2-溴-1-(4-咪唑1-苯基)乙酮 | 110668-69-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-1-(4-咪唑1-苯基)乙酮
• 中文别名: 2-溴-1-(4-咪唑-1-苯基)-乙酮
• 英文名称: 1-(4-(1H-imidazol-1-yl)phenyl)-2-bromoethanone
• 英文别名: 2-Bromo-1-(4-imidazol-1-yl-phenyl)ethanone；2-bromo-1-(4-imidazol-1-ylphenyl)ethanone
• CAS: 110668-69-4
• 化学式: C₁₁H₉BrN₂O
• 分子量: 265.109
• InChiKey: DDQNJOAJAWHIFL-UHFFFAOYSA-N

物化性质

• 沸点：
  405.0±25.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)
• 溶解度：
  DMSO（轻微）、水（轻微、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  2-溴-1-(4-咪唑1-苯基)乙酮 在 哌啶 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 4-(4-(1H-imidazol-1-yl)phenyl)-N-((1H-imidazol-2-yl)methylene)thiazol-2-amine
  参考文献：
  名称：

  Investigation of anticancer potencies of newly generated Schiff base imidazolylphenylheterocyclic-2-ylmethylenethiazole-2-amines

  摘要：

  A new series of multi-heterocyclic Schiff base was constructed starting from 4'-(imidazol-1-yl)acetophenone which was converted to its 2-bromoethanone precursor which on cyclic condensation with thiourea yielded final thiazol-2-amine intermediate (3) to be reacted with substituted aldehydes to generate final imidazolylphenylheterocyclic-2-ylmethylenethiazole-2-amines (4a-4i). New Schiff base was investigated for their in vitro cytotoxic efficacies against a panel of three human cancer cell lines namely, MCF7 (human breast cancer), HCT116 (human colon cancer), and DU145 (human prostate cancer) and one normal skin fibroblast (SF). Most of these synthetic derivatives shown important cytotoxic actions against individual carcinoma cell line collections, but weak actions against SF, which is as anticipated. Observations of SAR suggested that the difference in the characteristics of substituents attached to the Schiff base function leads to the interesting variations within pharmacological effects of resultant molecular systems. Structural analysis performed using FT-IR, H-1 NMR, C-13 NMR spectroscopy and CHN analysis for final potent anticancer Schiff base, which warrant further investigations. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2016.10.021
• 作为产物：
  描述：

  4-咪唑乙酰苯酮 在 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 作用下， 以 水 、 乙腈 为溶剂， 生成 2-溴-1-(4-咪唑1-苯基)乙酮
  参考文献：
  名称：

  核独立化学位移 (NICS) 作为新抗真菌苯并呋喃酮设计的标准

  摘要：

  吴等人的断言。芳香性可能对分子设计有相当大的影响，促使我们使用核独立化学位移 (NICS) 作为芳香性标准来评估两个系列的 indol-4-one 的抗真菌活性。NICS 和抗真菌活性的线性回归分析表明，两个测试变量显着相关（p< 0.05); 当芳香性增加时，系列 I 的抗真菌活性降低，系列 II 的抗真菌活性增加。为了验证所得到方程的有效性，通过用氧取代 indol-4-ones 中的五元环的氮原子，设计了一组新的 44 benzofuran-4-ones。计算了苯并呋喃-4-酮的 NICS(0) 和 NICS(1)，并使用前面的方程来预测它们的生物活性。一组 10 苯并呋喃 4-ones 合成并在八种人类致病真菌中进行测试，显示了方程的有效性。对于光滑念珠菌、克柔念珠菌和吉列念珠菌与化合物15 -酵母菌的最低抑菌浓度 (MIC) 为 31.25 µg·mL –132，15 - 15和15

  DOI：

  10.3390/molecules26165078

文献信息

• Novel CB 1 receptor inverse agonists
  申请人：——

  公开号：US20040167129A1

  公开（公告）日：2004-08-26

  The present invention relates to compounds of formula (I) 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , m and X are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with the modulation of CB1 receptors.

  本发明涉及式（I）1的化合物，其中R1、R2、R3、R4、R5、R6、m和X如描述和权利要求中所定义，并且其制药可接受的盐。这些化合物对于治疗和/或预防与CB1受体调节相关的疾病是有用的。
• Compounds and uses thereof in modulating amyloid beta
  申请人：Cheng Soan

  公开号：US20050070538A1

  公开（公告）日：2005-03-31

  Novel compounds, compositions, and kits are provided. Methods of modulating Aβ levels, and methods of treating a disease associated with aberrant Aβ levels are also provided.

  本发明提供了新的化合物，组合物和试剂盒。还提供了调节Aβ水平的方法，以及治疗与异常Aβ水平相关的疾病的方法。
• COMPOUNDS AND USES THEREOF IN MODULATING AMYLOID BETA
  申请人：Cheng Soan

  公开号：US20070249833A1

  公开（公告）日：2007-10-25

  Novel compounds, compositions, and kits are provided. Methods of modulating Aβ levels, and methods of treating a disease associated with aberrant Aβ levels are also provided.

  提供了新型化合物、组合物和试剂盒。还提供了调节Aβ水平的方法和治疗与异常Aβ水平相关的疾病的方法。
• Compounds and Uses Thereof in Modulating Amyloid Beta
  申请人：Cheng Soan

  公开号：US20070260058A1

  公开（公告）日：2007-11-08

  Novel compounds, compositions, and kits are provided. Methods of modulating Aβ levels, and methods of treating a disease associated with aberrant Aβ levels are also provided.

  本发明提供了新的化合物、组合物和试剂盒。还提供了调节Aβ水平的方法以及治疗与异常Aβ水平相关的疾病的方法。
• NOVEL COMPOUND HAVING AFFINITY FOR AMYLOID
  申请人：Okumura Yuki

  公开号：US20140228569A1

  公开（公告）日：2014-08-14

  A compound that is effective as a diagnostic imaging probe that targets amyloid including is represented by the following formula (1), or salt thereof: wherein R 1 is a radioactive halogen substituent, A 1 and A 2 independently represent CH or N. A diagnostic agent for Alzheimer's disease includes the compound represented by the above formula or a salt thereof. The above compound and the above diagnostic agent for Alzheimer's disease transfer into brain after administration, and indicate good accumulation on amyloid deposited in the brain.

  一种有效的诊断成像探针化合物，可靶向淀粉样物质，包括以下式子（1）或其盐：其中R1是放射性卤素取代基，A1和A2独立地表示CH或N。 用于阿尔茨海默病的诊断剂包括上述式子所表示的化合物或其盐。 上述化合物和上述用于阿尔茨海默病的诊断剂在给药后转移到大脑，并在大脑中沉积的淀粉样物质上表现出良好的积累。