2-methyl-4-phthalimidobut-2-enoic acid | 732303-92-3

• 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: 2-methyl-4-phthalimidobut-2-enoic acid
• 英文别名: (E)-4-(1,3-dioxoisoindol-2-yl)-2-methylbut-2-enoic acid
• CAS: 732303-92-3
• 化学式: C₁₃H₁₁NO₄
• 分子量: 245.235
• InChiKey: BELNEOVJBWZABU-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methyl-4-phthalimidobut-2-enoic acid 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 21.0h， 生成 [(2R)-(3,3-dimethylbutyro-1,4-lactonyl)]-2-methyl-4-phthalimidobut-2-enoate
  参考文献：
  名称：

  Synthesis and resolution of 2-methyl analogues of GABA

  摘要：

  E-4-Amino-2-methylbut-2-enoic acid, (+/-)-4-amino-2-methylbutanoic acid, (+)-(S)- and (-)-(R)-4-amino-2-methylbutanoic acid, which are analogues of the inhibitory neurotransmitter GABA (gamma-aminobutyric acid, 4-aminobutanoic acid), were synthesised from ethyl 2-methyl-4-phthalimidobut-2-enoate, ethyl 2-methyl-4-phthilimidobutanoate, (+)+2R-(3,3-dimethylbutyro-1,4-lactonyl)]-(2S)-methyl-4-phthalimidobutanoate and (-)-[(2R-(3,3-dimethylbutyro-1,4-lactonyl)]-(2R)-methyl-4-phthalimidobutanoate, respectively. The assignment of the absolute configuration of (+)-(S)- and (-)-(R)-4-amino-2-methylbutanoic acid was based on the X-ray crystallographic structure of the (+)-(R,S)-diastereoisomer, and direct comparison of specific rotations with the published data for (-)-(R)-4-amino-2-methylbutanoic acid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.04.002
• 作为产物：
  描述：

  惕各酸乙酯 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 84.0h， 生成 2-methyl-4-phthalimidobut-2-enoic acid
  参考文献：
  名称：

  Synthesis and resolution of 2-methyl analogues of GABA

  摘要：

  E-4-Amino-2-methylbut-2-enoic acid, (+/-)-4-amino-2-methylbutanoic acid, (+)-(S)- and (-)-(R)-4-amino-2-methylbutanoic acid, which are analogues of the inhibitory neurotransmitter GABA (gamma-aminobutyric acid, 4-aminobutanoic acid), were synthesised from ethyl 2-methyl-4-phthalimidobut-2-enoate, ethyl 2-methyl-4-phthilimidobutanoate, (+)+2R-(3,3-dimethylbutyro-1,4-lactonyl)]-(2S)-methyl-4-phthalimidobutanoate and (-)-[(2R-(3,3-dimethylbutyro-1,4-lactonyl)]-(2R)-methyl-4-phthalimidobutanoate, respectively. The assignment of the absolute configuration of (+)-(S)- and (-)-(R)-4-amino-2-methylbutanoic acid was based on the X-ray crystallographic structure of the (+)-(R,S)-diastereoisomer, and direct comparison of specific rotations with the published data for (-)-(R)-4-amino-2-methylbutanoic acid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.04.002

文献信息

• [EN] NOVEL OXADIAZOLE COMPOUNDS<br/>[FR] COMPOSÉS INÉDITS D'OXADIAZOLE
  申请人：ABBOTT LAB

  公开号：WO2011071570A1

  公开（公告）日：2011-06-16

  Novel oxadiazole compounds, pharmaceutical compositions containing such compounds and the use of those compounds or compositions as agonists or antagonists of the S1P family of G protein-coupled receptors for treating diseases associated with modulation of S1P family receptor activity, in particular by affording a beneficial immunosuppressive effect are disclosed.

  新型噁二唑化合物，含有这种化合物的药物组合物以及将这些化合物或组合物用作治疗与调节S1P家族G蛋白偶联受体活性相关的疾病的激动剂或拮抗剂的用途被披露，特别是通过提供有益的免疫抑制作用。
• Novel Oxadiazole Compounds
  申请人：Cusack Kevin P.

  公开号：US20110207704A1

  公开（公告）日：2011-08-25

  Novel oxadiazole compounds, pharmaceutical compositions containing such compounds and the use of those compounds or compositions as agonists or antagonists of the S1P family of G protein-coupled receptors for treating diseases associated with modulation of S1P family receptor activity, in particular by affording a beneficial immunosuppressive effect are disclosed.

  本发明涉及新型噁二唑类化合物、含有该类化合物的制药组合物，以及将这些化合物或组合物作为S1P家族G蛋白偶联受体的激动剂或拮抗剂，用于治疗与S1P家族受体活性调节相关的疾病，特别是通过提供有益的免疫抑制作用。
• Water-based inks for ink-jet printing
  申请人：Mizushima Ryuma

  公开号：US20060052480A1

  公开（公告）日：2006-03-09

  There are provided a water dispersion containing colorant-containing water-insoluble vinyl polymer particles, as well as a water-based ink containing the water dispersion. The water-insoluble vinyl polymer is a polymer containing constitutional units represented by the formulae (1) and (2): wherein R 1 is a hydrogen atom or a methyl group; and R 2 is a substituted or unsubstituted arylalkyl group or a substituted or unsubstituted aryl group; and wherein R 3 is a hydrogen atom or a methyl group; R 4 O is an oxypropylene group; R 5 O is an oxyalkylene group having 2 or 4 carbon atoms; R 6 is a hydrogen atom, an alkyl group or an unsubstituted or alkyl-substituted phenyl group; x is a number from 1 to 30; and y is a number from 0 to 30, with the proviso that a weight ratio of the constitutional units of formula (1) to formula (2) in the polymer ranges from 1/2 to 10/1.

  本发明提供了一种含有含着色剂的水不溶性乙烯基聚合物颗粒的水分散体，以及一种含有该水分散体的水基油墨。水不溶性乙烯基聚合物是一种含有由式（1）和（2）表示的构型单元的聚合物： 其中 R 1 是氢原子或甲基；R 2 是取代或未取代的芳烷基或取代或未取代的芳基；以及 其中 R 3 是氢原子或甲基 4 O 是氧丙烯基团； R 5 O 是具有 2 个或 4 个碳原子的氧亚烷基 6 是氢原子、烷基或未取代或烷基取代的苯基；x 是 1 至 30 之间的数字；y 是 0 至 30 之间的数字，但聚合物中式 (1) 和式 (2) 结构单元的重量比为 1/2 至 10/1。
• Aqueous dispersions containing graft copolymers as the dispersant
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0826751B1

  公开（公告）日：2004-04-28
• Aqueous pigmented ink jet inks for printing on vinyls
  申请人：E.I. DUPONT DE NEMOURS AND COMPANY

  公开号：EP0974626B1

  公开（公告）日：2004-05-19