2-bromo-N-(4-bromo-3-methylphenyl)acetamide | 349121-12-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromo-N-(4-bromo-3-methylphenyl)acetamide
• CAS: 349121-12-6
• 化学式: C₉H₉Br₂NO
• mdl: MFCD02974394
• 分子量: 306.985
• InChiKey: QXOXFFMJODGJDV-UHFFFAOYSA-N

物化性质

• 沸点：
  395.1±37.0 °C(Predicted)
• 密度：
  1.825±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(4-bromo-3-methylphenyl)acetamide 在 palladium on activated charcoal 超重氢 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 反应 2.5h， 生成 2-[4-(2-cyano-4-tritiophenyl)piperazin-1-yl]-N-(3-methyl-4-tritiophenyl)acetamide
  参考文献：
  名称：

  Synthesis and activity of 2-[4-(4-[3H]-2-cyanophenyl)piperazinyl]-N-(2,4,6-[3H]3-3-methylphenyl)acetamide: a selective dopamine D4 receptor agonist and radioligand

  摘要：

  The first selective dopamine D-4 agonist radioligand is described. The synthesis of these piperazine radioligands relied on the transformation of brominated precursors 4a and 4b with tritium gas in the presence of a sensitive cyano functional group. The specific activity of these two radioligands was measured and [H-3]6b found to be suitable for use in D-4 saturation and competition binding studies. The synthesis, biological, and radioactivity of this new agonist radioligand as well as preliminary SAR will be discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.068
• 作为产物：
  描述：

  4-溴-3-甲基苯胺 、 溴乙酰溴 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到2-bromo-N-(4-bromo-3-methylphenyl)acetamide
  参考文献：
  名称：

  Searching for New Leads for Tuberculosis: Design, Synthesis, and Biological Evaluation of Novel 2-Quinolin-4-yloxyacetamides

  摘要：

  In this study, a new series of more than 60 quinoline derivatives has been synthesized and evaluated against Mycobacterium tuberculosis (H37Rv). Apart from the SAR exploration around the initial hits, the optimization process focused on the improvement of the physicochemical properties, cytotoxicity, and metabolic stability of the series. The best compounds obtained exhibited MIC values in the low micromolar range, excellent intracellular antimycobacterial activity, and an improved physicochemical profile without cytotoxic effects. Further investigation revealed that the amide bond was the source for the poor blood stability observed, while some of the compounds exhibited hERG affinity. Compound 83 which contains a benzoxazole ring instead of the amide group was found to be a good alternative, with good blood stability and no hERG affinity, providing new opportunities for the series. Overall, the obtained results suggest that further optimization of solubility and microsomal stability of the series could provide a strong lead for a new anti-TB drug development program.

  DOI：

  10.1021/acs.jmedchem.6b00245

文献信息

• Acetamides and benzamides that are useful in treating sexual dysfunction
  申请人：——

  公开号：US20040029887A1

  公开（公告）日：2004-02-12

  The present invention relates to the use of compounds of formula (I) 1 for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)的化合物治疗性功能障碍，以及含有式(I)化合物的组合物用于治疗性功能障碍。
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  申请人：UNIV MINNESOTA

  公开号：WO2013074059A3

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