3-(phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylic acid | 1005161-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 3-(phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylic acid
• 英文别名: 3-(2-Phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylic acid；3-(2-phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylic acid
• CAS: 1005161-95-4
• 化学式: C₁₆H₁₀N₂O₂
• 分子量: 262.268
• InChiKey: YLYAAQCCWVPKQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylic acid 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 反应 0.33h， 以90%的产率得到3-phenyl-1H-pyrano[3',4':4,5]imidazo[1,2-a]pyridin-1-one
  参考文献：
  名称：

  6-endo-dig Cyclization of heteroarylesters to alkynes promoted by Lewis acid catalyst in the presence of Brønsted acid

  摘要：

  We report a regiocontrolled 6-endo-dig cyclization of 2-(2-arylethynyl)heteroaryl esters occurred under Bronsted acidic conditions and in the presence of a catalytic amount of Lewis acids such as Cu(OTf)(2), AUCl(3), or (CF3CO2)Ag. A variety of heteroc yclic lactones are readily prepared in excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.020
• 作为产物：
  描述：

  ethyl 3-(phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以61%的产率得到3-(phenylethynyl)imidazo[1,2-a]pyridine-2-carboxylic acid
  参考文献：
  名称：

  6-endo-dig Cyclization of heteroarylesters to alkynes promoted by Lewis acid catalyst in the presence of Brønsted acid

  摘要：

  We report a regiocontrolled 6-endo-dig cyclization of 2-(2-arylethynyl)heteroaryl esters occurred under Bronsted acidic conditions and in the presence of a catalytic amount of Lewis acids such as Cu(OTf)(2), AUCl(3), or (CF3CO2)Ag. A variety of heteroc yclic lactones are readily prepared in excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.020

文献信息

• COMPOSITIONS COMPRISING A BIOLOGICAL CONTROL AGENT AND AN INSECTICIDE
  申请人：Bayer CropScience AG

  公开号：EP2854536A1

  公开（公告）日：2015-04-08
• DERIVE D'IMIDAZOPYRIDINE UTILES DANS LE TRAITEMENT DU DIABETE
  申请人：Metabrain Research

  公开号：EP2875026B1

  公开（公告）日：2016-09-21
• [EN] COMPOSITIONS COMPRISING A BIOLOGICAL CONTROL AGENT AND AN INSECTICIDE<br/>[FR] COMPOSITIONS COMPRENANT UN AGENT DE LUTTE BIOLOGIQUE ET UN INSECTICIDE
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2013178666A1

  公开（公告）日：2013-12-05

  The present invention relates to a composition comprising at least one biological control agent selected from the group consisting of Bacillus chitinosporus AQ746 (NRRL Accession No. B-21 61 8), Bacillusmycoides AQ726 (NRRL Accession No. B-21664). Bacillus pumilus (NRRL Accession No. B- 30087), Bacillus pumilus AQ71 7 (NRRL Accession No. B-21662), Bacillus sp. AQl 75 (ATCC Accession No. 55608), Bacillus sp. AQl 77 (ATCC Accession No, 55609), Bacillus sp. AQl 78 (ATCC Accession No. 53522), Bacillus subtilis AQ743 (NRRL Accession No. B-21665), Bacillus subtilis AQ71 3 (NRRL Accession No. B- 21661 ), Bacillus subtilis AQl 53 (ATCC Accession No. 55614), Bacillus thuringiensis BD#32 (NRRL Accession No, B-21530), Bacillus thuringiensis AQ52 (NRRL Accession No. B-21 61 9), Muscodor albus 620 (NRRL Accession No. 30547), Muscodor roseus A3-5 (NRRL Accession No. 30548), Rhodococcus globerulus AQ71 9 (NRRL Accession No. B-21663), Streptomyces galbus (NRRL Accession No. 30232), Streptomyces sp. (NRRL Accession No. B-30145), Bacillus thuringiensis subspec. kurstaki BMP 123, Bacillus subtilis AQ30002 (NRRL Accession No, B-50421 ), and Bacillus subtilis AQ 30004 (NRRL Accession No. B-50455) and/or a mutant of these strains having all the identifying characteristics of the respective strain, and/or a metabolite produced by the respective strain that exhibits activity against insects, mites, nematodes and/or phytopathogens and at least one insecticide in a synergistically effective amount, with the proviso that the biological control agent and the insecticide are not identical. Furthermore, the present invention relates to the use of this composition as well as a method for reducing overall damage of plants and plant parts.
• [EN] IMIDAZOPYRIDINE DERIVATIVE USED IN THE TREATMENT OF DIABETES<br/>[FR] DERIVE D'IMIDAZOPYRIDINE UTILES DANS LE TRAITEMENT DU DIABETE
  申请人：METABRAIN RES

  公开号：WO2014013182A1

  公开（公告）日：2014-01-23

  La présente invention concerne les dérivés d'imidazopyridine de formule générale (I) suivante et leur utilisation à titre de médicament, en particulier dans le traitement et/ou à la prévention du diabète, de ses complications et/ou des pathologies associées.
• 6-endo-dig Cyclization of heteroarylesters to alkynes promoted by Lewis acid catalyst in the presence of Brønsted acid
  作者：Malik Hellal、Jean-Jacques Bourguignon、Frédéric J.-J. Bihel

  DOI：10.1016/j.tetlet.2007.11.020

  日期：2008.1

  We report a regiocontrolled 6-endo-dig cyclization of 2-(2-arylethynyl)heteroaryl esters occurred under Bronsted acidic conditions and in the presence of a catalytic amount of Lewis acids such as Cu(OTf)(2), AUCl(3), or (CF3CO2)Ag. A variety of heteroc yclic lactones are readily prepared in excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.