2-carbamoyloxymethyl-6-methyl-4-(m-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine | 85387-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-carbamoyloxymethyl-6-methyl-4-(m-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine
• 英文别名: 2-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine；2-Aminocarbonyloxymethyl-6-methyl-4-(3-nitrophenyl)-3-ethoxycarbonyl-5-(beta-ethoxyethoxy)carbonyl-1,4-dihydropyridine；5-O-(2-ethoxyethyl) 3-O-ethyl 2-(carbamoyloxymethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 85387-53-7
• 化学式: C₂₂H₂₇N₃O₉
• 分子量: 477.471
• InChiKey: PJCJUVAQPAUCMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  172
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  β-ethoxyethyl 2-(m-nitrobenzylidene)acetoacetate 以54%的产率得到2-carbamoyloxymethyl-6-methyl-4-(m-nitrophenyl)-3-ethoxycarbonyl-5-(β-ethoxyethoxy)carbonyl-1,4-dihydropyridine
  参考文献：
  名称：

  3-amino-3-carbamoyloxyalkylacrylic acid intermediates to dihydropyridines

  摘要：

  制备一种由通式表示的2-氨基甲酰氧烷基-1,4-二氢吡啶衍生物的方法：##STR1## 包括：(a)将由通式表示的3-氨基-3-氨基甲酰氧烷基丙烯酸衍生物与由通式表示的苄亚甲基化合物反应：##STR2## 与由通式表示的苄亚甲基化合物反应：##STR3## (b)将通式II的3-氨基-3-氨基甲酰氧烷基丙烯酸衍生物与由通式表示的醛化合物和由通式表示的β-酮酯化合物反应：R.sup.4 --CO--CH.sub.2 --COOR.sup.2 (V) (c)将由通式表示的3-氨基甲酰氧烷基丙炔酸衍生物与通式III的苄亚甲基化合物和氨或其盐反应；或(d)将通式VI的3-氨基甲酰氧烷基丙炔酸衍生物与通式IV的醛化合物、通式V的β-酮酯化合物和氨或其盐反应。

  公开号：

  US04739106A1

文献信息

• 2-Substituted or unsubstituted aminocarbonyloxyalkyl-1,4-dihydropyridines
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：US04404378A1

  公开（公告）日：1983-09-13

  Novel compounds having vasodilation and hypotensive effects are represented by the formula ##STR1## where R.sup.1 is halogen, nitro, cyano or lower alkoxy; each of R.sup.2 and R.sup.3 is lower alkyl, lower haloalkyl, lower alkoxyalkyl, aralkyloxyalkyl, aryloxyalkyl, lower alkenoxyalkyl, N,N-di-lower alkylaminoalkyl, N-lower alkyl-N-aralkylaminoalkyl, piperidylalkyl, 4-lower alkyl piperazinylalkyl, norpholinoalkyl or 1-pyrrolidinylalkyl; R.sup.4 is lower alkyl; A is lower alkylene; and R.sup.5 is hydrogen, lower alkyl, cycloalkyl of 3 to 7 carbon atoms, or aryl unsubstituted or substituted by one or two substituents selected from halogen, nitro, lower alkyl, lower alkoxy, di-lower alkylamino and cyano. Also disclosed are processes for their preparation.

  具有扩血管和降压作用的新化合物由以下式表示##STR1##其中R.sup.1为卤素、硝基、氰基或较低的烷氧基；R.sup.2和R.sup.3中的每一个为较低的烷基、较低的卤代烷基、较低的烷氧基烷基、芳基氧基烷基、芳基氧基烷基、较低的烯氧基烷基、N,N-二较低烷基氨基烷基、N-较低烷基-N-芳基氨基烷基、哌啶基烷基、4-较低烷基哌嗪基烷基、吗啉基烷基或1-吡咯啉基烷基；R.sup.4为较低的烷基；A为较低的烷基；R.sup.5为氢、较低的烷基、3至7个碳原子的环烷基，或者未取代或取代一个或两个卤素、硝基、较低烷基、较低烷氧基、二较低烷基氨基和氰基中的一种或两种取代基的芳基。还公开了它们的制备方法。
• Certain intermediate 3-carbamoyloxyalkyl propiolic acid derivatives
  申请人：Banyu Pharmaceutical Company, Ltd.

  公开号：US04914227A1

  公开（公告）日：1990-04-03

  A process for preparing a 2-carbamoyloxyalkyl-1,4-dihydropyridine derivative represented by the general formula: ##STR1## which comprises: (a) reacting a 3-amino-3-carbamoyloxyalkylacrylic acid derivative represented by the general formula: ##STR2## with a benzylidene compound represented by the general formula: ##STR3## (b) reacting the 3-amino-3-carbamoyloxyalkylacrylic acid derivative of the general formula II with an aldehyde compound represented by the general formula: ##STR4## and a .beta.-keto-ester compound represented by the general formula: R.sup.4 --CO--CH.sub.2 --COOR.sup.2 (V) (c) reacting a 3-carbamoyloxyalkylpropiolic acid derivative represented by the general formula: ##STR5## with the benzylidene compound of the general formula III and ammonia or its salt; or (d) reacting the 3-carbamoyloxyalkylpropiolic acid derivative of the general formula VI with the aldehyde compound of the general formula IV, the .beta.-keto-ester compound of the general formula V and ammonia or its salt.

