2,3-Dibromo-1-(2,4-dichloro-5-fluorophenyl)-3-(3,4-dimethoxyphenyl)propan-1-one | 902135-05-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,3-Dibromo-1-(2,4-dichloro-5-fluorophenyl)-3-(3,4-dimethoxyphenyl)propan-1-one
• CAS: 902135-05-1
• 化学式: C₁₇H₁₃Br₂Cl₂FO₃
• 分子量: 515.001
• InChiKey: ULROLMWLDGZEPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-Dibromo-1-(2,4-dichloro-5-fluorophenyl)-3-(3,4-dimethoxyphenyl)propan-1-one 在 三乙胺 作用下， 以 苯 为溶剂， 生成 2-bromo-1-(2,4-dichloro-5-fluorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Analgesic and antimicrobial studies of some 2,4-dichloro-5-fluorophenyl containing arylidenetriazolothiadiazines

  摘要：

  2,4-Dichloro-5-fluorophenyl containing 7-arylidenetriazolothiadiazines were obtained by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with 2,3-dibromo-1,3-diarylpropan-1-ones, and also by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with alpha-bromopropenones in the presence of a base. The structure of the 7-arylidenetriazolothiadiazines was confirmed by an alternative synthesis. A plausible mechanism for the formation of 7-arylidenetriazolothiadiazines is proposed. All newly synthesized compounds were screened for their analgesic and antimicrobial activities. Compounds bearing 4-chlorophenyl or 3,4-methylenedioxyphenyl moieties at position 7 of the arylidenetriazolothiadiazines showed excellent analgesic activity. Arylidenetriazolothiadiazines carrying a phenyl, 4-chlorophenyl, 4-methylphenyl, 3,4-dimethoxyphenyl, and 2,4-dichlorophenyl moieties at position 7 showed excellent antibacterial and antifungal activities.

  DOI：

  10.1007/s00706-007-0797-9
• 作为产物：
  描述：

  2,4-二氯-5-氟苯乙酮 在 氢氧化钾 、 溴 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 48.0h， 生成 2,3-Dibromo-1-(2,4-dichloro-5-fluorophenyl)-3-(3,4-dimethoxyphenyl)propan-1-one
  参考文献：
  名称：

  新型含氯氟代羟基吡唑啉的合成与抗菌研究。

  摘要：

  通过Claisen-Schmidt缩合反应制备了一系列含氯氟查尔酮（3）。查尔酮二溴化物（4）是通过在室温下溴化查尔酮而得到的。在三乙胺存在下，用芳氧基酰肼（5）处理查尔酮二溴化物（4），得到含氯氟代的羟基吡唑啉（7），而不是预期的1-芳氧基-3-芳基-5-芳基吡唑（6）。通过IR，NMR，质量和元素分析证实了新合成的化合物的结构。测试所有化合物的抗菌和抗真菌活性。一些化合物显示出非常好的抗菌活性和抗真菌活性。

  DOI：

  10.1016/j.ejmech.2006.07.011

文献信息

• Synthesis and studies on some new fluorine containing triazolothiadiazines as possible antibacterial, antifungal and anticancer agents
  作者：B. Shivarama Holla、B. Sooryanarayana Rao、B.K. Sarojini、P.M. Akberali、N. Suchetha Kumari

  DOI：10.1016/j.ejmech.2006.02.001

  日期：2006.5

  Synthesis of a series of 7-arylidene-6-(2,4-dichlorophenyl)-3-aryloxymethyl/anilinomethyl-1,2,4-triazolo[3 ,4-b]-1,3,4-thiadiazines (3) by the condensation of 3-aryl-1-(2,4-dichloro-5-fluorophenyl)-2-bromo-propen-1-one (1) and 4-amino-5-mercapto-3-aryloxymethyl/anilinomethyl-1,2,4-triazoles (2) is described. The newly synthesized compounds were characterized by elemental analysis IR, 1H NMR and mass

  一系列7-亚芳基-6-（2,4-二氯苯基）-3-芳氧基甲基/苯胺基甲基-1,2,4-三唑[3,4-b] -1,3,4-噻二嗪的合成（3） 3-芳基-1-（2，4-二氯-5-氟苯基）-2-溴丙烯-1-酮（1）与4-氨基-5-巯基-3-芳氧基甲基/苯胺基甲基-1的缩合反应描述了，2，4-三唑（2）。通过元素分析IR，1 H NMR和质谱数据对新合成的化合物进行了表征。测试了这些化合物对大肠杆菌，金黄色葡萄球菌（Smith），铜绿假单胞菌（Gessard），枯草芽孢杆菌和白色念珠菌的抗菌活性。还筛选了一些新合成的化合物的抗癌活性。其中化合物3m，3o，3q显示出体外抗癌活性。
• Analgesic and antimicrobial studies of some 2,4-dichloro-5-fluorophenyl containing arylidenetriazolothiadiazines
  作者：Mari S. Karthikeyan、Bantwal S. Holla、Shalini Shenoy

  DOI：10.1007/s00706-007-0797-9

  日期：2008.6

  2,4-Dichloro-5-fluorophenyl containing 7-arylidenetriazolothiadiazines were obtained by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with 2,3-dibromo-1,3-diarylpropan-1-ones, and also by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with alpha-bromopropenones in the presence of a base. The structure of the 7-arylidenetriazolothiadiazines was confirmed by an alternative synthesis. A plausible mechanism for the formation of 7-arylidenetriazolothiadiazines is proposed. All newly synthesized compounds were screened for their analgesic and antimicrobial activities. Compounds bearing 4-chlorophenyl or 3,4-methylenedioxyphenyl moieties at position 7 of the arylidenetriazolothiadiazines showed excellent analgesic activity. Arylidenetriazolothiadiazines carrying a phenyl, 4-chlorophenyl, 4-methylphenyl, 3,4-dimethoxyphenyl, and 2,4-dichlorophenyl moieties at position 7 showed excellent antibacterial and antifungal activities.
• Synthesis and antimicrobial studies on novel chloro-fluorine containing hydroxy pyrazolines
  作者：Mari Sithambaram Karthikeyan、Bantwal Shivarama Holla、Nalilu Suchetha Kumari

  DOI：10.1016/j.ejmech.2006.07.011

  日期：2007.1

  obtained by the bromination of chalcones at room temperature. Treatment of chalcone dibromides (4) with aryloxy acid hydrazides (5) in the presence of triethylamine gave chloro-fluorine containing hydroxy pyrazolines (7) rather than the expected 1-aryloxy-3-aryl-5-aryl pyrazoles (6). The structures of the newly synthesized compounds were confirmed by IR, NMR, mass and elemental analysis. All the compounds

  通过Claisen-Schmidt缩合反应制备了一系列含氯氟查尔酮（3）。查尔酮二溴化物（4）是通过在室温下溴化查尔酮而得到的。在三乙胺存在下，用芳氧基酰肼（5）处理查尔酮二溴化物（4），得到含氯氟代的羟基吡唑啉（7），而不是预期的1-芳氧基-3-芳基-5-芳基吡唑（6）。通过IR，NMR，质量和元素分析证实了新合成的化合物的结构。测试所有化合物的抗菌和抗真菌活性。一些化合物显示出非常好的抗菌活性和抗真菌活性。