methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate | 1513848-00-4

• 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: methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate
• 英文别名: methyl 3-(3-fluorophenyl)-5-methyl-4H-1,2-oxazole-5-carboxylate
• CAS: 1513848-00-4
• 化学式: C₁₂H₁₂FNO₃
• 分子量: 237.231
• InChiKey: LIDOMYDPXOZYKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以82%的产率得到3-(3-fluorophenyl)-N-hydroxy-5-methyl-4,5-dihydroisoxazole-5-carboxamide
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Hydroxamic Acid Derivatives as Promising Agents for the Management of Chagas Disease

  摘要：

  Today, there are approximately 8 million cases of Chagas disease in the southern cone of South America alone, and about 100 million people are living with the risk of becoming infected. The present pharmacotherapy is sometimes ineffective and has serious side effects. Here, we report a series of 4,5 ''. -dihydroisoxazoles incorporating hydroxamate moieties, which act as effective inhibitors of the carbonic anhydrase (CA) from Trypanosoma cruzi (TcCA). One compound (5g)was evaluated in detail and shows promising features as an antitrypanosomal agent. Excellent values for the inhibition of growth for all three developmental forms of the parasite were observed at low concentrations of 5g (IC50 values from 7.0 to <1 mu M). The compound has a selectivity index (SI) of 6.7 and no cytotoxicity to macrophage cells. Preliminary in vivo data showed that 5g reduces bloodstream parasites and that all treated mice survived; it was also more effective than the standard drug benznidazole.

  DOI：

  10.1021/jm400902y
• 作为产物：
  描述：

  3-氟苯甲醛 在 三氯异氰尿酸 、 盐酸羟胺 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 生成 methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Hydroxamic Acid Derivatives as Promising Agents for the Management of Chagas Disease

  摘要：

  Today, there are approximately 8 million cases of Chagas disease in the southern cone of South America alone, and about 100 million people are living with the risk of becoming infected. The present pharmacotherapy is sometimes ineffective and has serious side effects. Here, we report a series of 4,5 ''. -dihydroisoxazoles incorporating hydroxamate moieties, which act as effective inhibitors of the carbonic anhydrase (CA) from Trypanosoma cruzi (TcCA). One compound (5g)was evaluated in detail and shows promising features as an antitrypanosomal agent. Excellent values for the inhibition of growth for all three developmental forms of the parasite were observed at low concentrations of 5g (IC50 values from 7.0 to <1 mu M). The compound has a selectivity index (SI) of 6.7 and no cytotoxicity to macrophage cells. Preliminary in vivo data showed that 5g reduces bloodstream parasites and that all treated mice survived; it was also more effective than the standard drug benznidazole.

  DOI：

  10.1021/jm400902y

文献信息

• HERBICIDALLY ACTIVE 3-PHENYLISOXAZOLINE-5-CARBOXAMIDES OF S-CONTAINING CYCLOPENTENYLCARBOXYLIC ESTERS
  申请人：Bayer Aktiengesellschaft

  公开号：US20220151232A1

  公开（公告）日：2022-05-19

  The invention relates to herbicidally active 3-phenylisoxazoline-5-carboxamides of S-containing cyclopentenylcarboxylic esters of the general formula (I) and their agrochemically acceptable salts and to their use in the crop protection sector.

  本发明涉及含有S的环戊烯基羧酸酯的3-苯基异噁唑啉-5-羧酰胺类具有除草活性的化合物（I）及其农业化学上可接受的盐，并且涉及这些化合物在作物保护领域中的使用。
• HERBIZID WIRKSAME 3-PHENYLISOXAZOLIN-5-CARBOXAMIDE VON CYCLOPENTENYLCARBONSÄUREDERIVATEN
  申请人：Bayer Aktiengesellschaft

  公开号：EP3743411A1

  公开（公告）日：2020-12-02
• HERBIZID WIRKSAME 3-PHENYLISOXAZOLIN-5-CARBOXAMIDE VON S-HALTIGEN CYCLOPENTENYLCARBONSÄUREESTERN
  申请人：Bayer Aktiengesellschaft

  公开号：EP3937637A1

  公开（公告）日：2022-01-19
• [EN] HERBICIDALLY ACTIVE 3-PHENYLISOXAZOLINE-5-CARBOXAMIDES OF S-CONTAINING CYCLOPENTENYL CARBOXYLIC ACID ESTERS<br/>[FR] 3-PHÉNYL-ISOXAZOLINE-5-CARBOXAMIDES D'ESTERS D'ACIDE CYCLOPENTÉNYL-CARBOXYLIQUE SOUFRÉS À ACTION HERBICIDE<br/>[DE] HERBIZID WIRKSAME 3-PHENYLISOXAZOLIN-5-CARBOXAMIDE VON S-HALTIGEN CYCLOPENTENYLCARBONSÄUREESTERN
  申请人：BAYER AG

  公开号：WO2020182723A1

  公开（公告）日：2020-09-17

  Die Erfindung betrifft Herbizid wirksame 3-Phenylisoxazolin-5-carboxamide von S-haltigen Cyclopentenylcarbonsäureestern der allgemeinen Formel (I) und deren agrochemisch-verträglichen Salze (Formel (I)), sowie deren Verwendung im Bereich des Pflanzenschutzes.