3-methoxycarbonyl-5-isoxazolecarboxylic acid | 145441-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methoxycarbonyl-5-isoxazolecarboxylic acid
• 英文别名: 3-methoxycarbonylisoxazole-5-carboxyiic acid；3-(Methoxycarbonyl)-1,2-oxazole-5-carboxylic acid；3-methoxycarbonyl-1,2-oxazole-5-carboxylic acid
• CAS: 145441-18-5
• 化学式: C₆H₅NO₅
• mdl: MFCD20654390
• 分子量: 171.109
• InChiKey: SHFORSIVIRQTIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-methoxycarbonyl-5-isoxazolecarboxylic acid 在 lithium hydroxide monohydrate 、 水 、 1-丙基磷酸酐 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.58h， 生成 N5-(5-(2-chlorophenyl)-1,3,4-tliiadiazol-2-yl)-N3-methoxyisoxazole-3,5-dicarboxamide
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS AND USES THEREOF
  [FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS UTILISATIONS

  摘要：

  The present disclosure relates to compounds of Formula (I): (I), wherein Ring A, R1, R2, R3, and m are described herein. The present disclosure relates to the use of the compounds of Formula (I), and pharmaceutically acceptable salts, hydrates, solvates, prodrugs, stereoisomers, labeled isotopes, or tautomers thereof, in the treatment of cGAS-related diseases and disorders.

  公开号：

  WO2023081441A1
• 作为产物：
  描述：

  methyl chlorooximidoacetate 、 丙炔酸 在 三乙胺 作用下， 以40%的产率得到3-methoxycarbonyl-5-isoxazolecarboxylic acid
  参考文献：
  名称：

  New N-aryl isoxazolecarboxamides and N-isoxazolylbenzamides as anticonvulsant agents

  摘要：

  We prepared a series of N-aryl isoxazolecarboxamide, N-isoxazolylbenzamide compounds and derivatives and studied their anticonvulsant action in MES and MMS tests. Some of these reveal considerable activity, especially with respect to MES test. The disubstitution in the 2.6-position on the phenyl ring by two methyl groups would appear to be of primary importance for the activity. The amide bridge between the phenyl and isoxazolic rings, whether of the anilide or benzamide type, seems to show similar anticonvulsant behavior. We have selected the derivatives 8 (N-(2.6-dimethylphenyl)-5-methyl-3-isoxazolecarboxamide, 12 (N-(2,6-dimethylphenyl)-5-hydroxymethyl-3-isoxazolecarboxamide) and 51 (N-(5-methyl-3-isoxazolyl)-2.6-dimethylbenzamide) which are presently being studied in more extended pharmacological tests.

  DOI：

  10.1016/0223-5234(92)90137-p