(5-(3-chlorophenyl)furan-2-yl)methanol | 40313-65-3

• 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-(3-chlorophenyl)furan-2-yl)methanol
• 英文别名: [5-(3-Chlorophenyl)furan-2-yl]methanol
• CAS: 40313-65-3
• 化学式: C₁₁H₉ClO₂
• mdl: MFCD01860293
• 分子量: 208.644
• InChiKey: PFIJYKYXECJDLO-UHFFFAOYSA-N

物化性质

• 沸点：
  335.3±32.0 °C(Predicted)
• 密度：
  1.277±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-(3-chlorophenyl)furan-2-yl)methanol 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and evaluation of compounds that induce readthrough of premature termination codons

  摘要：

  A structure-activity relationship (SAR) study was carried out to identify novel, small molecular weight compounds which induce readthrough of premature termination codons. In particular, analogs of RTC13, 1, were evaluated. In addition, hypothesizing that these compounds exhibit their activity by binding to the ribosome, we prepared the hybrid analogs 13 containing pyrimidine bases and these also showed good readthrough activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.107
• 作为产物：
  描述：

  5-溴-2-呋喃甲醛 在 sodium tetrahydroborate 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 3.0h， 生成 (5-(3-chlorophenyl)furan-2-yl)methanol
  参考文献：
  名称：

  Synthesis and evaluation of compounds that induce readthrough of premature termination codons

  摘要：

  A structure-activity relationship (SAR) study was carried out to identify novel, small molecular weight compounds which induce readthrough of premature termination codons. In particular, analogs of RTC13, 1, were evaluated. In addition, hypothesizing that these compounds exhibit their activity by binding to the ribosome, we prepared the hybrid analogs 13 containing pyrimidine bases and these also showed good readthrough activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.107

文献信息

• Synthesis and Fungicidal Activity of Aryl Carbamic Acid-5-aryl-2-furanmethyl Ester
  作者：Ying Li、Bao-Ju Li、Yun Ling、Hong-Jian Miao、Yan-Xia Shi、Xin-Ling Yang

  DOI：10.1021/jf9043277

  日期：2010.3.10

  Chitin synthesis inhibitors (CSIs) have been well-known as insect growth regulators (IGRs) but rarely found as fungicides in agriculture. To find novel CSIs with good activity, benzoylphenylurea, a typical kind of CSIs, was chosen as the lead compound and 26 novel aryl carbamic acid-5-aryl-2-furanmethyl esters were designed by converting the urea linkages of benzoylphenylureas to carbamic acid esters

  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
• Synthesis and bioactivity of phenyl substituted furan and oxazole carboxylic acid derivatives as potential PDE4 inhibitors
  作者：Yinuo Lin、Wasim Ahmed、Min He、Xuwen Xiang、Riyuan Tang、Zi-Ning Cui

  DOI：10.1016/j.ejmech.2020.112795

  日期：2020.12

  In this present study, a series of 5-phenyl-2-furan and 4-phenyl-2-oxazole derivatives were designed and synthesized as phosphodiesterase type 4 (PDE4) inhibitors. In vitro results showed that the synthesized compounds exhibited considerable inhibitory activity against PDE4B and blockade of LPS-induced TNF-α release. Among the designed compounds, Compound 5j exhibited lower IC50 value (1.4 μM) against

  在本研究中，设计并合成了一系列5-苯基-2-呋喃和4-苯基-2-恶唑衍生物，作为4型磷酸二酯酶（PDE4）抑制剂。体外结果表明，合成的化合物对PDE4B表现出相当大的抑制活性，并阻断LPS诱导的TNF- α释放。在设计的化合物中，化合物5j在体外酶法检测中对PDE4的IC 50值（1.4μM）低于母体咯利普兰（2.0μM），在体内也显示出良好的LPS诱发的哮喘/ COPD和败血症动物模型中的活性降低。对接结果表明，在苯环对位引入甲氧基，表现出与PDE4B的金属结合口袋结构域良好的相互作用，这有助于增强抑制活性。
• Di- and triheteroarylalkanes via self-condensation and intramolecular Friedel–Crafts type reaction of heteroaryl alcohols
  作者：Seema Dhiman、S. S. V. Ramasastry

  DOI：10.1039/c3ob41945b

  日期：——

  diheteroarylmethanes and 1,3-diheteroarylpropenes has been developed via Yb(III)-catalyzed sequential self-condensation of 2-furfuryl (or 2-thienyl or 3-indolyl) alcohols followed by intramolecular Friedel–Crafts type reaction and elimination of an aldehyde. This method offers a powerful entry and a potential alternative to the traditional synthesis of diheteroarylalkanes, which are precursors to the synthesis

  通过Yb（III）催化2-糠基（或2-噻吩基或3-吲哚基）醇的顺序自缩合反应，然后进行分子内Friedel-Crafts型反应，开发了一种有效的合成方法，用于二杂芳基甲烷和1,3-二杂芳基丙烯。消除醛。该方法为传统的二杂芳基烷烃的合成提供了有力的途径和潜在的替代方法，后者是几种有趣的杂芳基化合物的合成的前体，更重要的是生物燃料的合成。
• PREMATURE-TERMINATION-CODONS READTHROUGH COMPOUNDS
  申请人：GATTI Richard A.

  公开号：US20130274283A1

  公开（公告）日：2013-10-17

  Premature termination codons readthrough compounds, composition thereof, and methods of making and using the same are provided.

  提供了关于早期终止密码子读穿化合物、其组合物以及制备和使用方法的信息。
• New inhibitors of the thioredoxin–thioredoxin reductase system based on a naphthoquinone spiroketal natural product lead
  作者：Peter Wipf、Tamara D. Hopkins、Jae-Kyu Jung、Sonia Rodriguez、Anne Birmingham、Eileen C. Southwick、John S. Lazo、Garth Powis

  DOI：10.1016/s0960-894x(01)00525-x

  日期：2001.10

  Natural products of the naphthoquinone spiroketal structural type served as lead structures for the development of novel inhibitors of the thioredoxin-thioredoxin reductase redox. system. The most potent compound in this series inhibited thioredoxin with an IC50 of 350 nM, and many derivatives showed low micromolar activities for growth inhibition against two breast cancer cell lines. (C) 2001 Elsevier Science Ltd. All rights reserved.