3-Dimethylamino-2-(3,4-dimethoxyphenyl)-acrolein | 50404-05-2

• 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: 3-Dimethylamino-2-(3,4-dimethoxyphenyl)-acrolein
• 英文别名: 2-(3,4-Dimethoxyphenyl)-3-dimethylamino-2-propenal；2-(3,4-dimethoxyphenyl)-3-(dimethylamino)prop-2-enal
• CAS: 50404-05-2
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: PEUBLRZCVLVRLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三氯氧磷 、 3,4-二甲氧基苯乙酸 、 N,N-二甲基甲酰胺 反应 3.0h， 生成 3-Dimethylamino-2-(3,4-dimethoxyphenyl)-acrolein
  参考文献：
  名称：

  1,2-Dihydro-2-oxo-5-(hydroxy-and/or amino-phenyl)-nicotinonitriles and

  摘要：

  1-R.sub.1 -3-氨基-5-(3-R'-4-R"-苯基)-6-R-2(1H)-吡啶酮或其盐，可用作心脏强心剂，其中R.sub.1为氢、较低烷基或较低羟基烷基，R为氢或较低烷基，且R'和R"均为氢、羟基或氨基，其中至少一个R'或R"不是氢，通过将相应的3-氨基甲酰化合物与能够将甲酰化转化为氨基的试剂反应或首先将R'和R"均为氢、硝基或较低烷氧基的相应3-氨基甲酰化合物与能够将甲酰化转化为氨基的试剂反应，然后将所得的3-氨基化合物与R'和/或R"均为较低烷氧基和/或硝基的试剂反应，能够将较低烷氧基转化为羟基和/或能够将硝基转化为氨基。显示了相应的3-氨基甲酰化合物和3-氰基化合物的制备方法，后者包括心脏强心作用的新型1-R.sub.1-1,2-二氢-5-(3-R.sub.2-4-R.sub.3-苯基)-6-R-烟酰胺，其中R.sub.1和R如上所述，R.sub.2和R.sub.3具有上述给定的R'和R"的定义，或者R.sub.2为硝基，R.sub.3为羟基。还显示了上述化合物的心脏强心剂组合物和心脏强心剂使用方法。

  公开号：

  US04559352A1

文献信息

• 1,2-Dihydro-2-oxo-5-(hydroxy-and/or amino-phenyl)-nicotinonitriles and
  申请人：Sterling Drug Inc.

  公开号：US04559352A1

  公开（公告）日：1985-12-17

  1-R.sub.1 -3-amino-5-(3-R'-4-R"-phenyl)-6-R-2(1H)-pyridinones or salts thereof, which are useful as cardiotonics, where R.sub.1 is hydrogen, lower-alkyl, or lower-hydroxyalkyl, R is hydrogen or lower-alkyl, and, R' and R" are each hydrogen, hydroxy or amino at least one of R' or R" being other than hydrogen, are prepared by reacting the corresponding 3-carbamyl compound with a reagent capable of converting carbamyl to amino or by first reacting the corresponding 3-carbamyl compound where R' and R" are each hydrogen, nitro or lower-alkoxy at least one of R' and R" being other than hydrogen with a reagent capable of converting carbamyl to amino and then reacting the resulting 3-amino compound where R' and/or R" are/is lower-alkoxy and/or nitro with a reagent capable of converting lower-alkoxy to hydroxy and/or with a reagent capable of converting nitro to amino. Preparation of the corresponding 3-carbamyl and 3-cyano compounds is shown, the latter including cardiotonically active novel 1-R.sub.1 -1,2-dihydro-5-(3-R.sub.2 -4-R.sub.3 -phenyl)-6-R-nicotinonitriles where R.sub.1 and R are defined as above, and R.sub.2 and R.sub.3 have the above given definitions for R' and R" or where R.sub.2 is nitro and R.sub.3 is hydroxy. Also shown are cardiotonic compositions and cardiotonic method of use of above-said compounds.

