N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide | 1438425-48-9

• 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: N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide
• 英文别名: N-[[4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxyphenyl]methyl]-5-methyl-1,2-oxazole-3-carboxamide
• CAS: 1438425-48-9
• 化学式: C₂₅H₂₄ClN₃O₅
• 分子量: 481.936
• InChiKey: FUUCWXXTAJBVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  99.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以15 mg的产率得到N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-hydroxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide
  参考文献：
  名称：

  Development of a triclosan scaffold which allows for adaptations on both the A- and B-ring for transport peptides

  摘要：

  The enoyl acyl-carrier protein reductase (ENR) enzyme is harbored within the apicoplast of apicomplexan parasites providing a significant challenge for drug delivery, which may be overcome through the addition of transductive peptides, which facilitates crossing the apicoplast membranes. The binding site of tri-closan, a potent ENR inhibitor, is occluded from the solvent making the attachment of these linkers challenging. Herein, we have produced 3 new triclosan analogs with bulky A- and B-ring motifs, which protrude into the solvent allowing for the future attachment of molecular transporters for delivery. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.035
• 作为产物：
  描述：

  3-氯-4-氟苯甲醛 在 N-氯代丁二酰亚胺 、 lithium aluminium tetrahydride 、 copper(ll) sulfate pentahydrate 、 盐酸羟胺 、 1-羟基苯并三唑 、 potassium hydrogencarbonate 、 caesium carbonate 、 sodium ascorbate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 39.67h， 生成 N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide
  参考文献：
  名称：

  Development of a triclosan scaffold which allows for adaptations on both the A- and B-ring for transport peptides

  摘要：

  The enoyl acyl-carrier protein reductase (ENR) enzyme is harbored within the apicoplast of apicomplexan parasites providing a significant challenge for drug delivery, which may be overcome through the addition of transductive peptides, which facilitates crossing the apicoplast membranes. The binding site of tri-closan, a potent ENR inhibitor, is occluded from the solvent making the attachment of these linkers challenging. Herein, we have produced 3 new triclosan analogs with bulky A- and B-ring motifs, which protrude into the solvent allowing for the future attachment of molecular transporters for delivery. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.035