tert-butyl N-[3-(3-methylimidazol-4-yl)naphthalen-2-yl]carbamate | 409369-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl N-[3-(3-methylimidazol-4-yl)naphthalen-2-yl]carbamate
• CAS: 409369-96-6
• 化学式: C₁₉H₂₁N₃O₂
• 分子量: 323.395
• InChiKey: LEUOOWKOVWCQNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-(3-methylimidazol-4-yl)naphthalen-2-yl]carbamate 在 三氟乙酸 、 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 二氯甲烷 、 邻二氯苯 为溶剂， 反应 27.0h， 生成 1-methyl-4-chlorobenzo(g)imidazo(4,5-c)quinoline
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-amino derivatives of benzimidazoquinoxaline, benzimidazoquinoline, and benzopyrazoloquinazoline as potent IKK inhibitors

  摘要：

  We have recently identified BMS-345541 (1) as a highly selective and potent inhibitor of IKK-2 (IC50 = 0.30 mu M), which however was considerably less potent against IKK-1 (IC50 = 4.0 mu M). In order to further explore the SAR around the imidazoquinoxaline tricyclic structure of 1, we prepared a series of tetracyclic analogues (7, 13, and 18). The synthesis and biological activities of these potent IKK inhibitors are described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.017
• 作为产物：
  描述：

  3-碘萘-2-羧酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 sodium hydroxide 、 硫酸 、 叠氮磷酸二苯酯 、 potassium acetate 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 反应 71.5h， 生成 tert-butyl N-[3-(3-methylimidazol-4-yl)naphthalen-2-yl]carbamate
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-amino derivatives of benzimidazoquinoxaline, benzimidazoquinoline, and benzopyrazoloquinazoline as potent IKK inhibitors

  摘要：

  We have recently identified BMS-345541 (1) as a highly selective and potent inhibitor of IKK-2 (IC50 = 0.30 mu M), which however was considerably less potent against IKK-1 (IC50 = 4.0 mu M). In order to further explore the SAR around the imidazoquinoxaline tricyclic structure of 1, we prepared a series of tetracyclic analogues (7, 13, and 18). The synthesis and biological activities of these potent IKK inhibitors are described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.017

文献信息

• Synthesis and biological evaluation of 4-amino derivatives of benzimidazoquinoxaline, benzimidazoquinoline, and benzopyrazoloquinazoline as potent IKK inhibitors
  作者：Francis Beaulieu、Carl Ouellet、Edward H. Ruediger、Makonen Belema、Yuping Qiu、Xuejie Yang、Jacques Banville、James R. Burke、Kurt R. Gregor、John F. MacMaster、Alain Martel、Kim W. McIntyre、Mark A. Pattoli、F. Christopher Zusi、Dolatrai Vyas

  DOI：10.1016/j.bmcl.2006.12.017

  日期：2007.3

  We have recently identified BMS-345541 (1) as a highly selective and potent inhibitor of IKK-2 (IC50 = 0.30 mu M), which however was considerably less potent against IKK-1 (IC50 = 4.0 mu M). In order to further explore the SAR around the imidazoquinoxaline tricyclic structure of 1, we prepared a series of tetracyclic analogues (7, 13, and 18). The synthesis and biological activities of these potent IKK inhibitors are described. (c) 2006 Elsevier Ltd. All rights reserved.