3-(3-chloro-4-fluorophenyl)sydnone | 68657-50-1

• 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: 3-(3-chloro-4-fluorophenyl)sydnone
• 英文别名: 3-(3-Chloro-4-fluorophenyl)oxadiazol-3-ium-5-olate
• CAS: 68657-50-1
• 化学式: C₈H₄ClFN₂O₂
• 分子量: 214.583
• InChiKey: DHLGBNVJSOTWRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-chloro-4-fluorophenyl)sydnone 在 四磷十氧化物 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 4-[1-oxo-3-(4-chlorophenyl)-2-propenyl]-3-(3-chloro-4-fluorophenyl)sydnone
  参考文献：
  名称：

  Fluorine bearing sydnones with styryl ketone group: synthesis and their possible analgesic and anti-inflammatory activities

  摘要：

  In continuation of structure activity relationship studies, a panel of fluorine containing sydnones with styryl ketone group 4-[1-oxo-3-(substituted aryl)-2-propenyl]-3-(3-chloro-4-fluorophenyl) sydnones 2a-i, was synthesized as better analgesic and anti-inflammatory agents. The title compounds were formed by condensing 4-acetyl-3-(3-chloro-4-fluorophenyl) sydnone with various substituted aryl aldehydes, characterized by spectral studies and evaluated at 100 mg\kg b.w., p.o. for analgesic, anti-inflammatory and ulcerogenic activities. Compounds 2c and 2e showed good analgesic effect in acetic acid-induced writhing while none showed significant activity in hot plate assay in mice. In carrageenan-induced rat paw oedema test, compound 2c and 2f exhibited good anti-inflammatory effect at 3rd h, whereas compounds 2c, 2e, 2d, 2g and 2h showed activity in croton oil induced ear oedema assay in mice. Compounds 2c and 2e were less ulcerogenic than ibuprofen in rats, when tested by ulcer index method. Compounds with electron attracting substituents such as 2c and 2e were found to be promising in terms of the ratio of efficacy and adverse effect. These compounds generally exhibited better activity than those of earlier series signifying fluorine substitution.

  DOI：

  10.3109/14756366.2011.586345

文献信息

• Room-Temperature Direct Alkenylation of 3-Arylsydnones
  作者：Yiwen Yang、Chunxiang Kuang

  DOI：10.1002/ejoc.201403211

  日期：2014.12

  A new efficient method for the direct alkenylation of 3-arylsydnones by palladium-catalyzed C–H functionalization was developed. The reaction proceeded smoothly at room temperature and delivered the product in yields up to 83 %.

  开发了一种通过钯催化的 C-H 官能化直接烯基化 3-芳基sydnones 的新方法。反应在室温下顺利进行，产物产率高达83%。
• An Easy Direct Arylation of 3-Arylsydnones
  作者：Chunxiang Kuang、Yiwen Yang、Hao Gong

  DOI：10.1055/s-0033-1338412

  日期：——

  Abstract An easy one-step synthesis of 3,4-diarylsydnones from 3-arylsydnones and arylboronic acids by Pd-catalyzed C–H bond activation is described. An easy one-step synthesis of 3,4-diarylsydnones from 3-arylsydnones and arylboronic acids by Pd-catalyzed C–H bond activation is described.

  摘要 描述了一种通过Pd催化的C–H键活化由3-芳基sydnones和芳基硼酸轻松一步合成3,4-二芳基sydnones的方法。 描述了一种通过Pd催化的C–H键活化由3-芳基sydnones和芳基硼酸轻松一步合成3,4-二芳基sydnones的方法。
• [EN] NOVEL COMPOSITIONS FOR LABELING BIOMOLECULES AND METHODS USING SAME<br/>[FR] NOUVELLES COMPOSITIONS DE MARQUAGE DE BIOMOLÉCULES ET PROCÉDÉS LES UTILISANT
  申请人：UNIV CALIFORNIA

  公开号：WO2017196544A1

  公开（公告）日：2017-11-16

  The present invention includes novel compounds useful for labeling biomolecules. The present invention further includes a novel method of labeling a biomolecule using a compound of the invention. The present invention further includes a novel method of imaging a biomolecule using a compound of the invention.

  本发明包括用于标记生物分子的新化合物。本发明还包括使用该发明的化合物标记生物分子的新方法。本发明还包括使用该发明的化合物成像生物分子的新方法。
• Facile Synthesis of 1-Arylpyrazoles
  作者：Yiwen Yang、Chunxiang Kuang

  DOI：10.1055/s-0034-1380658

  日期：——

  A convenient and transition-metal-free synthesis of 1-arylpyrazoles that involves the cycloaddition of 3-arylsydnones and acrylic acid is presented. The process proceeds smoothly to obtain the target products with moderate to high yields.