5-(2,4-difluorophenyl)furan-2-carbaldehyde

• 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: 5-(2,4-difluorophenyl)furan-2-carbaldehyde
• 化学式: C₁₁H₆F₂O₂
• mdl: MFCD00052577
• 分子量: 208.164
• InChiKey: JOKLUPUCUUTVHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2,4-difluorophenyl)furan-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 [5-(2,4-difluorophenyl)furan-2-yl]methyl N-(2,6-difluorobenzoyl)carbamate
  参考文献：
  名称：

  芳基氨基甲酸-5-芳基-2-呋喃甲基酯的合成及杀真菌活性

  摘要：

  甲壳素是昆虫表皮和真菌细胞壁的主要结构成分，但在植物和脊椎动物中却不存在，被认为是害虫防治剂的安全和选择性目标。几丁质合成抑制剂（CSIs）众所周知是昆虫生长调节剂（IGR），但在农业中却很少被用作杀真菌剂。为了找到具有良好活性的新型CSI，选择典型的CSI苯甲酰苯基脲作为先导化合物，并通过将苯甲酰基苯基脲的脲键转化为氨基甲酸酯设计了26种新型的芳基氨基甲酸-5-芳基-2-呋喃甲酯。并将苯胺部分变成呋喃甲基。合成了标题化合物，并通过IR，1确认了其结构1 H NMR和元素分析。进行了初步的杀虫和杀真菌生物测定。结果表明，标题化合物对淡色库蚊和小菜蛾没有杀虫作用，但大多数化合物对棒杆菌，黄瓜枯草芽孢杆菌，灰葡萄孢菌和尖孢镰刀菌均表现出良好的杀菌活性。特别是，化合物V-4，V-6，V-7和V-8对四种菌株的活性比商业化杀菌剂更好。形态学结果表明该化合物V-21干扰了C. cassiicola的

  DOI：

  10.1021/jf9043277
• 作为产物：
  描述：

  2,4-二氟苯胺 在 盐酸 、 copper(II) choride dihydrate 作用下， 以 水 、 丙酮 为溶剂， 反应 13.5h， 生成 5-(2,4-difluorophenyl)furan-2-carbaldehyde
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Nitromethylene Neonicotinoids Based on the Enhanced Conjugation

  摘要：

  The neonicotinoids with a nitroconjugated system had excellent bioactivity, which could rival imidacloprid, and has been previously reported. However, the photodegradation and hydrolysis of this series of neonicotinoids was very quick according to our further investigation, which cannot be developed as a pesticide further. The approach to further enhance the conjugation was tried not only to increase the bioactivities but also to improve the stability in water and in the sun. A substituted phenyl group was introduced into the furan ring of compound 3. A total of 13 novel neonicotinoid analogues with a higher conjugation system were designed and synthesized. The target molecular structures have been confirmed on the basis of satisfactory analytical and spectral data. All compounds presented significant insecticidal activities on cowpea aphid (Aphis craccivora), cotton aphid (Aphis gossypii), and brown planthopper (Nilaparvata lugens). The stability test exhibited that the stability of novel analogues in water and under the mercury lamp has been improved significantly in comparison to compound 3.

  DOI：

  10.1021/jf403272h

文献信息

• CYCLIC CARBOXYLIC ACID RHODANINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF TUBERCULOSIS
  申请人：Singh Jasbir

  公开号：US20100210577A1

  公开（公告）日：2010-08-19

  Disclosed are methods for the prevention or treatment of tuberculosis in a subject infected with Mycobacterium tuberculosis by administering rhodanine derivatives of formula (I), as well as some novel such compounds. Other embodiments are also disclosed.

  公开了用于预防或治疗感染了结核分枝杆菌的受试者的结核病的方法，通过给予公式(I)的罗丹宁衍生物，以及一些新颖的此类化合物。还公开了其他实施例。
• Molecular Design and Synthesis of Novel Salicyl Glycoconjugates as Elicitors against Plant Diseases
  作者：Zining Cui、Jun Ito、Hirofumi Dohi、Yoshimiki Amemiya、Yoshihiro Nishida

  DOI：10.1371/journal.pone.0108338

  日期：——

  A new series of salicyl glycoconjugates containing hydrazide and hydrazone moieties were designed and synthesized. The bioassay indicated that the novel compounds had no in vitro fungicidal activity but showed significant in vivo antifungal activity against the tested fungal pathogens. Some compounds even had superior activity than the commercial fungicides in greenhouse trial. The results of RT-PCR analysis showed that the designed salicyl glycoconjugates could induce the expression of LOX1 and Cs-AOS2, which are the specific marker genes of jasmonate signaling pathway, to trigger the plant defense resistance.

