3-(2,6-difluoro-phenyl)-propenal | 117338-43-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 3-(2,6-difluoro-phenyl)-propenal
• 英文别名: 3-(2,6-Difluorophenyl)prop-2-enal
• CAS: 117338-43-9
• 化学式: C₉H₆F₂O
• 分子量: 168.143
• InChiKey: ABQCTYYKKNJKPK-UHFFFAOYSA-N

物化性质

• 沸点：
  236.6±25.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 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：
  3

安全信息

• 海关编码：
  2913000090
• 危险性防范说明：
  P261,P264,P271,P272,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P333+P313,P337+P313,P362,P363,P403+P233,P405,P501
• 危险性描述：
  H317,H315,H335,H319

反应信息

• 作为反应物：
  描述：

  3-(2,6-difluoro-phenyl)-propenal 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.08h， 生成 ethyl 5-(2,6-difluoro-phenyl)-penta-2,4-dienoate
  参考文献：
  名称：

  WO2007/147822

  摘要：

  公开号：
• 作为产物：
  描述：

  2,6-二氟苯甲醛 、 甲酰甲撑基三苯基磷 以 甲苯 为溶剂， 生成 3-(2,6-difluoro-phenyl)-propenal
  参考文献：
  名称：

  高度官能化的联芳基-2-甲醛的无金属一锅级联合成†

  摘要：

  实现了无金属底物二烯氨基二酸酯，肉桂醛和烯丙基胺的无金属单锅级联环化，以合成多官能联芳基-2-甲醛。该反应在室温下通过三氟乙酸介导的Diels-Alder途径进行。所得联芳基-2-甲醛的合成应用已通过转化为具有生物学和材料化学相关性的各种分子的阵列得到了证明。本工作为制备联芳基的现有金属介导的交叉偶联方法提供了一条补充途径。

  DOI：

  10.1039/c4ob01829j

文献信息

• PHENYLPENTADIENOYL DERIVATIVES AND THEIR USE AS PAR 1 ANTAGONISTS
  申请人：Perez Michel

  公开号：US20100003260A1

  公开（公告）日：2010-01-07

  The present invention relates to compounds of general formula (I): wherein: R 1 and R 2 , identical or different, represent: an atom of hydrogen or halogen, CN or NO 2 , with R 1 and R 2 not representing hydrogen simultaneously, m represents: 1 or 2 n represents: 0, 1 or 2 R 3 represents: phenyl substituted or not by one or more residues chosen among halogen, hydroxyl or C 1 -C 6 alkyl; C 2 -C 6 alkyl substituted or not by one or more residues chosen among halogen or hydroxyl; cycloalkyl; pyridine; thiophene; pyrrole substituted or not by C 1 -C 6 alkyl; thiazole or furan; or the therapeutically-acceptable salts or solvates thereof.

  本发明涉及一般式（I）的化合物：其中：R1和R2，相同或不同，表示：氢或卤素原子，CN或NO2，其中R1和R2不能同时表示氢，m表示：1或2，n表示：0、1或2，R3表示：苯基，或者由卤素、羟基或C1-C6烷基中的一个或多个残基取代的苯基；C2-C6烷基，或者由卤素或羟基中的一个或多个残基取代的C2-C6烷基；环烷基；吡啶；噻吩；取代或未取代C1-C6烷基的吡咯；噻唑或呋喃；或其治疗上可接受的盐或溶剂化合物。
• Phenylpentadienoyl derivatives and their use as PAR 1 antagonists
  申请人：Pierre Fabre Medicament

  公开号：US08022064B2

  公开（公告）日：2011-09-20

  The present invention relates to compounds of general formula (I): wherein: R1 and R2, identical or different, represent: an atom of hydrogen or halogen, CN or NO2, with R1 and R2 not representing hydrogen simultaneously, m represents: 1 or 2 n represents: 0, 1 or 2 R3 represents: phenyl substituted or not by one or more residues chosen among halogen, hydroxyl or C1-C6 alkyl; C2-C6 alkyl substituted or not by one or more residues chosen among halogen or hydroxyl; cycloalkyl; pyridine; thiophene; pyrrole substituted or not by C1-C6 alkyl; thiazole or furan; or the therapeutically-acceptable salts or solvates thereof.

