N-(benzo[d][1,3]dioxol-5-ylmethyl)-1-((3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methyl)-5-phenyl-1H-pyrazole-3-carboxamide | 1135346-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(benzo[d][1,3]dioxol-5-ylmethyl)-1-((3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methyl)-5-phenyl-1H-pyrazole-3-carboxamide
• 英文别名: N-(1,3-benzodioxol-5-ylmethyl)-1-[[3-(4-methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]-5-phenylpyrazole-3-carboxamide
• CAS: 1135346-43-8
• 化学式: C₂₉H₂₆N₄O₅
• 分子量: 510.549
• InChiKey: XFLKYGAEYPGQNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  96.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-亚甲二氧基苄胺 、 1-[[3-(4-Methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]-5-phenylpyrazole-3-carboxylic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 以74%的产率得到N-(benzo[d][1,3]dioxol-5-ylmethyl)-1-((3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methyl)-5-phenyl-1H-pyrazole-3-carboxamide
  参考文献：
  名称：

  Parallel Synthesis of Bis-heterocyclic Isoxazolylmethyl- and Isoxazolinylmethylpyrazoles

  摘要：

  The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described. X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (similar to 10 mg of each with >= 90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database. A subset of these Compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.

  DOI：

  10.1021/cc900133k

文献信息

• Parallel Synthesis of Bis-heterocyclic Isoxazolylmethyl- and Isoxazolinylmethylpyrazoles
  作者：Liping Meng、Beth A. Lorsbach、Thomas C. Sparks、James C. Fettinger、Mark J. Kurth

  DOI：10.1021/cc900133k

  日期：2010.1.11

  The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described. X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (similar to 10 mg of each with >= 90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database. A subset of these Compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.