitatively. The structures of those oligomers are examined by experimental and theoretical techniques including NMR, IR, single-crystal X-ray diffraction, and DFT calculations. The strong preference for cisoid structure of the diphthalimidylamine unit bearing a bifurcate hydrogen bonding is disclosed. Therefore, the aminophthalimide backbone is a highly promising candidate for the construction of a dynamically ordered helical structure. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.002

文献信息

• [EN] PEPTIDOMIMETIC AGENTS, SYNTHESIS AND USES THEREOF<br/>[FR] AGENTS PEPTIDOMIMÉTIQUES, SYNTHÈSE ET UTILISATIONS DE CEUX-CI
  申请人：FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH

  公开号：WO2020227588A1

  公开（公告）日：2020-11-12

  Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

  描述了用于合成肽类模拟药物的化合物；合成肽类模拟药物；肽类模拟诊断和治疗剂；以及化合物和肽类模拟药物在药物发现、诊断、预防和治疗疾病中的用途。
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  作者：RANGNEKAR D. W.、 RAJADHYAKSHA D. D.

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  日期：——