4-amino-2-methyl-6-(4-pyridinyl)-3(2H)-pyridazinone | 80843-52-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-amino-2-methyl-6-(4-pyridinyl)-3(2H)-pyridazinone
• 英文别名: 4-amino-2-methyl-6-pyridin-4-ylpyridazin-3-one
• CAS: 80843-52-3
• 化学式: C₁₀H₁₀N₄O
• 分子量: 202.216
• InChiKey: PXVULGBZWDSEGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-methyl-6-(4-pyridinyl)-3(2H)-pyridazinone 在 一水合肼 作用下， 反应 48.0h， 以70%的产率得到4-amino-2-methyl-6-(4-pyridinyl)-3(2H)-pyridazinone
  参考文献：
  名称：

  Singh, Baldev, Heterocycles, 1984, vol. 22, # 8, p. 1801 - 1804

  摘要：

  DOI：

文献信息

• 4-Substituted-6-(pyridinyl)-3(2h)-pyridazinones and their use as
  申请人：Sterling Drug Inc.

  公开号：US04304776A1

  公开（公告）日：1981-12-08

  2-R-4-R'-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as intermediates and some as cardiotonics, are prepared by reacting di-(lower-alkyl) hydroxy[2-oxo-2-PY-ethyl]propanedioate (II) with a hydrazine salt of the formula RNHNH.sub.2.nH.sub.x An (III) to produce lower-alkyl 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylate (Ia where R' is lower-carbalkoxy) and reacting Ia with hydrazine hydrate or anhydrous hydrazine to produce 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (Ib where R' is aminocarbamyl), where PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, R is hydrogen, lower-alkyl or lower-hydroxyalkyl, R' is carbamyl, carboxy, aminocarbamyl or lower-carbalkoxy, n is 1 or 2, x is 1, 2 or 3, and An is an anion of a strong inorganic acid or an organic sulfonic acid. Also shown are: the preparation of II from PY--COCH.sub.3 (IV), the conversion of Ia to Ib (Id where R' is carboxy), and the use of 2-R-4-R"-6-PY-3(2H)-pyridazinones (I where R is lower-alkyl or lower-hydroxyalkyl and R" is carbamyl, aminocarbamyl or lower-carbalkoxy) as cardiotonic agents. Other intermediates are shown.

  2-R-4-R'-6-PY-3(2H)-吡啶并咪唑酮（I）或其盐，可作为中间体和一些作为心脏强心剂，通过将二（较低烷基）羟基[2-氧代-2-PY-乙基]丙二酸酯（II）与公式RNHNH.sub.2.nH.sub.x An（III）的肼盐反应制备，以产生较低烷基2,3-二氢-2-R-3-氧代-6-PY-4-吡啶并咪唑羧酸酯（Ia，其中R'为较低碳烷氧基），并将Ia与肼水合物或无水肼反应，以产生2,3-二氢-2-R-3-氧代-6-PY-4-吡啶并咪唑羧酸肼（Ib，其中R'为氨基羰基），其中PY为4-或3-吡啶基或带有一个或两个较低烷基取代基的4-或3-吡啶基，R为氢、较低烷基或较低羟基烷基，R'为羰基、羧基、氨基羰基或较低碳烷氧基，n为1或2，x为1、2或3，An为强无机酸或有机磺酸的阴离子。还显示了：从PY--COCH.sub.3（IV）制备II，将Ia转化为Ib（其中R'为羧基），以及将2-R-4-R"-6-PY-3(2H)-吡啶并咪唑酮（I，其中R为较低烷基或较低羟基烷基，R"为羰基、氨基羰基或较低碳烷氧基）用作心脏强心剂。还显示了其他中间体。
• 4-Amino-6-(pyridinyl)-3(2H)-pyridazinones and their use as cardiotonics
  申请人：Sterling Drug Inc.

  公开号：US04305943A1

  公开（公告）日：1981-12-15

  4-Amino-2-R-6-PY-3(2H)-pyridazinones (I) or salts thereof, which are useful as cardiotonics, where R is hydrogen, lower-alkyl or lower-hydroxyalkyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents are prepared by: (a) reaction of 2-R-6-PY-3(2H)-pyridazinone (II) with hydrazine; (b) conversion from 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxamide (III); or, (c) conversion form 2,3-dihydro-2-R-3-oxo-6-PY-4-pyridazinecarboxylic acid hydrazide (IV). Also shown are: the use of I or salts as cardiotonic agents; and, the preparation of intermediates.

  4-氨基-2-R-6-PY-3(2H)-吡啶并嗪酮(I)或其盐，可用作心力衰竭药物，其中R为氢、低烷基或低羟基烷基，PY为4-或3-吡啶基或带有一个或两个低烷基取代基的4-或3-吡啶基，通过以下方法制备：(a) 2-R-6-PY-3(2H)-吡啶并嗪酮(II)与肼的反应；(b) 从2,3-二氢-2-R-3-氧代-6-PY-4-吡啶并嗪甲酰胺(III)转化而来；或(c) 从2,3-二氢-2-R-3-氧代-6-PY-4-吡啶并嗪羧酸肼酰肼(IV)转化而来。还显示了：将I或其盐用作心力衰竭药物；以及中间体的制备。
• LESHER, G. Y.;DICKINSON, W. B.;SINGH, B.
  作者：LESHER, G. Y.、DICKINSON, W. B.、SINGH, B.

  DOI：——

  日期：——
• SINGH, B., HETEROCYCLES, 1984, 22, N 8, 1801-1804
  作者：SINGH, B.

  DOI：——

  日期：——
• US4305943A
  申请人：——

  公开号：US4305943A

  公开（公告）日：1981-12-15