5-(1-Oxopropyl)-6-Ethyl-1,2-Dihydro-2-Oxo-3-Pyridinecarbonitrile | 88302-00-5

• 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: 5-(1-Oxopropyl)-6-Ethyl-1,2-Dihydro-2-Oxo-3-Pyridinecarbonitrile
• 英文别名: 6-ethyl-5-propionyl-1,2-dihydro-2-oxo-3-pyridine carbonitrile；6-ethyl-1,2-dihydro-2-oxo-5-(n-propanoyl)-nicotinonitrile；6-ethyl-1,2-dihydro-2-oxo-5-(n-propanoyl)-3-pyridinecarbonitrile；6-ethyl-2-oxo-5-propanoyl-1H-pyridine-3-carbonitrile
• CAS: 88302-00-5
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: CCZMLHPMPMJRPT-UHFFFAOYSA-N

物化性质

• 熔点：
  247-248 °C
• 沸点：
  378.2±42.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基胺盐酸盐 、 5-(1-Oxopropyl)-6-Ethyl-1,2-Dihydro-2-Oxo-3-Pyridinecarbonitrile 生成 6-ethyl-5-[(E)-C-ethyl-N-methoxycarbonimidoyl]-1H-pyridin-2-one
  参考文献：
  名称：

  JONES WINTON D., DAGE RICHARD C., SCHNETTER RICHARD A.

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酰胺 生成 5-(1-Oxopropyl)-6-Ethyl-1,2-Dihydro-2-Oxo-3-Pyridinecarbonitrile
  参考文献：
  名称：

  JONES, WINTON D.;DAGE, RICHARD C.;SCHNETTLER, RICHARD A.

  摘要：

  DOI：

文献信息

• 5-(4-Thiazolyl)-6-alkyl-2(1H)-pyridinones and their cardiotonic use
  申请人：Sterling Drug Inc.

  公开号：US04469699A1

  公开（公告）日：1984-09-04

  3-Q-4-R.sub.2 -5-(2-Q'-5-R.sub.3 -4-thiazolyl)-6-R.sub.1 -2(1H)-pyridinones (I), where R.sub.1 is alkyl having from one to four carbon atoms, R.sub.2 is hydrogen or methyl, R.sub.3 is hydrogen or alkyl having from one to three carbon atoms, Q is amino, carbamyl, carboxy, cyano or hydrogen, and Q' is alkyl having from one to four carbon atoms, amino or R.sub.4 NH where R.sub.4 is alkyl having from one to four carbon atoms, or acid-addition salts thereof where at least one of Q and Q' is amino or Q' is R.sub.4 NH, are useful as cardiotonics (I where Q is amino, cyano or hydrogen) and/or as intermediates (I where Q is cyano, carbamyl or carboxy). Also shown as intermediates are 1,2-dihydro-4-R.sub.2 -5-[R.sub.3 CH(Br)CO]-6-R.sub.1 -2-oxo-3-pyridinecarbonitriles (II), and, also, processes for preparing I and II.

  3-Q-4-R.sub.2 -5-(2-Q'-5-R.sub.3 -4-thiazolyl)-6-R.sub.1 -2(1H)-pyridinones (I)，其中R.sub.1是具有一到四个碳原子的烷基，R.sub.2是氢或甲基，R.sub.3是氢或具有一到三个碳原子的烷基，Q是氨基、氨基甲酰基、羧基、氰基或氢，Q'是具有一到四个碳原子的烷基、氨基或R.sub.4 NH，其中R.sub.4是具有一到四个碳原子的烷基，或其酸盐加合物，其中Q和Q'中至少有一个是氨基或Q'是R.sub.4 NH，可用作心力补充剂（其中Q是氨基、氰基或氢）和/或作为中间体（其中Q是氰基、氨基甲酰基或羧基）。 还显示了1,2-二氢-4-R.sub.2 -5-[R.sub.3 CH(Br)CO]-6-R.sub.1 -2-氧代-3-吡啶腈（II）作为中间体，以及制备I和II的方法。
• 5-Acyl-2-(1H)-pyridinones
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04568751A1

  公开（公告）日：1986-02-04

  Novel 5-acyl-2-(1H)pyridinones and their use as cardiotonic agents. Typical of the compounds is 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile which is prepared by condensing anionic cyano acetamide with 3-[(dimethylamino)methylenyl]-2,4-pentanedione in an inert organic solvent.

