{3-[3-Methyl-2-((E)-styryl)-benzofuran-4-yloxy]-propyl}-pyridin-3-ylmethyl-carbamic acid tert-butyl ester | 279231-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: {3-[3-Methyl-2-((E)-styryl)-benzofuran-4-yloxy]-propyl}-pyridin-3-ylmethyl-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[3-[[3-methyl-2-(2-phenylethenyl)-1-benzofuran-4-yl]oxy]propyl]-N-(pyridin-3-ylmethyl)carbamate
• CAS: 279231-24-2
• 化学式: C₃₁H₃₄N₂O₄
• 分子量: 498.622
• InChiKey: IRXDDSKELOZJDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {3-[3-Methyl-2-((E)-styryl)-benzofuran-4-yloxy]-propyl}-pyridin-3-ylmethyl-carbamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 [3-(3-methyl-2-phenethyl-benzofuran-4-yloxy)-propyl]-pyridin-3-ylmethyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 2

  摘要：

  Modification of the C-2 position of a benzofuran derivative 6 (RO-09-4609), an N-myristoyltransferase (Nmt) inhibitor, has led us to discover antifungal agents that are active in a murine systemic candidiasis model. The drug design is based on the analysis of a crystal structure of a Candida Nmt complex with 2. The optimization has been guided by various biological evaluations including a quasi in vivo assay and pharmacokinetic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00808-3
• 作为产物：
  描述：

  (3-methyl-4-{3-[(pyridin-3-ylmethyl)amino]propoxy}benzofuran-2-yl)methanol 在 manganese(IV) oxide 、 正丁基锂 、 TEA 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 {3-[3-Methyl-2-((E)-styryl)-benzofuran-4-yloxy]-propyl}-pyridin-3-ylmethyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 2

  摘要：

  Modification of the C-2 position of a benzofuran derivative 6 (RO-09-4609), an N-myristoyltransferase (Nmt) inhibitor, has led us to discover antifungal agents that are active in a murine systemic candidiasis model. The drug design is based on the analysis of a crystal structure of a Candida Nmt complex with 2. The optimization has been guided by various biological evaluations including a quasi in vivo assay and pharmacokinetic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00808-3