5-chloro-3-phenyl-pyridin-2-ylamine | 130532-92-2

• 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
• 英文名称: 5-chloro-3-phenyl-pyridin-2-ylamine
• 英文别名: 2-Amino-5-chloro-3-phenylpyridine；5-chloro-3-phenylpyridin-2-amine
• CAS: 130532-92-2
• 化学式: C₁₁H₉ClN₂
• 分子量: 204.659
• InChiKey: SCVGIKTWGYVHLO-UHFFFAOYSA-N

物化性质

• 熔点：
  93-95 °C
• 沸点：
  342.5±37.0 °C(Predicted)
• 密度：
  1.261±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-chloro-3-phenyl-pyridin-2-ylamine 在 三乙胺 、 三氟乙酸 、 mercury dichloride 作用下， 以 二氯甲烷 为溶剂， 生成 N-(5-Chloro-3-phenyl-pyridin-2-yl)-guanidine
  参考文献：
  名称：

  Selective urokinase-type plasminogen activator (uPA) inhibitors. Part 2: (3-Substituted-5-halo-2-pyridinyl)guanidines

  摘要：

  Based on previous modeling predictions, a series of (3-substituted-5-chloro-2-pyridinyl)guanidines have been designed with good potency and selectivity for urokinase-type plasminogen activator (uPA). Compound 3 has a K-i of 0.17 muM and greater than 300-fold selectivity with respect to tPA and plasmin (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00702-8
• 作为产物：
  描述：

  N-(3-bromo-5-chloropyridin-2-yl)pyridin-1-ium-1-aminide 在 三(三甲基硅基)硅烷 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 作用下， 以 间二甲苯 、 丙酮 、 乙腈 为溶剂， 反应 25.0h， 生成 5-chloro-3-phenyl-pyridin-2-ylamine
  参考文献：
  名称：

  Pyridinium N-2′-pyridylaminide: radical cyclization for the synthesis of benzonaphthyridine derivatives

  摘要：

  The synthesis of benzonaphthyridine derivatives that incorporate a 2-aminopyridine moiety can be performed by intramolecular radical pyridylation of the appropriate substrates, obtained from pyridinium N-2'-pyridylaminide, using TTMSS and AIBN. similar to 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.077

文献信息

• Ohba, Setsuya; Sakamoto, Takao; Yamanaka, Hiroshi, Heterocycles, 1990, vol. 31, # 7, p. 1301 - 1308
  作者：Ohba, Setsuya、Sakamoto, Takao、Yamanaka, Hiroshi

  DOI：——

  日期：——
• OHBA, SETSUYA;SAKAMOTO, TAKAO;YAMANAKA, HIROSHI, HETEROCYCLES, 31,(1990) N, C. 1301-1308
  作者：OHBA, SETSUYA、SAKAMOTO, TAKAO、YAMANAKA, HIROSHI

  DOI：——

  日期：——
• Selective urokinase-type plasminogen activator (uPA) inhibitors. Part 2: (3-Substituted-5-halo-2-pyridinyl)guanidines
  作者：Christopher G Barber、Roger P Dickinson

  DOI：10.1016/s0960-894x(01)00702-8

  日期：2002.1

  Based on previous modeling predictions, a series of (3-substituted-5-chloro-2-pyridinyl)guanidines have been designed with good potency and selectivity for urokinase-type plasminogen activator (uPA). Compound 3 has a K-i of 0.17 muM and greater than 300-fold selectivity with respect to tPA and plasmin (C) 2002 Elsevier Science Ltd. All rights reserved.
• Pyridinium N-2′-pyridylaminide: radical cyclization for the synthesis of benzonaphthyridine derivatives
  作者：Araceli Núñez、Aránzazu Sánchez、Carolina Burgos、Julio Alvarez-Builla

  DOI：10.1016/j.tet.2007.04.077

  日期：2007.7

  The synthesis of benzonaphthyridine derivatives that incorporate a 2-aminopyridine moiety can be performed by intramolecular radical pyridylation of the appropriate substrates, obtained from pyridinium N-2'-pyridylaminide, using TTMSS and AIBN. similar to 2007 Elsevier Ltd. All rights reserved.