  小说5-酰基-2-(1H)吡啶酮及其作为心力增强剂的用途。这类化合物的典型代表是5-乙酰基-1,2-二氢-6-甲基-2-氧代-3-吡啶基腈，它是通过在惰性有机溶剂中将阴离子氰乙酰胺与3-[(二甲氨基)亚甲基]-2,4-戊二酮进行缩合制备的。
• Novel alkoxyimino ether derivatives of 5-acyl-2(1H)-pyridinones
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04732982A1

  公开（公告）日：1988-03-22

  This invention relates to alkoxyimino ether derivatives of 5-acyl-2(1H)-pyridinones and to their use as cardiotonic agents useful in treating cardiac failure, and to the process useful in the preparation thereof.

  这项发明涉及5-酰基-2（1H）-吡啶酮的烷氧基亚胺醚衍生物，以及它们作为心脏强效药物在治疗心力衰竭方面的用途，以及用于其制备的工艺。
• Process for preparing 5-(lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinone
  申请人：Sterling Drug Inc.

  公开号：US04412077A1

  公开（公告）日：1983-10-25

  4-R.sub.2 -5-(Lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones (I), useful as cardiotonics, where R.sub.2 is hydrogen or methyl, are prepared by reacting 2-(lower-alkanoyl)-1-(lower-alkyl)ethenamine (II) with lower-alkyl 2-propynoate or 2-butynoate respectively or by hydrolyzing 4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinonitrile (III, Q is CN) or corresponding 4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinamide to produce the corresponding 5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinic acid and decarboxylating said substituted nictotinic acid to produce I. Also disclosed and claimed are cardiotonic uses of 3-Q-4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones where Q is hydrogen or cyano and R.sub.2 is hydrogen or methyl (III). Also shown and claimed is methyl 4-acetyl-5-amino-2,4-hexadienoate or acid-addition salt thereof, useful as intermediate or cardiotonic.

  4-R.sub.2 -5-(较低烷酰基)-6-(较低烷基)-2(1H)-吡啶酮(I)是一种有益的心力衰竭药物，其中R.sub.2为氢或甲基。该药物的制备方法是将2-(较低烷酰基)-1-(较低烷基)乙烯胺(II)分别与较低烷基2-丙炔酸酯或2-丁炔酸酯反应，或通过水解4-R.sub.2 -5-(较低烷酰基)-6-(较低烷基)-1,2-二氢-2-氧基烟酰胺(III，其中Q为CN)或相应的4-R.sub.2 -5-(较低烷酰基)-6-(较低烷基)-1,2-二氢-2-氧基烟酰胺产生相应的5-(较低烷酰基)-6-(较低烷基)-1,2-二氢-2-氧基烟酸，然后脱羧该取代烟酸产生I。此外，还揭示和声明了3-Q-4-R.sub.2 -5-(较低烷酰基)-6-(较低烷基)-2(1H)-吡啶酮的心力衰竭用途，其中Q为氢或氰，R.sub.2为氢或甲基(III)。同时还显示和声明了4-乙酰基-5-氨基-2,4-己二烯酸甲酯或其酸盐加成物，可用作中间体或心力衰竭药物。
• Alkanoylpyridinones useful as cardiotonics and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0089022A2

  公开（公告）日：1983-09-21

  3-Q-4-R2-5-(Lower-alkanoyl)-6-(lower-alkyt)-2(1H)-pyridinones (I), useful as cardiotonics, where Q is hydrogen or cyano, R2 is hydrogen or methyl, are prepared by reacting 2-(lower-alkanoyl)-1-(lower-alkyl)ethenamine (II) with lower-alkyl 2-propynoate or 2-butynoate respectively or by hydrolyzing 4-R2-5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2- oxonicotinonitrile or corresponding 4-R2-5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinamide to produce the corresponding 5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotonic acid and decarboxylating said substituted nicotinic acid to produce I. Also shown and claimed is methyl 4-acetyl-5-amino-2,4-hexadienoate or acid-addition salt thereof, useful as intermediate or cardiontonic.

  3-Q-4-R2-5-(低级烷酰基)-6-(低级烷基)-2(1H)-吡啶酮 (I)，可用作强心剂，其中 Q 为氢或氰基，R2 为氢或甲基、分别通过 2-(低级烷酰基)-1-(低级烷基)乙烯胺 (II) 与低级烷基 2-丙炔酸酯或 2-丁炔酸酯反应，或通过水解 4-R2-5-(低级烷酰基)-6-(低级烷基)-1、或相应的 4-R2-5-(低级烷酰基)-6-(低级烷基)-1,2-二氢-2-氧代烟酰胺水解生成相应的 5-(低级烷酰基)-6-(低级烷基)-1,2-二氢-2-氧代烟酸，并将所述取代的烟酸脱羧生成 I。图中还显示并要求得到 4-乙酰基-5-氨基-2,4-己二烯酸甲酯或其酸加成盐，可用作中间体或心酮酸。