3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein | 147497-42-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein
• 英文别名: 3-(2-benzyl-1-oxoisoquinolin-6-yl)prop-2-enal
• CAS: 147497-42-5
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.3
• InChiKey: IJHKXOAFIRQXSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-benzyl-6-bromoisoquinolin-1(2H)-one 、 丙烯醛二甲缩醛 、 三(邻甲基苯基)磷 、 三乙胺 在 醋酸钯 氯化钠 、 magnesium sulfate 、 silica gel 、 ethyl acetate n-hexane 作用下， 以 N,N-二甲基甲酰胺 、 乙酸乙酯 为溶剂， 反应 48.0h， 以to yield 3-[2-benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein的产率得到3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein
  参考文献：
  名称：

  Indolyl substituted hydroxylamine derivatives

  摘要：

  公开了式为##STR1##的化合物，其中R代表氢，低级烷基，芳基，双芳基，C.sub.3-C.sub.7-环烷基，芳基-低级烷基，芳基-低烯基，芳基-低炔基，芳氧基-低级烷基，芳硫基-低级烷基，C.sub.3-C.sub.7-环烷基-低级烷基，双芳基-低级烷基，芳基-C.sub.3-C.sub.7-环烷基，芳基-C.sub.3-C.sub.7-环烷基-低级烷基或芳氧基-芳基-低级烷基；芳基代表碳环芳基或杂环芳基；Z代表C.sub.1-C.sub.3-烷基或乙烯基，每个未取代或取代为低级烷基；Y代表SO.sub.2（磺酰基）或CO（羰基）；A代表O（氧）、S（硫）或直接键；B代表低级烷基；或B代表低烯基，前提是A代表直接键；X代表氧或硫，R.sub.1代表氢，酰基，低级烷氧羰基，氨基羰基，单或双低级烷基氨基羰基，低烯基氨基羰基，低炔基氨基羰基，碳环芳基或杂环芳基-低级烷基氨基羰基，碳环芳基或杂环芳基氨基羰基，C.sub.3-C.sub.7-环烷基氨基羰基或C.sub.3-C.sub.7-环烷基-低级烷基氨基羰基；R.sub.2代表低级烷基，低级烷氧羰基-低级烷基，C.sub.3-C.sub.7-环烷基，碳环芳基或杂环芳基，碳环芳基或杂环芳基-低级烷基，C.sub.3-C.sub.7-环烷基-低级烷基，氨基，单或双低级烷基氨基，低烯基氨基，低炔基氨基，碳环芳基或杂环芳基-低级烷基氨基，碳环芳基或杂环芳基氨基，C.sub.3-C.sub.7-环烷基氨基，C.sub.3-C.sub.7-环烷基-低级烷基氨基或低级烷氧羰基-低级烷基氨基；R.sub.3和R.sub.4独立地代表氢或低级烷基；R.sub.a代表氢，低级烷基，卤素，三氟甲基或低烷氧基；以及其药学上可接受的盐；它们可用作脂氧合酶抑制剂。

  公开号：

  US05350761A1

文献信息

• Indolyl substituted hydroxylamine derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US05350761A1

