5,6-dimethoxy-2-[(4-methylphenyl)sulfonyl]isoindoline | 112806-56-1

• 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: 5,6-dimethoxy-2-[(4-methylphenyl)sulfonyl]isoindoline
• 英文别名: 1H-Isoindole, 2,3-dihydro-5,6-dimethoxy-2-[(4-methylphenyl)sulfonyl]-；5,6-dimethoxy-2-(4-methylphenyl)sulfonyl-1,3-dihydroisoindole
• CAS: 112806-56-1
• 化学式: C₁₇H₁₉NO₄S
• 分子量: 333.408
• InChiKey: UVUCECCYCVBLQO-UHFFFAOYSA-N

物化性质

• 沸点：
  494.5±55.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxy-2-[(4-methylphenyl)sulfonyl]isoindoline 在 氢溴酸 、 丙酸 、 苯酚 作用下， 反应 4.0h， 以67%的产率得到5,6-dihydroxyisoindoline hydrobromide
  参考文献：
  名称：

  SAR studies of capsazepinoid bronchodilators. Part 1: The importance of the catechol moiety and aspects of the B-ring structure

  摘要：

  Capsazepine as well as its derivatives and analogues are general inhibitors of constriction of human small airways. From a systematic variation of the capsazepine structure, divided into four regions, SARs were established. This part concerns the catechol moiety of the A-ring as well as the 2,3,4,5-tetrahydro-1H-2-azepine moiety (the B-ring) of capsazepine. It is revealed that a conformational constrain (as a fused ring) is important and that compounds with a six-membered B-ring (as a 1,2,3,4-tetrahydroisoquinoline) in general are more potent than the corresponding isoindoline, 2,3,4,5 -tetrahydro-1H-2-benzazepi ne and 2,3,4,5-tetrahydro-1H-3-benzazepine derivatives. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.055
• 作为产物：
  描述：

  1,2-双(溴甲基)-4,5-二甲氧基苯 、 对甲苯磺酰胺 在 sodium ethanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以75%的产率得到5,6-dimethoxy-2-[(4-methylphenyl)sulfonyl]isoindoline
  参考文献：
  名称：

  SAR studies of capsazepinoid bronchodilators. Part 1: The importance of the catechol moiety and aspects of the B-ring structure

  摘要：

  Capsazepine as well as its derivatives and analogues are general inhibitors of constriction of human small airways. From a systematic variation of the capsazepine structure, divided into four regions, SARs were established. This part concerns the catechol moiety of the A-ring as well as the 2,3,4,5-tetrahydro-1H-2-azepine moiety (the B-ring) of capsazepine. It is revealed that a conformational constrain (as a fused ring) is important and that compounds with a six-membered B-ring (as a 1,2,3,4-tetrahydroisoquinoline) in general are more potent than the corresponding isoindoline, 2,3,4,5 -tetrahydro-1H-2-benzazepi ne and 2,3,4,5-tetrahydro-1H-3-benzazepine derivatives. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.055

文献信息

• Isoindoline derivatives and processes for their preparation
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：US04987235A1

  公开（公告）日：1991-01-22

  A compound having the formula: ##STR1## wherein R is a hydrogen atom, a lower alkyl group, an alkanoyl group, an aralkyl group, an alkylsulfonyl group or an arylsulfonyl group, and R.sup.1 is a hydrogen atom or a protecting group for a hydroxyl group, or a salt thereof.

  一种化合物的化学式为：##STR1## 其中R为氢原子，低碳基，脂肪酰基，芳基烷基，烷基磺酰基或芳基磺酰基，而R.sup.1为氢原子或羟基的保护基，或其盐。
• US4987235A
  申请人：——

  公开号：US4987235A

  公开（公告）日：1991-01-22