5-溴-N-(4-甲氧基苯基)戊酰胺 | 182887-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-溴-N-(4-甲氧基苯基)戊酰胺
• 英文名称: 5-Bromo-pentanoic acid (4-methoxy-phenyl)-amide
• 英文别名: Pentanamide, 5-bromo-N-(4-methoxyphenyl)-；5-bromo-N-(4-methoxyphenyl)pentanamide
• CAS: 182887-95-2
• 化学式: C₁₂H₁₆BrNO₂
• 分子量: 286.169
• InChiKey: QFJUDAWJNBVLDK-UHFFFAOYSA-N

物化性质

• 沸点：
  442.6±30.0 °C(Predicted)
• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-溴-N-(4-甲氧基苯基)戊酰胺 在 MeO-PEG-OCH₂CONHC₆H₄SH-p 、 氢气 、 镍 、 caesium carbonate 作用下， 生成 N-(4-methoxyphenyl)pentanamide
  参考文献：
  名称：

  Development of new linkers for the formation of aliphatic C-H bonds on polymeric supports

  摘要：

  Two polmyeric linkers, 8 and II, were prepared in high yields. Attachment of an alkyl group to these linkers was facile, and their cleavage from the MeO-PEG polymer support was accomplished by desulfurization using Raney nickel to yield the new carbon-hydrogen bond product 6. The protocol reponed herein allows efficient preparation of new polymeric linkers as well as their possible application to combinatorial libraries. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00222-6
• 作为产物：
  描述：

  5-溴戊酸 在 吡啶 、 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 5-溴-N-(4-甲氧基苯基)戊酰胺
  参考文献：
  名称：

  快速组装和原位筛选蛋白酪氨酸磷酸酶的双齿抑制剂。

  摘要：

  [反应：参见文本]我们已经成功设计并合成了一个小的蛋白质酪氨酸磷酸酶（PTP）抑制剂文库，其中包含所谓的“点击化学”或Cu（I）催化的1,3-偶极炔烃-叠氮化物偶联进行反应以快速组装66种不同的二齿化合物。随后的原位酶筛查显示潜在的PTP1B抑制剂（IC（50）= 4.7 microM），其效力比其他PTP高10-100倍。

  DOI：

  10.1021/ol052895w

文献信息

• A linker that allows efficient formation of aliphatic CH bonds on polymeric supports
  作者：Kyung Woon Jung、Xu-yang Zhao、Kim D. Janda

  DOI：10.1016/0040-4039(96)01419-0

  日期：1996.9

  Alkyl group bearing polymer 10 was prepared by way of sulfide 8 and thiol 11 in high yields. Cleavage of the alkyl chain from the PEG polymer support was accomplished either by homolysis under radical conditions or by desulfurization using Raney nickel to yield the new carbon-hydrogen bond product 12. The methodology developed will allow a variety of molecular scaffolds to be readily manipulated on

  通过硫化物8和硫醇11以高收率制备含烷基的聚合物10。通过在自由基条件下均溶或通过使用阮内镍进行脱硫以产生新的碳氢键产物12来完成从PEG聚合物载体上裂解烷基链。所开发的方法将使各种分子支架易于在聚合物基质上进行操作。
• Rapid Assembly and in Situ Screening of Bidentate Inhibitors of Protein Tyrosine Phosphatases
  作者：Rajavel Srinivasan、Mahesh Uttamchandani、Shao Q. Yao

  DOI：10.1021/ol052895w

  日期：2006.2.1

  and synthesized a small library of protein tyrosine phosphatase (PTP) inhibitors, in which the so-called "click chemistry" or Cu(I)-catalyzed 1,3-dipolar alkyne-azide coupling reaction was carried out for rapid assembly of 66 different bidentate compounds. Subsequent in situ enzymatic screening revealed a potential PTP1B inhibitor (IC(50) = 4.7 microM) which is 10-100 fold more potent than other PTPs

  [反应：参见文本]我们已经成功设计并合成了一个小的蛋白质酪氨酸磷酸酶（PTP）抑制剂文库，其中包含所谓的“点击化学”或Cu（I）催化的1,3-偶极炔烃-叠氮化物偶联进行反应以快速组装66种不同的二齿化合物。随后的原位酶筛查显示潜在的PTP1B抑制剂（IC（50）= 4.7 microM），其效力比其他PTP高10-100倍。
• Development of new linkers for the formation of aliphatic C-H bonds on polymeric supports
  作者：Kyung Woon Jung、Xy-yang Zhao、Kim D. Janda

  DOI：10.1016/s0040-4020(97)00222-6

  日期：1997.5

  Two polmyeric linkers, 8 and II, were prepared in high yields. Attachment of an alkyl group to these linkers was facile, and their cleavage from the MeO-PEG polymer support was accomplished by desulfurization using Raney nickel to yield the new carbon-hydrogen bond product 6. The protocol reponed herein allows efficient preparation of new polymeric linkers as well as their possible application to combinatorial libraries. (C) 1997 Published by Elsevier Science Ltd.