  公开（公告）日：1994-09-27

  Disclosed are the compound of the formula ##STR1## wherein R represents hydrogen, lower alkyl, aryl, biaryl, C.sub.3 -C.sub.7 -cycloalkyl, aryl-lower alkyl, aryl-lower alkenyl, aryl-lower alkynyl, aryloxy-lower alkyl, arylthio-lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl-lower alkyl, biaryl-lower alkyl, aryl-C.sub.3 -C.sub.7 -cycloalkyl, aryl-C.sub.3 -C.sub.7 -cycloalkyl-lower alkyl or aryloxy-aryl-lower alkyl; and aryl represents carbocyclic or heterocyclic aryl; Z represents C.sub.1 -C.sub.3 -alkylene or vinylene, each unsubstituted or substituted by lower alkyl; Y represents SO.sub.2 (sulfonyl) or CO (carbonyl); A represents O (oxygen), S (sulfur), or a direct bond; B represents lower alkylene; or B represents lower alkenylene provided that A represents a direct bond; X represents oxygen or sulfur, R.sub.1 represents hydrogen, acyl, lower alkoxycarbonyl, aminocarbonyl, mono- or di-lower alkylaminocarbonyl, lower alkenylaminocarbonyl, lower alkynylaminocarbonyl, carbocyclic or heterocyclic aryl-lower alkylaminocarbonyl, carbocyclic or heterocyclic arylaminocarbonyl, C.sub.3 -C.sub.7 -cycloalkylaminocarbonyl or C.sub.3 -C.sub.7 -cycloalkyl-lower alkylaminocarbonyl; R.sub.2 represents lower alkyl, lower alkoxycarbonyl-lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryl-lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl-lower alkyl, amino, mono- or di-lower alkylamino, lower alkenylamino, lower alkynylamino, carbocyclic or heterocyclic aryl-lower alkylamino, carbocyclic or heterocyclic arylamino, C.sub.3 -C.sub.7 -cycloalkylamino, C.sub.3 -C.sub.7 -cycloalkyl-lower alkylamino or lower alkoxycarbonyl-lower alkylamino; R.sub.3 and R.sub.4 independently represent hydrogen or lower alkyl; R.sub.a represents hydrogen, lower alkyl, halo, trifluoromethyl or lower alkoxy; and pharmaceutically acceptable salts thereof; which are useful as lipoxygenase inhibitors.

  公开了式为##STR1##的化合物，其中R代表氢，低级烷基，芳基，双芳基，C.sub.3-C.sub.7-环烷基，芳基-低级烷基，芳基-低烯基，芳基-低炔基，芳氧基-低级烷基，芳硫基-低级烷基，C.sub.3-C.sub.7-环烷基-低级烷基，双芳基-低级烷基，芳基-C.sub.3-C.sub.7-环烷基，芳基-C.sub.3-C.sub.7-环烷基-低级烷基或芳氧基-芳基-低级烷基；芳基代表碳环芳基或杂环芳基；Z代表C.sub.1-C.sub.3-烷基或乙烯基，每个未取代或取代为低级烷基；Y代表SO.sub.2（磺酰基）或CO（羰基）；A代表O（氧）、S（硫）或直接键；B代表低级烷基；或B代表低烯基，前提是A代表直接键；X代表氧或硫，R.sub.1代表氢，酰基，低级烷氧羰基，氨基羰基，单或双低级烷基氨基羰基，低烯基氨基羰基，低炔基氨基羰基，碳环芳基或杂环芳基-低级烷基氨基羰基，碳环芳基或杂环芳基氨基羰基，C.sub.3-C.sub.7-环烷基氨基羰基或C.sub.3-C.sub.7-环烷基-低级烷基氨基羰基；R.sub.2代表低级烷基，低级烷氧羰基-低级烷基，C.sub.3-C.sub.7-环烷基，碳环芳基或杂环芳基，碳环芳基或杂环芳基-低级烷基，C.sub.3-C.sub.7-环烷基-低级烷基，氨基，单或双低级烷基氨基，低烯基氨基，低炔基氨基，碳环芳基或杂环芳基-低级烷基氨基，碳环芳基或杂环芳基氨基，C.sub.3-C.sub.7-环烷基氨基，C.sub.3-C.sub.7-环烷基-低级烷基氨基或低级烷氧羰基-低级烷基氨基；R.sub.3和R.sub.4独立地代表氢或低级烷基；R.sub.a代表氢，低级烷基，卤素，三氟甲基或低烷氧基；以及其药学上可接受的盐；它们可用作脂氧合酶抑制剂。
• Isoquinolyl substituted hydroxylamine derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US05260316A1

