5-(1,2,2-trichloroethenyl)pyridine-2-carboxylic acid | 71820-90-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-(1,2,2-trichloroethenyl)pyridine-2-carboxylic acid
• 英文别名: 5-trichlorovinyl pyridine-2-carboxylic acid
• CAS: 71820-90-1
• 化学式: C₈H₄Cl₃NO₂
• 分子量: 252.484
• InChiKey: UKRPLTFFSNJCLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 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：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(1,2,2-trichloroethenyl)pyridine-2-carboxylic acid 在 氯化亚砜 、 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 生成 5-(1,2,2-trichloroethenyl)pyridine-2-carbonyl azide
  参考文献：
  名称：

  Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics

  摘要：

  Anthelmintic efficacies of a series of 6-substituted methyl imidazo[1,2-alpha]pyridine-2-carbamates were compared to similarly substituted benzimidazole-2-carbamates. With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity vs. Nematospiroides dubius in mice. Preliminary screening indicated methyl 6-(1,2,2-trichloroethenyl)imidazo[1,2-alpha]pyridine-2-carbamate to be the most potent derivative in the series. However, evaluation in sheep indicated that its anthelmintic spectrum was inferior to methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate.

  DOI：

  10.1021/jm00144a030
• 作为产物：
  描述：

  2-甲基-5-乙炔基吡啶 在 氢氧化钾 、 selenium(IV) oxide 、 氯 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.75h， 生成 5-(1,2,2-trichloroethenyl)pyridine-2-carboxylic acid
  参考文献：
  名称：

  Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics

  摘要：

  Anthelmintic efficacies of a series of 6-substituted methyl imidazo[1,2-alpha]pyridine-2-carbamates were compared to similarly substituted benzimidazole-2-carbamates. With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity vs. Nematospiroides dubius in mice. Preliminary screening indicated methyl 6-(1,2,2-trichloroethenyl)imidazo[1,2-alpha]pyridine-2-carbamate to be the most potent derivative in the series. However, evaluation in sheep indicated that its anthelmintic spectrum was inferior to methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate.

  DOI：

  10.1021/jm00144a030

文献信息

• Anthelmintic imidazo [1,2-a] pyridines
  申请人：Merck & Co., Inc.

  公开号：US04154835A1

  公开（公告）日：1979-05-15

  Novel substituted imidazo [1,2-a] pyridine compounds are disclosed which have a high degree of anthelmintic activity. The compounds are substituted with a carbamate and a halogenated alkene group. Processes for the preparation of such compounds are also disclosed as well as compositions which use the described compounds as active ingredients for the treatment of helminthiasis.

  本发明揭示了一种替代咪唑[1,2-a]吡啶化合物，其具有高度的驱虫活性。该化合物被取代为一种氨基甲酸酯和一种卤代烯烃基团。本发明还揭示了制备这种化合物的方法，以及使用所述化合物作为活性成分治疗蠕虫病的组合物。
• Imidazo(1,2-a)pyridine compounds, their preparation and anthelmintic compositions containing them
  申请人：Merck & Co., Inc.

  公开号：EP0001887A1

  公开（公告）日：1979-05-16

  Novel substituted imidazo [1,2-a] pyridine compounds, which have a high degree of anthelmintic activity, are disclosed. The compounds have the formula: where R1 is hydrogen or lower alkyl and R2 is lower alkoxy or lower alkyl; or are pharmaceutically acceptable acid-addition salts of such compounds. Processes for the preparation of such compounds are also disclosed as well as compositions containing them as active ingredients and their use for the treatment of helminthiasis.

  本研究公开了具有高度驱虫活性的新型取代咪唑并[1,2-a]吡啶化合物。这些化合物的化学式如下 其中 R1 是氢或低级烷基，R2 是低级烷氧基或低级烷基；或者是此类化合物的药学上可接受的酸加成盐。此外，还公开了制备此类化合物的工艺，以及含有此类化合物作为活性成分的组合物及其治疗蠕虫病的用途。
• BOCHIS, R. J.;OLEN, L. E.;WAKSMUNSKI, F. S.;MROZIK, H.;ESKOLA, P.;KULSA, +, J. MED. CHEM., 1981, 24, N 12, 1518-1521
  作者：BOCHIS, R. J.、OLEN, L. E.、WAKSMUNSKI, F. S.、MROZIK, H.、ESKOLA, P.、KULSA, +

  DOI：——

  日期：——
• US4154835A
  申请人：——

  公开号：US4154835A

  公开（公告）日：1979-05-15
• Substituted imidazo[1,2-a]pyridine-2-carbamate anthelmintics
  作者：Richard J. Bochis、Leonard E. Olen、Frank S. Waksmunski、Helmut Mrozik、Philip Eskola、Peter Kulsa、George Wilks、Joyce E. Taylor、John R. Egerton

  DOI：10.1021/jm00144a030

  日期：1981.12

  Anthelmintic efficacies of a series of 6-substituted methyl imidazo[1,2-alpha]pyridine-2-carbamates were compared to similarly substituted benzimidazole-2-carbamates. With only one exception, methyl 6-benzoylimidazo[1,2-alpha]pyridine-2-carbamate, both classes of compounds exhibited similar activity vs. Nematospiroides dubius in mice. Preliminary screening indicated methyl 6-(1,2,2-trichloroethenyl)imidazo[1,2-alpha]pyridine-2-carbamate to be the most potent derivative in the series. However, evaluation in sheep indicated that its anthelmintic spectrum was inferior to methyl 6-(phenylsulfinyl)imidazo[1,2-alpha]pyridine-2-carbamate.