4-甲基-5-硝基吡啶-2-甲醛 | 5832-38-2

• 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
• 中文名称: 4-甲基-5-硝基吡啶-2-甲醛
• 英文名称: 4-methyl-5-nitropyridine-2-carboxaldehyde
• 英文别名: 4-Methyl-5-nitropicolinaldehyde；4-methyl-5-nitropyridine-2-carbaldehyde
• CAS: 5832-38-2
• 化学式: C₇H₆N₂O₃
• 分子量: 166.136
• InChiKey: OBGLQHSGHQAMLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  4-甲基-5-硝基吡啶-2-甲醛 在 甲酸 、 双氧水 、 对甲苯磺酸 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 12.0h， 生成 1H-吡咯并[2,3-c]吡啶-5-羧酸
  参考文献：
  名称：

  Discovery of N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide, an Agonist of the α7 Nicotinic Acetylcholine Receptor, for the Potential Treatment of Cognitive Deficits in Schizophrenia:  Synthesis and Structure−Activity Relationship

  摘要：

  N-[(3R)-1-Azabicyclo[2.2.2] oct-3-yl] furo[2,3-c]pyridine-5-carboxamide (14, PHA-543,613), a novel agonist of the alpha 7 neuronal nicotinic acetylcholine receptor (alpha 7 nAChR), has been identified as a potential treatment of cognitive deficits in schizophrenia. Compound 14 is a potent and selective alpha 7 nAChR agonist with an excellent in vitro profile. The compound is characterized by rapid brain penetration and high oral bioavailability in rat and demonstrates in vivo efficacy in auditory sensory gating and, in an in vivo model to assess cognitive performance, novel object recognition.

  DOI：

  10.1021/jm0602413
• 作为产物：
  描述：

  2,4-二甲基吡啶 在 硫酸 、 potassium nitrate 、 苯亚硒酸酐 作用下， 以 1,4-二氧六环 为溶剂， 反应 22.0h， 以2.5 g的产率得到4-甲基-5-硝基吡啶-2-甲醛
  参考文献：
  名称：

  Discovery of N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide, an Agonist of the α7 Nicotinic Acetylcholine Receptor, for the Potential Treatment of Cognitive Deficits in Schizophrenia:  Synthesis and Structure−Activity Relationship

  摘要：

  N-[(3R)-1-Azabicyclo[2.2.2] oct-3-yl] furo[2,3-c]pyridine-5-carboxamide (14, PHA-543,613), a novel agonist of the alpha 7 neuronal nicotinic acetylcholine receptor (alpha 7 nAChR), has been identified as a potential treatment of cognitive deficits in schizophrenia. Compound 14 is a potent and selective alpha 7 nAChR agonist with an excellent in vitro profile. The compound is characterized by rapid brain penetration and high oral bioavailability in rat and demonstrates in vivo efficacy in auditory sensory gating and, in an in vivo model to assess cognitive performance, novel object recognition.

  DOI：

  10.1021/jm0602413

文献信息

• Substituted 7-aza[2.2.1]bicycloheptanes for the treatment of disease
  申请人：——

  公开号：US20030105089A1

  公开（公告）日：2003-06-05

  The invention provides compounds of Formula I: 1 which may be in the form of pharmaceutical acceptable salts or compositions, are useful in treating diseases or conditions in which &agr;7 nicotinic acetylcholine receptors (nAChRs) are known to be involved.

  这项发明提供了Formula I的化合物： 1 这些化合物可以是药用可接受的盐或组合物的形式，对治疗涉及α7尼古丁型乙酰胆碱受体(nAChRs)的疾病或症状是有用的。
• Quinuclidines-substituted-multi-cyclic-heteroaryls for the treatment of disease
  申请人：——

  公开号：US20030045540A1

  公开（公告）日：2003-03-06

  The invention provides compounds of Formula I: 1 where in W is 2 These compounds may be in the form of pharmaceutical salts or compositions, racemic mixtures, or pure enantiomers thereof. The compounds of Formula I are useful to treat diseases or conditions in which &agr;7 is known to be involved.

  这项发明提供了Formula I的化合物： 其中W为 这些化合物可以是药用盐或组合物的形式，也可以是消旋混合物或其纯对映体。Formula I的化合物可用于治疗已知涉及α7的疾病或症状。
• The Oxidation of Aromatic Aldehydes to Carboxylic Acids Using Hydrogen Peroxide in Formic Acid
  作者：Robert H. Dodd、Mireille Le Hyaric

  DOI：10.1055/s-1993-25851

  日期：——

  Aromatic aldehydes and particularly heteroaromatic aldehydes 1 are efficiently and conveniently oxidized to their corresponding carboxylic acids 2 by hydrogen peroxide in formic acid at 4°C.

  芳香醛类，尤其是杂芳香醛类1，能够高效且便捷地通过在4°C下利用甲酸中的过氧化氢氧化，转化为相应的羧酸类2。
• Synthesis and antitumor activity of 3- and 5-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazones
  作者：Yuqiang Wang、Mao Chin Liu、Tai Shun Lin、Alan C. Sartorelli

  DOI：10.1021/jm00098a011

  日期：1992.10

  hyde thiosemicarbazone (5-HMP), of 5-hydroxypyridine-2-carboxaldehyde thiosemicarbazone (5-HP) have been designed and synthesized by two different methods. 3-HMP and 5-HMP both showed better antitumor activity than their respective parent compounds, 3-hydroxypyridine-2-carboxaldehyde thiosemicarbazone and 5-HP, in mice bearing the L1210 leukemia.

  为了开发具有临床实用性的α-（N）-杂环羧醛硫代半碳酰胺，两个类似物3-羟基-4-甲基吡啶-2-羧醛硫代半碳酮（3-HMP）和5-羟基-4-甲基吡啶-2通过两种不同的方法设计和合成了5-羟基吡啶-2-羧甲醛硫代半碳酮（5-HP）的-甲醛甲醛硫代半碳酮（5-HMP）。在携带L1210白血病的小鼠中，3-HMP和5-HMP均显示出比其各自的母体化合物3-羟基吡啶-2-羧甲醛硫半乳糖和5-HP更好的抗肿瘤活性。
• Substituted pyridinyl and pyrimidinyl derivatives as modulators of metabolism and the treatment of disorders related thereto
  申请人：Jones M. Robert

  公开号：US20060155128A1

  公开（公告）日：2006-07-13

  The present invention relates to certain substituted pyridinyl and pyrimidinyl derivatives of Fomula (Ia) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the treatment of metabolic-related disorders and complications thereof, such as, diabetes and obesity.

  本发明涉及某些取代的吡啶基和嘧啶基衍生物，其化学式为（Ia），这些衍生物是代谢调节剂。因此，本发明的化合物在治疗与代谢相关的疾病和并发症方面非常有用，如糖尿病和肥胖症。