  1-R.sub.1 -3-氨基-5-(3-R'-4-R"-苯基)-6-R-2(1H)-吡啶酮或其盐，可用作心脏强心剂，其中R.sub.1为氢、较低烷基或较低羟基烷基，R为氢或较低烷基，且R'和R"均为氢、羟基或氨基，其中至少一个R'或R"不是氢，通过将相应的3-氨基甲酰化合物与能够将甲酰化转化为氨基的试剂反应或首先将R'和R"均为氢、硝基或较低烷氧基的相应3-氨基甲酰化合物与能够将甲酰化转化为氨基的试剂反应，然后将所得的3-氨基化合物与R'和/或R"均为较低烷氧基和/或硝基的试剂反应，能够将较低烷氧基转化为羟基和/或能够将硝基转化为氨基。显示了相应的3-氨基甲酰化合物和3-氰基化合物的制备方法，后者包括心脏强心作用的新型1-R.sub.1-1,2-二氢-5-(3-R.sub.2-4-R.sub.3-苯基)-6-R-烟酰胺，其中R.sub.1和R如上所述，R.sub.2和R.sub.3具有上述给定的R'和R"的定义，或者R.sub.2为硝基，R.sub.3为羟基。还显示了上述化合物的心脏强心剂组合物和心脏强心剂使用方法。
• 3-Amino-5-(hydroxy- and/or
  申请人：Sterling Drug Inc.

  公开号：US04515797A1

  公开（公告）日：1985-05-07

  1-R.sub.1 -3-amino-5-(3-R'-4-R"-phenyl)-6-R-2(1H)-pyridinones or salts thereof, which are useful as cardiotonics, where R.sub.1 is hydrogen, lower-alkyl, or lower-hydroxyalkyl, R is hydrogen or lower-alkyl, and, R' and R" are each hydrogen, hydroxy or amino at least one of R' or R" being other than hydrogen, are prepared by reacting the corresponding 3-carbamyl compound with a reagent capable of converting carbamyl to amino or by first reacting the corresponding 3-carbamyl compound where R' and R" are each hydrogen, nitro or lower-alkoxy at least one of R' and R" being other than hydrogen with a reagent capable of converting carbamyl to amino and then reacting the resulting 3-amino compound where R' and/or R" are/is lower-alkoxy and/or nitro with a reagent capable of converting lower-alkoxy to hydroxy and/or with a reagent capable of converting nitro to amino. Preparation of the corresponding 3-carbamyl and 3-cyano compounds is shown, the latter including cardiotonically active novel 1-R.sub.1 -1,2-dihydro-5-(3-R.sub.2 -4-R.sub.3 -phenyl)-6-R-nicotinonitriles where R.sub.1 and R are defined as above, and R.sub.2 and R.sub.3 have the above given definitions for R' and R" or where R.sub.2 is nitro and R.sub.3 is hydroxy. Also shown are cardiotonic compositions and cardiotonic method of use of above-said compounds.

  1-R.sub.1 -3-氨基-5-(3-R'-4-R"-苯基)-6-R-2(1H)-吡啶酮或其盐，可用作心脏强心剂。其中R.sub.1为氢、较低的烷基或较低的羟基烷基，R为氢或较低的烷基，R'和R"分别为氢、羟基或氨基，其中至少有一个不是氢，通过将相应的3-氨基甲酰化合物与能够将甲酰化转化为氨基的试剂反应或首先将R'和R"均为氢、硝基或较低的烷氧基，其中至少有一个不是氢的相应3-氨基甲酰化合物与能够将甲酰化转化为氨基的试剂反应，然后将所得到的3-氨基甲酰化合物与能够将较低的烷氧基转化为羟基和/或能够将硝基转化为氨基的试剂反应，制备出上述化合物。所示的还有相应的3-氨基甲酰化合物和3-氰基化合物的制备方法，其中后者包括具有心脏强心活性的新型1-R.sub.1-1,2-二氢-5-(3-R.sub.2-4-R.sub.3-苯基)-6-R-烟酰胺，其中R.sub.1和R的定义如上，R.sub.2和R.sub.3具有上述给出的R'和R"的定义，或者R.sub.2为硝基，R.sub.3为羟基。还显示了上述化合物的心脏强心组合物和心脏强心使用方法。