3-(2-Aminobenzoyl)-1-vinyl-2-pyrrolidone | 1228371-89-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-Aminobenzoyl)-1-vinyl-2-pyrrolidone
• 英文别名: 3-(2-Aminobenzoyl)-1-ethenylpyrrolidin-2-one
• CAS: 1228371-89-8
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: SCFHMZQKPZAIPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-乙烯基吡咯烷酮 、 靛红酸酐 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 3-(2-Aminobenzoyl)-1-vinyl-2-pyrrolidone
  参考文献：
  名称：

  Confinement of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin in novel poly(vinylpyrrolidone)s modified with aromatic amines

  摘要：

  Polymeric derivatives of the biocompatible poly(vinylpyrrolidone) bearing discrete amounts of aromatic amines have been synthesized. The interaction of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin with a series of these copolymers (P10, P25, P50, P75, and P100, the numbers referring the molar percentage of incorporation of aromatic amines in the copolymers) has been analyzed regarding shifts of the absorption bands and shift of the transition pH between the di-anionic and the tetra-anionic forms of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin. The interaction between the dye and poly(vinylpyrrolidone) has also been studied as a control. The incorporated aromatic amines increase the hydrophobic properties of the resulting polymers and provide specific interactions with the tetra-anionic form of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin. Thus, P10 was soluble in water, P25 was dispersible in the form of polydisperse nanoparticles, and P50, P75, and P100 are insoluble in water. However, low polydisperse nanoparticles of mean size of 175 nm were formed by pouring I volume of a solution of P25 in DMSO into 9 volumes of water. These nanoparticles are permeable to 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin. Both P10 and P25 nanoparticles produce strong binding to 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin, stabilize the tetra-anionic form of the dye in a wide range of pH, and prevent the undesirable self-aggregation both in the form of H- and J-aggregates. It was shown that the affinity of the 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin for P10 is stronger than for chitosan, which gives insights concerning the possible stability of the complex in biological systems. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.06.028

文献信息

• [EN] FUNCTIONALIZATION OF 1-VINYL-2-PYRROLIDONE AT POSITION 3, COMPRISING THE OPENING OF CYCLIC PRECURSORS<br/>[ES] FUNCIONALIZACIÓN DE 1-VINIL-2-PIRROLIDONA EN POSICIÓN 3 MEDIANTE APERTURA DE PRECURSORES CÍCLICOS<br/>[FR] FONCTIONNALISATION DE 1-VINYL-2-PYRROLIDONE EN POSITION 3 AU MOYEN DE L'OUVERTURE DE PRÉCURSEURS CYCLIQUES
  申请人：CONSEJO SUPERIOR INVESTIGACION

  公开号：WO2010061025A1

  公开（公告）日：2010-06-03

  Compuestos de 1-vinil-2-pirrolidona funcionalizados con grupos hidroxilo, tiol, sulfonilo, amina o carboxilo. Además, la presente invención se refiere al procedimiento para la funcionalización de 1 -vinil-2-pirrolidona en posición 3 mediante apertura de precursores cíclicos y en una reacción de un solo paso y a polímeros o copolímeros que los incluyen, así como sus diferentes usos.
• Confinement of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin in novel poly(vinylpyrrolidone)s modified with aromatic amines
  作者：Myriam Gómez-Tardajos、Juan Pablo Pino-Pinto、Claudia Díaz-Soto、Mario E. Flores、Alberto Gallardo、Carlos Elvira、Helmut Reinecke、Hiroyuki Nishide、Ignacio Moreno-Villoslada

  DOI：10.1016/j.dyepig.2013.06.028

  日期：2013.12

  Polymeric derivatives of the biocompatible poly(vinylpyrrolidone) bearing discrete amounts of aromatic amines have been synthesized. The interaction of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin with a series of these copolymers (P10, P25, P50, P75, and P100, the numbers referring the molar percentage of incorporation of aromatic amines in the copolymers) has been analyzed regarding shifts of the absorption bands and shift of the transition pH between the di-anionic and the tetra-anionic forms of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin. The interaction between the dye and poly(vinylpyrrolidone) has also been studied as a control. The incorporated aromatic amines increase the hydrophobic properties of the resulting polymers and provide specific interactions with the tetra-anionic form of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin. Thus, P10 was soluble in water, P25 was dispersible in the form of polydisperse nanoparticles, and P50, P75, and P100 are insoluble in water. However, low polydisperse nanoparticles of mean size of 175 nm were formed by pouring I volume of a solution of P25 in DMSO into 9 volumes of water. These nanoparticles are permeable to 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin. Both P10 and P25 nanoparticles produce strong binding to 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin, stabilize the tetra-anionic form of the dye in a wide range of pH, and prevent the undesirable self-aggregation both in the form of H- and J-aggregates. It was shown that the affinity of the 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin for P10 is stronger than for chitosan, which gives insights concerning the possible stability of the complex in biological systems. (C) 2013 Elsevier Ltd. All rights reserved.