  一种制备2-氨基甲酰氧基烷基-1,4-二氢吡啶衍生物的方法，其通式为：##STR1## 包括以下步骤：(a)将通式为：##STR2## 的3-氨基-3-甲酰氧基烷基丙烯酸衍生物与通式为：##STR3## 的苯甲醛化合物反应；(b)将通式为II的3-氨基-3-甲酰氧基烷基丙烯酸衍生物与通式为IV的醛化合物和通式为R.sup.4 --CO--CH.sub.2 --COOR.sup.2(V)的β-酮酸酯化合物反应；(c)将通式为：##STR5## 的3-甲酰氧基烷基丙炔酸衍生物与通式为III的苯甲醛化合物和氨或其盐反应；或(d)将通式为VI的3-甲酰氧基烷基丙炔酸衍生物与通式为IV的醛化合物、通式为V的β-酮酸酯化合物和氨或其盐反应。
• Process for preparing 2-carbamoyloxyalkyl-1,4-dihydropyridine derivatives
  申请人：Banyu Pharmaceutical Company, Ltd.

  公开号：US04958024A1

  公开（公告）日：1990-09-18

  A process for preparing a 2-carbamoylocxyalkyl-1,4-dihydropyridine derivative represented by the general formula: ##STR1## which comprises: (a) reacting a 3-amino-3-carbamoyloxyalkylacrylic acid derivative represented by the general formula: ##STR2## with a benzylidene compound represented by the general formula: ##STR3## (b) reacting the 3-amino-3-carbamoyloxyalkylacrylic acid derivative of the general formula II with an aldehyde compound represented by the general formula: ##STR4## and a .beta.-keto-ester compound represented by the general formula: R.sup.4 --CO--CH.sub.2 --COOR.sup.2 (V) (c) reacting a 3-carbamoyloxyalkylpropiolic acid derivative represented by the general formula: ##STR5## with the benzylidene compound of the general formula III and ammonia or its salt; or (d) reacting the 3-carbamoyloxyalkylpropiolic acid derivative of the general formula VI with the aldehyde compound of the general formula IV, the .beta.-keto-ester compound of the general formula V and ammonia or its salt.

  一种制备2-氨基甲氧基烷基-1,4-二氢吡啶衍生物的方法，其通式如下：##STR1## 包括：(a)将一种3-氨基-3-氨基甲氧基烷基丙烯酸衍生物与一种苯甲醛化合物反应，该苯甲醛化合物的通式为：##STR3## (b)将通式II的3-氨基-3-氨基甲氧基烷基丙烯酸衍生物与通式IV的醛化合物和通式R.sup.4--CO--CH.sub.2--COOR.sup.2(V)的β-酮酯化合物反应；(c)将一种3-氨基甲氧基烷基丙炔酸衍生物与通式III的苯甲醛化合物和氨或其盐反应；或(d)将通式VI的3-氨基甲氧基烷基丙炔酸衍生物与通式IV的醛化合物、通式V的β-酮酯化合物和氨或其盐反应。
• Process for preparing 2-carbamoyloxyalkyl-1,4-dihydropyridine derivatives and intermediates useful for the process
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0101023A1

  公开（公告）日：1984-02-22

  A process for preparing a 2-carbamoyloxyalkyl-1,4-dihydropyridine derivative represented by the general formula: which comprises: (a) reacting a 3-amino-3-carbamoyloxyalkylacrylic acid derivative represented by the general formula: with a benzylidene compound represented by the general formula: (b) reacting the 3-amino-3-carbamoyloxyalkylacrylic acid derivative of the general formula II with an aldehyde comoound reoresented bv the aeneral formula: and a β-keto-ester compound represented by the general formula: (c) reacting a 3-carbamoyloxyalkylpropiolic acid derivative represented by the general formula: with the benzylidene compound of the general formula III and ammonia or its salt: or (d) reacting the 3-carbamoyloxyalkylpropiolic acid derivative of the general formula VI with the aldehyde compound of the general formula IV, the β-keto-ester compound of the general formula V and ammonia or its salt, and the intermediates of formula II and VI.

  一种制备通式为 2-氨基甲酰氧基烷基-1,4-二氢吡啶衍生物的工艺： 其中包括 (a) 将通式为 3-氨基-3-氨基甲酰氧基烷基丙烯酸衍生物与通式为 与通式代表的亚苄基化合物反应： (b) 将通式 II 的 3-氨基-3-氨基甲酰氧基烷基丙烯酸衍生物与通式......代表的醛化合物和通式......代表的β-酮酯化合物反应： 和通式代表的 β-酮酯化合物反应： (c) 将通式代表的 3-氨基甲酰氧基烷基丙炔酸衍生物与通式代表的 β-酮酯化合物反应： 与通式 III 的亚苄基化合物和氨或其盐反应：或 (d) 将通式 VI 的 3-氨基甲酰氧基烷基丙炔酸衍生物与通式 IV 的醛化合物、通式 V 的 β-酮酯化合物和氨或其盐以及通式 II 和 VI 的中间产物反应。
• MIYANO, TEHTSUDZI;SUDZUKI, KUNIO;XARADA, NOBUO
  作者：MIYANO, TEHTSUDZI、SUDZUKI, KUNIO、XARADA, NOBUO

  DOI：——

  日期：——