6-chloro-2-(N,N-diethylamino)-3-nitropyridine | 125173-52-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 6-chloro-2-(N,N-diethylamino)-3-nitropyridine
• 英文别名: 6-chloro-2-(diethylamino)-3-nitro-pyridine；6-chloro-N,N-diethyl-3-nitropyridin-2-amine
• CAS: 125173-52-6
• 化学式: C₉H₁₂ClN₃O₂
• 分子量: 229.666
• InChiKey: UUVARBLZTJTKSI-UHFFFAOYSA-N

物化性质

• 沸点：
  348.6±42.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  62
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloro-2-(N,N-diethylamino)-3-nitropyridine 在 palladium on activated charcoal 盐酸 、 氢气 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 19.0h， 生成 3-amino-2-(N,N-dimethylamino)-6-(1-piperazinyl)pyridine
  参考文献：
  名称：

  Novel 21-aminosteroids that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma

  摘要：

  A novel class of 21-aminosteroids has been developed. Compounds within this series are potent inhibitors of iron-dependent lipid peroxidation in rat brain homogenates with IC50's as low as 3 microM. Furthermore, selected members enhance early neurological recovery and survival in a mouse head injury model. Significant improvement in the 1 h post-head-injury neurological status (grip test score) by as much as 168.6% of the control has been observed. The most efficacious compound in this assay (30) showed an increase in the 1-week survival of 78.6% as compared to 27.3% for the vehicle-treated mice in the head-injury model. Based on its biological profile, 21-[4-(2,6-di-1-pyrrolidinyl-4-pyrimidinyl)-1-piperazinyl]-16 alpha- methylpregna-1,4,9(11)-triene-3,20-dione monomethanesulfonate (30) was selected for further evaluation and is currently entering phase I clinical trials for the treatment of head and spinal trauma.

  DOI：

  10.1021/jm00166a010
• 作为产物：
  描述：

  2,6-二氯-3-硝基吡啶 、 二乙胺盐酸盐 在 三乙胺 作用下， 以 乙腈 为溶剂， 以78%的产率得到6-chloro-2-(N,N-diethylamino)-3-nitropyridine
  参考文献：
  名称：

  [EN] NOVEL 2-DIETHYLAMINO-3-AMIDO-6-AMINO-PYRIDINE DERIVATIVES USEFUL AS POTASSIUM CHANNEL ACTIVATORS
  [FR] NOUVEAUX DÉRIVÉS DE LA 2-DIÉTHYLAMINO-3-AMIDO-6-AMINO-PYRIDINE UTILES EN TANT QU'ACTIVATEURS DES CANAUX POTASSIQUES

  摘要：

  本发明涉及具有医学效用的新型2-二乙氨基-3-酰胺-6-氨基吡啶衍生物，以及使用本发明的2-二乙氨基-3-酰胺-6-氨基吡啶衍生物制备药物、包含本发明的2-二乙氨基-3-酰胺-6-氨基吡啶衍生物的制药组合物，以及用于治疗对Kv7通道激活有反应的受体的障碍、疾病或病状的方法。

  公开号：

  WO2009074592A1

文献信息

• NOVEL 2-DIETHYLAMINO-3-AMIDO-6-AMINO-PYRIDINE DERIVATIVES USEFUL AS POTASSIUM CHANNEL ACTIVATORS
  申请人：Jessen Carsten

  公开号：US20110003865A1

  公开（公告）日：2011-01-06

  This invention relates to novel 2-diethylamino-3-amido-6-amino-pyridine derivatives having medical utility, to use of the 2-diethylamino-3-amido-6-amino-pyridine derivatives of the invention for the manufacture of a medicament, to pharmaceutical compositions comprising the 2-diethylamino-3-amido-6-amino-pyridine derivatives of the invention, and to methods of treating a disorder, disease or a condition of a subject, which disorder, disease or condition is responsive to activation of K v 7 channels.

  本发明涉及具有医疗用途的新型2-二乙氨基-3-酰胺基-6-氨基吡啶衍生物，涉及使用本发明的2-二乙氨基-3-酰胺基-6-氨基吡啶衍生物制造药物，涉及包含本发明的2-二乙氨基-3-酰胺基-6-氨基吡啶衍生物的制药组合物，以及涉及治疗与Kv7通道激活有关的受体、疾病或病情的方法。
• JACOBSEN, E. JON;MCCALL, JOHN M.;AYER, DONALD E.;VAN, DOORNIK FRED J.;PAL+, J. MED. CHEM., 33,(1990) N, C. 1145-1151
  作者：JACOBSEN, E. JON、MCCALL, JOHN M.、AYER, DONALD E.、VAN, DOORNIK FRED J.、PAL+

  DOI：——

  日期：——
• Novel 21-aminosteroids that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma
  作者：E. Jon Jacobsen、John M. McCall、Donald E. Ayer、Fred J. VanDoornik、John R. Palmer、Kenneth L. Belonga、J. Mark Braughler、Edward D. Hall、David J. Houser

  DOI：10.1021/jm00166a010

  日期：1990.4

  A novel class of 21-aminosteroids has been developed. Compounds within this series are potent inhibitors of iron-dependent lipid peroxidation in rat brain homogenates with IC50's as low as 3 microM. Furthermore, selected members enhance early neurological recovery and survival in a mouse head injury model. Significant improvement in the 1 h post-head-injury neurological status (grip test score) by as much as 168.6% of the control has been observed. The most efficacious compound in this assay (30) showed an increase in the 1-week survival of 78.6% as compared to 27.3% for the vehicle-treated mice in the head-injury model. Based on its biological profile, 21-[4-(2,6-di-1-pyrrolidinyl-4-pyrimidinyl)-1-piperazinyl]-16 alpha- methylpregna-1,4,9(11)-triene-3,20-dione monomethanesulfonate (30) was selected for further evaluation and is currently entering phase I clinical trials for the treatment of head and spinal trauma.
• [EN] NOVEL 2-DIETHYLAMINO-3-AMIDO-6-AMINO-PYRIDINE DERIVATIVES USEFUL AS POTASSIUM CHANNEL ACTIVATORS<br/>[FR] NOUVEAUX DÉRIVÉS DE LA 2-DIÉTHYLAMINO-3-AMIDO-6-AMINO-PYRIDINE UTILES EN TANT QU'ACTIVATEURS DES CANAUX POTASSIQUES
  申请人：NEUROSEARCH AS

  公开号：WO2009074592A1

  公开（公告）日：2009-06-18

  This invention relates to novel 2-diethylamino-3-amido-6-amino-pyhdine derivatives having medical utility, to use of the 2-diethylamino-3-amido-6-amino- pyridine derivatives of the invention for the manufacture of a medicament, to pharmaceutical compositions comprising the 2-diethylamino-3-amido-6-amino-pyhdine derivatives of the invention, and to methods of treating a disorder, disease or a condition of a subject, which disorder, disease or condition is responsive to activation of Kv7 channels.

  本发明涉及具有医学效用的新型2-二乙氨基-3-酰胺-6-氨基吡啶衍生物，以及使用本发明的2-二乙氨基-3-酰胺-6-氨基吡啶衍生物制备药物、包含本发明的2-二乙氨基-3-酰胺-6-氨基吡啶衍生物的制药组合物，以及用于治疗对Kv7通道激活有反应的受体的障碍、疾病或病状的方法。