  公开（公告）日：1993-11-09

  The compounds of the formula ##STR1## wherein R represents hydrogen, lower alkyl, aryl, biaryl, C.sub.3 -C.sub.7 -cycloalkyl, aryl-lower alkyl, aryl-lower alkenyl, aryl-lower alkynyl, aryloxy-lower alkyl, arylthio-lower alkyl; C.sub.3 -C.sub.7 -cycloalkyl-lower alkyl, biaryl-lower alkyl, aryl-C.sub.3 -C.sub.7 -cycloalkyl, aryl-C.sub.3 -C.sub.7 -cycloalkyl-lower alkyl or aryloxy-aryl-lower alkyl; and aryl represents carbocyclic or heterocyclic aryl; Z represents C.sub.1 -C.sub.3 -alkylene or vinylene, each unsubstituted or substituted by lower alkyl; Y represents SO.sub.2 or CO; A represents O, S, or a direct bond; B represents lower alkylene; or B represents lower alkenylene provided that A represents a direct bond; X represents oxygen or sulfur; R.sub.1 represents hydrogen, acyl, lower alkoxycarbonyl, aminocarbonyl, mono or di-lower alkylaminocarbonyl, lower alkenylaminocarbonyl, lower alkynylaminocarbonyl, carbocyclic or heterocyclic aryl-lower alkylaminocarbonyl, carbocyclic or heterocyclic arylaminocarbonyl, C.sub.3 -C.sub.7 -cycloalkylaminocarbonyl or C.sub.3 -C.sub.7 -cycloalkyl-lower alkylaminocarbonyl; R.sub.2 represents lower alkyl, lower alkoxycarbonyl-lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl, carbocyclic or heterocyclic aryl, carbocyclic or heterocyclic aryl-lower alkyl, C.sub.3 -C.sub.7 -cycloalkyl-lower alkyl, amino, mono- or di-lower alkylamino, lower alkenylamino, lower alkynylamino, carbocyclic or heterocyclic aryl-lower alkylamino, carbocyclic or heterocyclic arylamino, C.sub.3 -C.sub.7 -cycloalkylamino, C.sub.3 -C.sub.7 -cycloalkyl-lower alkylamino or lower alkoxycarbonyl-lower alkylamino; R.sub.3 and R.sub.4 independently represent hydrogen or lower alkyl; R.sub.a represents hydrogen, lower alkyl, halo, trifluoromethyl or lower alkoxy; and pharmaceutically acceptable salts thereof; their preparation and use as lipoxygenase inhibitors are described.

  该公式的化合物为##STR1##其中R代表氢，低级烷基，芳基，双芳基，C.sub.3-C.sub.7-环烷基，芳基-低级烷基，芳基-低级烯基，芳基-低级炔基，芳氧基-低级烷基，芳硫基-低级烷基；C.sub.3-C.sub.7-环烷基-低级烷基，双芳基-低级烷基，芳基-C.sub.3-C.sub.7-环烷基，芳基-C.sub.3-C.sub.7-环烷基-低级烷基或芳氧基-芳基-低级烷基；芳基代表碳环芳基或杂环芳基；Z代表C.sub.1-C.sub.3-烷基或乙烯基，每个未取代或取代为低级烷基；Y代表SO.sub.2或CO；A代表O、S或直接键；B代表低级烷基；或B代表低级烯基，前提是A代表直接键；X代表氧或硫；R.sub.1代表氢，酰基，低级烷氧羰基，氨基羰基，单或双低级烷基氨基羰基，低级烯基氨基羰基，低级炔基氨基羰基，碳环芳基或杂环芳基-低级烷基氨基羰基，碳环芳基或杂环芳基氨基羰基，C.sub.3-C.sub.7-环烷基氨基羰基或C.sub.3-C.sub.7-环烷基-低级烷基氨基羰基；R.sub.2代表低级烷基，低级烷氧羰基-低级烷基，C.sub.3-C.sub.7-环烷基，碳环芳基或杂环芳基，碳环芳基或杂环芳基-低级烷基，C.sub.3-C.sub.7-环烷基-低级烷基，氨基，单或双低级烷基氨基，低级烯基氨基，低级炔基氨基，碳环芳基或杂环芳基-低级烷基氨基，碳环芳基或杂环芳基氨基，C.sub.3-C.sub.7-环烷基氨基，C.sub.3-C.sub.7-环烷基-低级烷基氨基或低级烷氧羰基-低级烷基氨基；R.sub.3和R.sub.4独立地代表氢或低级烷基；R.sub.a代表氢，低级烷基，卤素，三氟甲基或低级烷氧基；以及其药学上可接受的盐。该化合物的制备及其作为脂氧合酶抑制剂的用途已被描述。