methyl 2-pyridyl ketone carbonohydrazone | 140835-38-7

• 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: methyl 2-pyridyl ketone carbonohydrazone
• 英文别名: 1-amino-3-(1-pyridin-2-ylethylideneamino)urea
• CAS: 140835-38-7
• 化学式: C₈H₁₁N₅O
• 分子量: 193.208
• InChiKey: WDRRESIUZVWSCN-UHFFFAOYSA-N

物化性质

• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.02
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.4
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2,4-三氯萘 、 methyl 2-pyridyl ketone carbonohydrazone 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以68%的产率得到1-(2-chlorophenyl)-3-[(1-pyridin-2-ylethylideneamino)carbamoylamino]urea
  参考文献：
  名称：

  2-Acetylpyridine thiocarbonohydrazones. Potent inactivators of herpes simplex virus ribonucleotide reductase

  摘要：

  A series of 2-acetylpyridine thiocarbonohydrazones was synthesized for evaluation as potential antiherpetic agents. The compounds were prepared by the condensation of 2-acetylpyridine with thiocarbonohydrazide followed by treatment with isocyanates or isothiocyanates. Many were found that were potent inactivators of ribonucleotide reductase encoded by HSV-1 and weaker inactivators of human enzyme. Several thiocarbonohydrazones (e.g. 38 and 39) inactivated HSV-1 ribonucleotide reductase at rate constants as much as seven times that of lead compound 2. In general, those substituted with weak electron-attracting groups offered the best combination of potency and apparent selective activity against the HSV-1 enzyme. Seven new thiocarbonohydrazones (21, 25, 31, 36, 38, 39, and 40) were apparently greater than 50-fold more selective than 2 against HSV-1 ribonucleotide reductase versus human enzyme. The results indicated new compounds worthy of further study as potentiators of acyclovir in combination topical treatment of herpes virus infections.

  DOI：

  10.1021/jm00090a022
• 作为产物：
  描述：

  2-乙酰基吡啶 、 碳酰肼 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 methyl 2-pyridyl ketone carbonohydrazone
  参考文献：
  名称：

  Synthesis, antioxidant and antimicrobial activity of carbohydrazones

  摘要：

  我们合成并鉴定了 14 种单羧腙和双羧腙配体。研究了这些物质的抗氧化活性以及可能的（E）/（Z）异构化，并解释了在各种二甲基亚砜和水混合物中活性最强的抗氧化化合物 4。在该体系中加入水会形成水合分子，这一点在加入 D2O 后的核磁共振中得到了证实。这些配体针对革兰氏阳性和革兰氏阴性细菌及真菌进行了体外测试，并结合所研究的羧腙的结构讨论了它们的活性。

  DOI：

  10.2298/jsc161220045b

文献信息

• Chelating behaviour of methyl 2-pyridyl ketone carbono- and thiocarbonohydrazones in copper(II) and zinc(II) complexes
  作者：Alessia Bacchi、A. Bonini、Mauro Carcelli、Fabrizio Ferraro、Enrico Leporati、Corrado Pelizzi、Giancarlo Pelizzi

  DOI：10.1039/dt9960002699

  日期：——

  The compounds bis(methyl 2-pyridyl ketone) carbono-(H2L1) and thiocarbono-hydrazone (H2L2) have been synthesized, their protonation constants obtained through spectrophotometric studies and their crystal structures determined by X-ray diffractometry. Their complexation behaviour has been studied towards copper and zinc chloride and acetate. The results indicate that they are able to form bimetallic

  合成了双（甲基2-吡啶基酮）碳-（H 2 L 1）和硫代碳-（H 2 L 2），通过分光光度法研究获得了质子化常数，并通过X射线衍射法确定了其晶体结构。已经研究了它们对铜，氯化锌和乙酸盐的络合行为。结果表明，它们能够与所用的铜盐和乙酸锌形成双金属络合物。这是通过对[Cu 2（HL 1）Cl 3（OH 2）]·1.5H 2 O进行的X射线分析证实的。