  一种新的含有肼和肼酮基团的水杨酸糖缀合物系列被设计和合成。生物测定结果表明，这些新化合物在体外没有杀菌活性，但在体内对测试的真菌病原体显示出了显著的抗真菌活性。一些化合物在温室试验中的活性甚至优于商业杀真菌剂。RT-PCR分析结果显示，所设计的水杨酸糖缀合物能够诱导激素信号通路特异性标记基因LOX1和Cs-AOS2的表达，从而触发植物防御抵抗。
• Molecular design, synthesis and bioactivity of glycosyl hydrazine and hydrazone derivatives: Notable effects of the sugar moiety
  作者：Zining Cui、Xinling Yang、Yanxia Shi、Hirotaka Uzawa、Jingrong Cui、Hirofumi Dohi、Yoshihiro Nishida

  DOI：10.1016/j.bmcl.2011.09.068

  日期：2011.12

  hydrazone derivatives would improve after modification with sugars while keeping or modulating their notable biological activities, we designed and synthesized some glycosyl hydrazine and hydrazone derivatives. Bioassay results indicated that the antitumor activity of our previously prepared hydrazones reduced or disappeared after modification with sugars. On the contrary, some glycosyl derivatives displayed

  假设我们先前的derivatives衍生物在用糖修饰后会提高水溶性，同时保持或调节其显着的生物活性，我们设计并合成了一些糖基肼和衍生物。生物测定结果表明，用糖修饰后，我们先前制备的的抗肿瘤活性降低或消失。相反，一些糖基衍生物对选定的真菌表现出更好的抗真菌活性。显然，少量糖可以显着改变的生物活性。
• Amino-phthalazinone derivatives active as kinase inhibitors, process for their preparation and pharmaceutical compositions containing them
  申请人：Pulici Maurizio

  公开号：US20050020583A1

  公开（公告）日：2005-01-27

  Compounds which are amino-phthalazinone derivatives according to formula 1 and pharmaceutically acceptable salts thereof, together with pharmaceutical compositions comprising them are disclosed; these compounds or compostions are useful in the treatment of diseases caused by and/or associated with an altered protein kinase activity such as cancer, cell proliferative disorders, Alzheimer's disease, viral infections, autoimmune diseases and neurodegenerative disorders.

  公开了按照式1的氨基-菲嗪酮衍生物和其药学上可接受的盐，以及包含它们的制药组合物；这些化合物或组合物在治疗由于和/或与改变的蛋白激酶活性有关的疾病中是有用的，如癌症，细胞增殖性疾病，阿尔茨海默病，病毒感染，自身免疫性疾病和神经退行性疾病。
• Tetracyclic pyrazole derivatives as kinase inhibitors, process for their preparation and pharmaceutical compositions comprising them
  申请人：Vanotti Ermes

  公开号：US20060264493A1

  公开（公告）日：2006-11-23

  The present invention provides a method for treating diseases caused by and/or associated with an altered protein kinase activity which comprises administering to a mammal in need thereof an effective amount of a tetracyclic pyrazole. The invention also provides specific tetracyclic pyrazole derivatives, useful intermediates, a library comprising at least two of them, a process for their preparation and the pharmaceutical compositions containing them, which are useful in the treatment of diseases caused by and/or associated with an altered protein kinase activity such as cancer, cell proliferative disorders, viral infections, autoimmune diseases and neurodegenerative disorders.

  本发明提供了一种治疗由改变的蛋白激酶活性引起和/或相关的疾病的方法，包括向需要治疗的哺乳动物中给予有效量的四环吡唑。本发明还提供了特定的四环吡唑衍生物、有用的中间体、包含至少两个四环吡唑衍生物的库、它们的制备方法以及含有它们的药物组合物，这些组合物对于治疗由改变的蛋白激酶活性引起和/或相关的疾病，如癌症、细胞增殖性疾病、病毒感染、自身免疫性疾病和神经退行性疾病非常有用。