2-溴-n-乙基-5-硝基-4-吡啶胺 | 913642-07-6

• 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
• 中文名称: 2-溴-n-乙基-5-硝基-4-吡啶胺
• 英文名称: 2-bromo-N-ethyl-5-nitro-4-pyridinamine
• 英文别名: 2-bromo-N-ethyl-5-nitropyridin-4-amine
• CAS: 913642-07-6
• 化学式: C₇H₈BrN₃O₂
• 分子量: 246.063
• InChiKey: CJWGLCCOOXQJRC-UHFFFAOYSA-N

物化性质

• 沸点：
  360.3±42.0 °C(Predicted)
• 密度：
  1.677±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-溴-n-乙基-5-硝基-4-吡啶胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 N-甲基吗啉 、 盐酸 、 羟胺 、 potassium carbonate 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 106.75h， 生成 1,1-dimethylethyl [2-({3-[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-6-yl]phenyl}amino)-2-oxoethyl]carbamate
  参考文献：
  名称：

  WO2006/113837

  摘要：

  公开号：
• 作为产物：
  描述：

  4-甲氧基-5-硝基-1H-吡啶-2-酮 在 三溴氧磷 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 4.0h， 生成 2-溴-n-乙基-5-硝基-4-吡啶胺
  参考文献：
  名称：

  Discovery of Aminofurazan-azabenzimidazoles as Inhibitors of Rho-Kinase with High Kinase Selectivity and Antihypertensive Activity

  摘要：

  The discovery, proposed binding mode, and optimization of a novel class of Rho-kinase inhibitors are presented. Appropriate substitution on the 6-position of the azabenzimidazole core provided subnanomolar enzyme potency in vitro while dramatically improving selectivity over a panel of other kinases. Pharmacokinetic data was obtained for the most potent and selective examples and one (6n) has been shown to lower blood pressure in a rat model of hypertension.

  DOI：

  10.1021/jm060873p

文献信息

• Inhibitors of Akt Activity
  申请人：Heerding Dirk A.

  公开号：US20080318947A1

  公开（公告）日：2008-12-25

  Invented are novel 1H-imidazo[4,5-c]pyridin-2-yl compounds, the use of such compounds as inhibitors of protein kinase B activity and in the treatment of cancer and arthritis.

  本发明涉及一种新型的1H-咪唑并[4,5-c]吡啶-2-基化合物，其作为蛋白激酶B活性的抑制剂以及在癌症和关节炎治疗中的应用。
• Aminofurazans as potent inhibitors of AKT kinase
  作者：Meagan B. Rouse、Mark A. Seefeld、Jack D. Leber、Kenneth C. McNulty、Lihui Sun、William H. Miller、ShuYun Zhang、Elisabeth A. Minthorn、Nestor O. Concha、Anthony E. Choudhry、Michael D. Schaber、Dirk A. Heerding

  DOI：10.1016/j.bmcl.2009.01.002

  日期：2009.3

  AKT inhibitors containing an imidazopyridine aminofurazan scaffold have been optimized. We have previously disclosed identification of the AKT inhibitor GSK690693, which has been evaluated in clinical trials in cancer patients. Herein we describe recent efforts focusing on investigating a distinct region of this scaffold that have afforded compounds (30 and 32) with comparable activity profiles to that of GSK690693.
• WO2006/113837
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery of Aminofurazan-azabenzimidazoles as Inhibitors of Rho-Kinase with High Kinase Selectivity and Antihypertensive Activity
  作者：Robert A. Stavenger、Haifeng Cui、Sarah E. Dowdell、Robert G. Franz、Dimitri E. Gaitanopoulos、Krista B. Goodman、Mark A. Hilfiker、Robert L. Ivy、Jack D. Leber、Joseph P. Marino,、Hye-Ja Oh、Andrew Q. Viet、Weiwei Xu、Guosen Ye、Daohua Zhang、Yongdong Zhao、Larry J. Jolivette、Martha S. Head、Simon F. Semus、Patricia A. Elkins、Robert B. Kirkpatrick、Edward Dul、Sanjay S. Khandekar、Tracey Yi、David K. Jung、Lois L. Wright、Gary K. Smith、David J. Behm、Christopher P. Doe、Ross Bentley、Zunxuan X. Chen、Erding Hu、Dennis Lee

  DOI：10.1021/jm060873p

  日期：2007.1.1

  The discovery, proposed binding mode, and optimization of a novel class of Rho-kinase inhibitors are presented. Appropriate substitution on the 6-position of the azabenzimidazole core provided subnanomolar enzyme potency in vitro while dramatically improving selectivity over a panel of other kinases. Pharmacokinetic data was obtained for the most potent and selective examples and one (6n) has been shown to lower blood pressure in a rat model of hypertension.