2-chlorobenzoyl bromide | 34557-07-8

• 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-chlorobenzoyl bromide
• 英文别名: 2-chloro-benzoyl bromide；2-Chlor-benzoylbromid；2-Chlorbenzoesaeurebromid；o-Chlorbenzoylbromid
• CAS: 34557-07-8
• 化学式: C₇H₄BrClO
• 分子量: 219.465
• InChiKey: IWLXTKNBANNMIF-UHFFFAOYSA-N

物化性质

• 沸点：
  143-145 °C(Press: 37 Torr)
• 密度：
  1.693±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-苯基环丁-3-烯-1,2-二酮 、 2-chlorobenzoyl bromide 在 zinc(II) chloride 作用下， 生成 (3-bromo-4-oxo-2-phenylcyclobuten-1-yl) 2-chlorobenzoate
  参考文献：
  名称：

  Schmidt,A.H. et al., Justus Liebigs Annalen der Chemie, 1976, p. 705 - 715

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯苯甲酸 在 溴 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以64%的产率得到2-chlorobenzoyl bromide
  参考文献：
  名称：

  Aizpurua, Jesus Mari; Palomo, Claudio, Synthesis, 1982, # 8, p. 684 - 686

  摘要：

  DOI：

文献信息

• Combinatorial Synthesis of Novel 1-sulfonyloxy/acyloxyeugenol Derivatives as Fungicidal Agents
  作者：Zhiping Che、Genqiang Chen、Lina Zhu、Jiaxuan He、Song Zhang、Yuanhao Li、Xiaolong Guo、Di Sun、Yuee Tian、Shengming Liu、Xiaobo Huang

  DOI：10.2174/1386207324666210813114829

  日期：2022.8

  Developing the high-efficiency and low-risk small-molecule greenfungicide is the key to effective control of the plant pathogenic oomycetes. Essential oils play a very important role in novel fungicide discovery for their unique sources and potential target sites. Eugenol, a kind of plant essential oil, was mainly isolated from the unopened and dried flower buds of Syzygium aromaticum of the Myrtaceae family. Due to its unique structural skeleton, eugenol and its derivatives have exhibited a wide range of biological activities. However, a study on the synthesis of novel 1-sulfonyloxy/acyloxyeugenol derivatives as fungicidal agents against Phytophthora capsici has not yet been reported.

  Twenty-six novel 1-sulfonyloxy/acyloxyeugenol derivatives (3a-p and 5a-j) were prepared and their structures were well characterized by 1H NMR, HRMS, and m.p. Their fungicidal activity was evaluated against P. capsici by using the mycelial growth rate method.

  To find novel natural-product-based fungicidal agents to control the plant pathogenic oomycetes, we herein designed and synthesized two series of novel 1-sulfonyloxy/acyloxyeugenol derivatives (3a-p and 5a-j) as fungicidal agents against P. capsici Leonian, in vitro. Results of fungicidal activity revealed that, among all compounds, especially compounds 3a, 3f, and 3n displayed the most potent anti-oomycete activity against P. capsici with EC50 values of 79.05, 75.05, and 70.80, respectively.

  The results revealed that the anti-oomycete activity of eugenol with the sulfonyloxy group was higher than that with the acyloxy group. It is suggested that the fungicidal activity of eugenol can be improved by introducing the sulfonyloxy group. This will pave the way for further design, structural modification, and development of eugenol derivatives as fungicidal agents.