  本发明涉及一般式（I）的化合物：其中：R1和R2，相同或不同，表示：氢或卤素原子，CN或NO2，但R1和R2不同时表示氢，m表示：1或2，n表示：0，1或2，R3表示：苯基，其中可以通过卤素，羟基或C1-C6烷基中的一个或多个残基进行取代或不取代；C2-C6烷基，其中可以通过卤素或羟基中的一个或多个残基进行取代或不取代；环烷基；吡啶；噻吩；取代或不取代的C1-C6烷基的吡咯；噻唑或呋喃；或其治疗可接受的盐或溶剂化合物。
• Enantioselective Radical Hydroacylation of Enals with α-Ketoacids Enabled by Photoredox/Amine Cocatalysis
  作者：Jia-Jia Zhao、Hong-Hao Zhang、Xu Shen、Shouyun Yu

  DOI：10.1021/acs.orglett.8b03840

  日期：2019.2.15

  A photoredox/amine-cocatalyzed enantioselective radical hydroacylation of enals with alpha-ketoacids is described. Acyl radicals generated from alpha-ketoacids act as the acylation reagent with the iminium ions. This strategy provides an efficient way to access synthetically challenging 1,4-dicarbonyl compounds in an enantioselective manner. The reactions of various enals with alpha-ketoacids show the generality and limitations of this method.
• Hydroxy tricyclic 1,5-naphthyridinone oxabicyclooctane-linked novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents-SAR of RHS moiety (Part-3)
  作者：Sheo B. Singh、David E. Kaelin、Jin Wu、Lynn Miesel、Christopher M. Tan、Charles Gill、Todd Black、Ravi Nargund、Peter T. Meinke、David B. Olsen、Armando Lagrutta、Changqing Wei、Xuanjia Peng、Xiu Wang、Hideyuki Fukuda、Ryuta Kishii、Masaya Takei、Tomoko Takeuchi、Taku Shibue、Kohei Ohata、Hisashi Takano、Shizuka Ban、Akinori Nishimura、Yasumichi Fukuda

  DOI：10.1016/j.bmcl.2015.04.063

  日期：2015.6

  Novel bacterial topoisomerase inhibitors (NBTIs) are a new class of broad-spectrum antibacterial agents targeting bacterial Gyrase A and ParC and have potential utility in combating antibiotic resistance. (R)-Hydroxy-1,5-naphthyridinone left-hand side (LHS) oxabicyclooctane linked pyridoxazinone right-hand side (RHS) containing NBTIs showed a potent Gram-positive antibacterial profile. SAR around the RHS moiety, including substitutions around pyridooxazinone, pyridodioxane, and phenyl propenoids has been described. A fluoro substituted pyridoxazinone showed an MIC against Staphylococcus aureus of 0.5 mu g/mL with reduced functional hERG activity (IC50 333 mu M) and good in vivo efficacy [ED90 12 mg/kg, intravenous (iv) and 15 mg/kg, oral (p.o.)]. A pyridodioxane-containing NBTI showed a S. aureus MIC of 0.5 mu g/mL, significantly improved hERG IC50 764 mu M and strong efficacy of 11 mg/kg (iv) and 5 mg/kg (p.o.). A phenyl propenoid series of compounds showed potent antibacterial activity, but also showed potent hERG binding activity. Many of the compounds in the hydroxy-tricyclic series showed strong activity against Acinetobacter baumannii, but reduced activity against Escherichia coli and Pseudomonas aeruginosa. Bicyclic heterocycles appeared to be the best RHS moiety for the hydroxy-tricyclic oxabicyclooctane linked NBTIs. (C) 2015 Elsevier Ltd. All rights reserved.
• Highly Selective β-Hydride Elimination in Pd-Catalyzed Decarboxylative Heck-Type Reaction
  作者：Liangbin Huang、Ji Qi、Xia Wu、Kefan Huang、Huanfeng Jiang

  DOI：10.1021/ol400818v

  日期：2013.5.17

  A variety of beta-aryl ketones and aldehydes were facilely synthesized via a Pd(II)/Ag2CO3-mediated decarboxylative Heck type reaction between readily available benzoic acid derivatives and allylic alcohols under mild conditions. The control experiments indicated that this transformation may proceed via a hydrogen migration process.