N-(4-nitropyridin-2-yl)-acetamide | 4487-49-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4-nitropyridin-2-yl)-acetamide
• 英文别名: N-(4-nitropyridin-2-yl)acetamide
• CAS: 4487-49-4
• 化学式: C₇H₇N₃O₃
• 分子量: 181.151
• InChiKey: UVIXYNAOUDBGQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  211 °C
• 沸点：
  418.3±30.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 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：
  87.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-nitropyridin-2-yl)-acetamide 在 盐酸 、 caesium carbonate 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.58h， 生成 7-{[2-(acetylamino)pyridin-4-yl]oxy}-N-[3-(aminomethyl)-5-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydronaphthalene-2-carboxamide dihydrochloride
  参考文献：
  名称：

  Design and Optimization of Potent and Orally Bioavailable Tetrahydronaphthalene Raf Inhibitors

  摘要：

  Inhibition of mutant B-Raf signaling, through either direct inhibition of the enzyme or inhibition of MEK, the direct substrate of Raf, has been demonstrated preclinically to inhibit tumor growth. Very recently, treatment of B-Raf mutant melanoma patients with a selective B-Raf inhibitor has resulted in promising preliminary evidence of antitumor activity. This article describes the design and optimization of tetrahydronaphthalene-derived compounds as potent inhibitors of the Raf pathway in vitro and in vivo. These compounds possess good pharmacokinetic properties in rodents and inhibit B-Raf mutant tumor growth in mouse xenograft models.

  DOI：

  10.1021/jm101479y
• 作为产物：
  描述：

  2-氯吡啶-N-氧化物 在 硫酸 、 氨 、 硝酸 、 三氯化磷 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 N-(4-nitropyridin-2-yl)-acetamide
  参考文献：
  名称：

  Structural and vibrational investigation of 2-amino-4-nitropyridine crystal

  摘要：

  The X-ray structure of 2-amino-4-nitropyridine was determined at room temperature. The crystal belongs to the P2(1)/c space group of the monoclinic system (Z = 4, a = 6.7290(10), b = 10.946(2), c = 9.060(2) Angstrom, beta = 100.03(3) deg) and is built of layers parallel to the (102) crystallographic plane. The molecules in the layer are joined into centrosymmetric dimers by two N-H ... N hydrogen bonds (N ... N distance = 3.011(3) Angstrom), which form rings of Ci symmetry. The other N-H bonds of the amino groups are involved in N-H ... O hydrogen bonds with the oxygen atoms of the nitro groups (N ... O distance = 3.054(3) Angstrom). These hydrogen bonds join the dimers into an infinite plane. The powder IR and Raman spectra (4000-80 cm(-1)) were measured for normal and deuterated crystals and are discussed with respect to the crystal structure. The N-H stretching vibrations behave as the stretching vibrations of two almost independent hydrogen bonds. Strong A(g)-A(u)-type splitting is observed for the stretching vibrations of the N-H ... N type hydrogen bonds. (C) 1997 Elsevier Science B.V.

  DOI：

  10.1016/s0022-2860(97)00009-4

文献信息

• Bicyclic compounds with kinase inhibitory activity
  申请人：Calderwood F. Emily

  公开号：US20070149533A1

  公开（公告）日：2007-06-28

  The present invention provides novel bicyclic compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various diseases.

  本发明提供了一种新颖的双环化合物，可用作蛋白激酶抑制剂。本发明还提供了包括本发明化合物的制药组合物以及使用该组合物治疗各种疾病的方法。
• BICYCLIC COMPOUNDS WITH KINASE INHIBITORY ACTIVITY
  申请人：MILLENNIUM PHARMACEUTICALS, INC.

  公开号：EP1957460A1

  公开（公告）日：2008-08-20
• US8110687B2
  申请人：——

  公开号：US8110687B2

  公开（公告）日：2012-02-07
• [EN] BICYCLIC COMPOUNDS WITH KINASE INHIBITORY ACTIVITY<br/>[FR] COMPOSES BICYCLIQUES AYANT UNE ACTIVITE INHIBITRICE DE KINASE
  申请人：MILLENNIUM PHARM INC

  公开号：WO2007067444A1

  公开（公告）日：2007-06-14

  [EN] The present invention provides novel bicyclic compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various diseases.
  [FR] La présente invention concerne de nouveaux composés bicycliques utiles en tant qu'inhibiteurs de protéine kinases. L'invention concerne en outre des compositions pharmaceutiques comprenant les composés de l'invention et des procédés d'utilisation des compositions dans le traitement de différentes maladies.