  背景： 开发高效、低风险的小分子绿色杀菌剂是有效控制植物病原真菌的关键。精油因其独特的来源和潜在的靶点，在新型杀菌剂发现中发挥着非常重要的作用。丁香酚是一种植物精油，主要从桃金娘科的丁香属植物的未开放和干燥的花蕾中分离得到。由于其独特的结构骨架，丁香酚及其衍生物展现出了广泛的生物活性。然而，关于合成新型1-磺酰氧基/酰氧基丁香酚衍生物作为对辣椒疫霉菌的杀菌剂的研究尚未报道。 方法： 制备了26种新型1-磺酰氧基/酰氧基丁香酚衍生物（3a-p和5a-j），并通过1H NMR、HRMS和熔点对其结构进行了良好的表征。使用菌丝生长速率法评估了它们对辣椒疫霉菌的杀菌活性。 结果： 为了寻找控制植物病原真菌的新型天然产物杀菌剂，我们设计和合成了两系列新型1-磺酰氧基/酰氧基丁香酚衍生物（3a-p和5a-j）作为对辣椒疫霉菌的杀菌剂。杀菌活性结果显示，在所有化合物中，特别是化合物3a、3f和3n，对辣椒疫霉菌的抗真菌活性最强，EC50值分别为79.05、75.05和70.80。 结论： 结果表明，磺酰氧基的丁香酚的抗真菌活性高于酰氧基。建议通过引入磺酰氧基来提高丁香酚的杀菌活性。这将为进一步设计、结构修饰和开发丁香酚衍生物作为杀菌剂铺平道路。
• Design, Synthesis, and Biological Activities of Novel Phenylpyrazole Derivatives Containing a Trifluoromethylselenyl Moiety
  作者：Lefeng Dong、Wenning Chang、Wulin Yang、Zhiping Xu、Jiagao Cheng、Xusheng Shao、Xiaoyong Xu、Zhong Li

  DOI：10.1021/acs.jafc.3c03193

  日期：2023.8.2

  Herein, 36 novel phenylpyrazole derivatives containing a trifluoromethylselenyl moiety were designed and synthesized based on the strategy of introducing a selenium element. All derivative structures were characterized by nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). The insecticidal activity results indicated that some derivatives had good insecticidal activities

  苯基吡唑杀虫剂通过阻断γ-氨基丁酸（GABA）门控氯离子通道和谷氨酸门控氯离子（GluCl）通道而广泛用于作物保护和公共卫生。在此，基于引入硒元素的策略，设计并合成了36种含有三氟甲基硒基部分的新型苯基吡唑衍生物。所有衍生结构均通过核磁共振（NMR）和高分辨率质谱（HRMS）进行表征。杀虫活性结果表明，部分衍生物对白纹伊蚊（A. albopictus）和小菜蛾（P. xylostella）具有良好的杀虫活性。0.5 mg/L 的化合物5、5a、5k和5l对蚊子的杀幼活性为 60-80%。在浓度为 500 mg/L 时，化合物5、5a、5h、5k、5l、5r、6、6j、6k和7对小菜蛾的死亡率为 70–100% 。其中衍生物5和6的杀虫效果较好，50mg/L时死亡率分别为87%和93%。对接研究表明，氟虫腈与化合物5和6在家蝇（M.domestica）GABAR中的不同结合姿势可能导致生物活
• 1-Phenyl-3-(1-piperazinyl)-1h-indazoles, a process and intermediates for their preparation, and the use thereof as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0302423A2

  公开（公告）日：1989-02-08

  The present invention relates to novel 1-phenyl-3-(1-­piperazinyl)-1H-indazoles and intermediates and a process for the preparation thereof. The compounds according to the invention exhibit analgesic, anti-convulsive and anti-­depressant activities, and can therefore be used as medicaments.

  本发明涉及新型 1-苯基-3-(1-哌嗪基)-1H-吲唑及其中间体和制备工艺。本发明的化合物具有镇痛、抗惊厥和抗抑郁活性，因此可用作药物。
• 10.1080/10286020.2024.2355144
  作者：Guo, Yi-Hao、Liu, Yi-Bo、Ma, Ying-Ying、Li, Yan、Tian, Yue-E、Huang, Xiao-Bo、Qian, Le、Liu, Sheng-Ming、Chen, Gen-Qiang、Che, Zhi-Ping

  DOI：10.1080/10286020.2024.2355144

  日期：——

  Twenty 3-acyloxymaltol/ethyl maltol derivatives (7a-j and 8a-j) were synthesized and evaluated in vitro for their anti-oomycete activity against Phytophthora capsici, respectively. Among all of twe...

  合成了 20 种 3-酰氧基麦芽酚/乙基麦芽酚衍生物（7a-j 和 8a-j），并分别在体外评估了它们对辣椒疫霉的抗卵菌活性。在所有的两个...
• Saraf, S. D., Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 4, p. 673 - 676
  作者：Saraf, S. D.

  DOI：——

  日期：——