4,6-Dimethyl-5-acetyl-2(1H)-pyridone | 33831-77-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-Dimethyl-5-acetyl-2(1H)-pyridone
• 英文别名: 5-acetyl-4,6-dimethyl-1H-pyridin-2-one；5-acetyl-4,6-dimethyl-2(1H)-pyridinone；5-acetyl-4,6-dimethyl-1H-pyridin-2-one
• CAS: 33831-77-5
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: ZNLSCQLJYHJABW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  concentrated aqueous ammonium hydroxide 、 4-Aminopent-3-en-2-one 、 乙酰丙酮 生成 4,6-Dimethyl-5-acetyl-2(1H)-pyridone
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• 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。
• 5-Alkyl-1,6-naphthyridin-2(1H)-ones, intermediates, their preparation and their cardiotonic use
  申请人：STERLING DRUG INC.

  公开号：EP0101952A1

  公开（公告）日：1984-03-07

  Naphthyridines of formula (I) , where R is -alkyl, R' is hydrogen or methyl, R" is hydrogen or alkyl, and Q is hydrogen, hydroxy, amino, cyano, carbamyl, carboxy or aminocarbamyl, are useful as cardiotonic agents (1, Q is hydrogen, hydroxy, amino, cyano or carbamyl) and/or intermediates therefor (I, Q is carboxy, aminocarbamyl, hydrogen, amino, cyano or carbamyl). Also shown are pyridinones of formula II where R and R' are as above and Q' is hydrogen or cyano, which are useful as cardiotonics (II, Q' is hydrogen) and/or intermediates (II, Q' is cyano or hydrogen). Processes for preparing the compounds of Formulas I and II are shown.

  式(I)的萘啶类化合物 其中 R 为烷基，R'为氢或甲基，R "为氢或烷基，Q 为氢、羟基、氨基、氰基、氨甲酰、羧基或氨基甲酰，可用作强心剂（1，Q 为氢、羟基、氨基、氰基或氨基甲酰）和/或其中间体（I，Q 为羧基、氨基甲酰、氢、氨基、氰基或氨基甲酰）。图中还显示了式 II 的吡啶酮类化合物 其中 R 和 R'如上，Q'为氢或氰基，可用作强心剂（II，Q'为氢）和/或中间体（II，Q'为氰基或氢）。所示为制备式 I 和 II 化合物的工艺。
• 1,6-Naphthyridin derivatives useful as cardiotonics and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0134535A1

  公开（公告）日：1985-03-20

  4-R'-5-Q-1,6-naphthyridin-2(1H)-ones (I), where R' is . hydrogen or methyl and Q is hydroxymethyl, 1-hydroxyethyl alkanoyloxymethyl or 1-alkanoyloxyethyl, are produced by first reacting 4-R'-5-acetyl (or n-propanoyl)-6-[2-(di- lower-alkylamino]-2(1H)-pyridinone (III) with hydroxylamine or salt thereof to produce 4-R'-5-Q'-1,6-naphthyridin-2(1H)-one-6-oxide (II), where R' is defined as above and Q' is methyl or ethyl; next reacting II with an alkanoic anhydride to produce I where Q is alkanoyloxymethyl or 1- alkanoyloxyethyl; and, then hydrolyzing said alkanoyloxymethyl or -ethyl compound to produce I where Q is hydroxymethyl or 1-hydroxyethyl. Also shown is the cardiotonic use of II and I where Q is hydroxymethyl, 1-hydroxyethyl or alkanoyloxymethyl.

  4-R'-5-Q-1,6-萘啶-2(1H)-酮 (I)，其中 R' 是 .氢或甲基，Q 为羟甲基、1-羟乙基烷酰氧基甲基或 1-烷酰氧基乙基、首先将 4-R'-5-乙酰基（或正丙酰基）-6-[2-（二低级烷基氨基）-2(1H)-吡啶酮（III）]与羟胺或其盐反应，生成 4-R'-5-Q'-1,6-萘啶-2(1H)-酮-6-氧化物（II），其中 R'定义如上，Q'为甲基或乙基；再将 II 与烷酸酐反应生成 I，其中 Q 为烷酰氧基甲基或 1-烷酰氧基乙基；然后，水解所述烷酰氧基甲基或-乙基化合物，生成 I，其中 Q 为羟甲基或 1-羟乙基。图中还显示了 II 和 I 的强心剂用途，其中 Q 为羟甲基、1-羟乙基或烷酰氧基甲基。
• 2(1H)-Pyridin-ones useful as intermediates
  申请人：STERLING DRUG INC.

  公开号：EP0204335A2

  公开（公告）日：1986-12-10

  3-Q'-4-R'-5-(RCO)-6-[2-(di-lower-alkylamino) ethenyl]-2(1 H)-pyridinones (II) or salts thereof, where R is lower-alkyl, R" is hydrogen or methyl, and Q' is cyano are useful as intermediates for preparing 1-R"-3-Q-4-R'-5-R-1,6-naphthyridin-2(1H)-ones (I) or salts thereof, which are useful as cardiotonic agents (I, Q is hydrogen, hydroxy, amino, cyano or carbamyl). Processes for preparing the compounds of formula II are shown.

  3-Q'-4-R'-5-(RCO)-6-[2-(二低烷基氨基)乙烯基]-2(1H)-吡啶酮 (II) 或其盐，其中 R 是低级烷基，R" 是氢或甲基、Q'为氰基）的中间体，可用于制备 1-R"-3-Q-4-R'-5-R-1,6-萘啶-2(1H)-酮（I）或其盐，后者可用作强心剂（I，Q 为氢、羟基、氨基、氰基或氨甲酰）。所示为制备式 II 化合物的工艺。
• US4415580A
  申请人：——

  公开号：US4415580A

  公开（公告）日：1983-11-15