methyl-(2-pyridyl)ketone-dimethylhydrazone | 33785-79-4

• 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-dimethylhydrazone
• 英文别名: 2-[1-(Dimethylhydrazinylidene)ethyl]pyridine；N-methyl-N-(1-pyridin-2-ylethylideneamino)methanamine
• CAS: 33785-79-4
• 化学式: C₉H₁₃N₃
• 分子量: 163.222
• InChiKey: PGPYFONKXGUWGS-UHFFFAOYSA-N

物化性质

• 沸点：
  253.7±32.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl-(2-pyridyl)ketone-dimethylhydrazone 在 磷酸吡哆醛 、 chromobacterium violaceum transaminase 作用下， 以 aq. phosphate buffer 为溶剂， 反应 24.0h， 生成 1-(2-吡啶)乙胺
  参考文献：
  名称：

  使用转氨酶将腙直接转化为胺

  摘要：

  醛和酮与转氨酶的反应已广泛用于生产胺。在这里，探索了腙和转氨酶之间的新转化。研究了几种底物，以良好的收率形成了多种胺。发现通过添加亲电试剂可以提高胺产率，这被认为可以“捕获”反应中释放的肼。

  DOI：

  10.1002/cctc.202101008
• 作为产物：
  描述：

  2-乙酰基吡啶 、 偏二甲肼 以 乙醇 为溶剂， 生成 methyl-(2-pyridyl)ketone-dimethylhydrazone
  参考文献：
  名称：

  A novel series of metabotropic glutamate receptor 5 negative allosteric modulators based on a 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine core

  摘要：

  A series of potent non-acetylinic negative allosteric modulators of the metabotropic glutamate receptor 5 (mGlu5 NAMs) was developed starting from HTS screening hit 1. Potency was improved via iterative SAR, and physicochemical properties were optimized to deliver orally bioavailable compounds acceptable for in vivo testing. A lead molecule from the series demonstrated dose-dependent activity in the second phase of the rat formalin test from 30 mg/kg, and a preliminary PK/PD relationship was established. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.044

文献信息

• Ehlers, J.; Dieck, H. Tom, Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Ehlers, J.、Dieck, H. Tom

  DOI：——

  日期：——
• A novel series of metabotropic glutamate receptor 5 negative allosteric modulators based on a 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine core
  作者：Guillaume Duvey、Benjamin Perry、Emmanuel Le Poul、Sonia Poli、Beatrice Bonnet、Nathalie Lambeng、Delphine Charvin、Tansy Donovan-Rodrigues、Hasnaà Haddouk、Stefania Gagliardi、Jean-Philippe Rocher

  DOI：10.1016/j.bmcl.2013.06.044

  日期：2013.8

  A series of potent non-acetylinic negative allosteric modulators of the metabotropic glutamate receptor 5 (mGlu5 NAMs) was developed starting from HTS screening hit 1. Potency was improved via iterative SAR, and physicochemical properties were optimized to deliver orally bioavailable compounds acceptable for in vivo testing. A lead molecule from the series demonstrated dose-dependent activity in the second phase of the rat formalin test from 30 mg/kg, and a preliminary PK/PD relationship was established. (c) 2013 Elsevier Ltd. All rights reserved.
• Direct Conversion of Hydrazones to Amines using Transaminases
  作者：Eve M. Carter、Fabiana Subrizi、John M. Ward、Tom D. Sheppard、Helen C. Hailes

  DOI：10.1002/cctc.202101008

  日期：2021.11.8

  The reaction of aldehydes and ketones with transaminases has been widely used for producing amines. Here, a new transformation between hydrazones and transaminases was explored. Several substrates were investigated, forming a variety of amines in good yields. Amine yields were found to improve by the addition of electrophiles, thought to ‘trap’ the hydrazine released in the reaction.

  醛和酮与转氨酶的反应已广泛用于生产胺。在这里，探索了腙和转氨酶之间的新转化。研究了几种底物，以良好的收率形成了多种胺。发现通过添加亲电试剂可以提高胺产率，这被认为可以“捕获”反应中释放的肼。