5,6-bis(4-chlorophenyl)-3-oxo-2,3-dihydropyridazine-4-carbonitrile | 75643-45-7

• 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: 5,6-bis(4-chlorophenyl)-3-oxo-2,3-dihydropyridazine-4-carbonitrile
• 英文别名: 4-Cyano-5,6-Bis(p-Chlorophenyl)-2H-Pyridazin-3-One；4-Pyridazinecarbonitrile, 5,6-bis(4-chlorophenyl)-2,3-dihydro-3-oxo-；3,4-bis(4-chlorophenyl)-6-oxo-1H-pyridazine-5-carbonitrile
• CAS: 75643-45-7
• 化学式: C₁₇H₉Cl₂N₃O
• 分子量: 342.184
• InChiKey: NTDONNIDVGEZRE-UHFFFAOYSA-N

物化性质

• 熔点：
  271-272 °C(Solv: ethanol (64-17-5))
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-bis(4-chlorophenyl)-3-oxo-2,3-dihydropyridazine-4-carbonitrile 在 吡啶 、 氢氧化钾 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 2-(2-chloroethyl)-5,6-bis(4-chlorophenyl)-2,3-dihydro-3-oxo-4-pyridazinecarbonitrile
  参考文献：
  名称：

  Antihypertensive 5,6-diarylpyridazin-3-ones

  摘要：

  The synthesis of a series of 5,6-diarylpyridazinones is described. Some members of this series display an antihypertensive effect in both the spontaneously hypertensive rat (SHR) model and the deoxycorticosteroid (DOCA) model of hypertension. The most potent compounds in the series have halogen substituents on the 5,6-diphenyl rings, a beta-substituted alkyl group at the 2 position of the ring, and acetyl or cyano substituent at the 4 position.

  DOI：

  10.1021/jm00186a021
• 作为产物：
  描述：

  氰乙酰肼 、 4,4'-二氯苯偶酰 在 Ce_0.94Ca_0.05Sr_0.01O_1.94 作用下， 以 neat (no solvent) 为溶剂， 反应 0.07h， 以93%的产率得到5,6-bis(4-chlorophenyl)-3-oxo-2,3-dihydropyridazine-4-carbonitrile
  参考文献：
  名称：

  CCSO nano catalyzed solid phase synthesis of 3-oxo-5,6-disubstituted-2,3-dihydropyridazine-4-carbonitrile

  摘要：

  CCSO纳米颗粒成功地催化了从取代苯二酮和氰乙酰肼合成取代吡啶并的反应。

  DOI：

  10.1039/c4ra06640e

文献信息

• Pyridazin (2H)-3-ones, process for their preparation and their use in antihypertensive agents
  申请人：DIAMOND SHAMROCK CORPORATION

  公开号：EP0018063A1

  公开（公告）日：1980-10-29

  Substituted keto-pyridazine compounds of the formula where R, and R7 are substituents selected from atoms and groups as listed in the disclosure and X and Y denote the same or different optional substituents also selected as listed in the disclosure, are new compounds which are useful antihypertensive agents. The methods of preparation and properties of examples of the compounds are given, together with their use as antihypertensive agents.

  式中的取代酮哒嗪化合物 其中 R 和 R7 是选自公开文献中所列原子和基团的取代基，X 和 Y 表示相同或不同的任选取代基，也选自公开文献中所列基团。本文给出了这些化合物的制备方法和性质实例，以及它们作为降压药的用途。
• BUCHMAN R.; SCOZZIE J. A.; AKIYAN Z. S.; HEILMAN R. D.; RIPPIN D. J.; PYN+, J. MED. CHEM., 1980, 23, NO 12, 1398-1405
  作者：BUCHMAN R.、 SCOZZIE J. A.、 AKIYAN Z. S.、 HEILMAN R. D.、 RIPPIN D. J.、 PYN+

  DOI：——

  日期：——
• US4238490A
  申请人：——

  公开号：US4238490A

  公开（公告）日：1980-12-09
• Antihypertensive 5,6-diarylpyridazin-3-ones
  作者：Russell Buchman、James A. Scozzie、Zaven S. Ariyan、Richard D. Heilman、Donna J. Rippin、W. J. Pyne、Larry J. Powers、Richard J. Matthews

  DOI：10.1021/jm00186a021

  日期：1980.12

  The synthesis of a series of 5,6-diarylpyridazinones is described. Some members of this series display an antihypertensive effect in both the spontaneously hypertensive rat (SHR) model and the deoxycorticosteroid (DOCA) model of hypertension. The most potent compounds in the series have halogen substituents on the 5,6-diphenyl rings, a beta-substituted alkyl group at the 2 position of the ring, and acetyl or cyano substituent at the 4 position.
• CCSO nano catalyzed solid phase synthesis of 3-oxo-5,6-disubstituted-2,3-dihydropyridazine-4-carbonitrile
  作者：Praveen Singh、Ranjeet Kumar、Brijesh Kumar Yadav、Ranjana S. Khanna、Ashish Kumar Tewari

  DOI：10.1039/c4ra06640e

  日期：——

  CCSO nano particles successfully catalyzed the synthesis of substituted pyridazines from substituted benzil and cyanoacetylhydrazide.

  CCSO纳米颗粒成功地催化了从取代苯二酮和氰乙酰肼合成取代吡啶并的反应。