1,4-Bis-(3-benzyloxy-5-hexyloxy-4-methoxy-phenyl)-butane-1,4-diol | 1027885-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-Bis-(3-benzyloxy-5-hexyloxy-4-methoxy-phenyl)-butane-1,4-diol
• 英文别名: 1,4-Bis(3-hexoxy-4-methoxy-5-phenylmethoxyphenyl)butane-1,4-diol
• CAS: 1027885-71-7
• 化学式: C₄₄H₅₈O₈
• 分子量: 714.94
• InChiKey: ANOYMJDOBUGSJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  52
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4-Bis-(3-benzyloxy-5-hexyloxy-4-methoxy-phenyl)-butane-1,4-diol 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 三氟乙酸 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 25.0~80.0 ℃ 、101.33 kPa 条件下， 反应 6.5h， 生成 (+/-)-trans-2,5-bis[5-hexyloxy-4-methoxy-3-[3-(4-methylthiazol-5-yl)propoxy]phenyl]tetrahydrofuran
  参考文献：
  名称：

  Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups

  摘要：

  This paper describes the synthesis and structure-activity relationships of a series of 2,5-diaryltetrahydrofurans, as specific and potent antagonists at the rabbit washed platelet activating factor (PAF) receptor. The methoxyl groups in the known PAF antagonist L-652,731 were replaced with functional groups present in PAF and in the 'PAF-like' antagonists. Activity was generally retained or enhanced when one aryl ring in L-652,731 was elaborated; however incorporation of these functional groups into both of the aryl rings greatly reduced or abolished activity. These results are discussed in relation to a putative model for the PAF receptor.

  DOI：

  10.1016/0223-5234(96)89161-6
• 作为产物：
  描述：

  3,5-二羟基-4-甲氧基苯甲酸甲酯 在 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 、 三甲基氯硅烷 、 甲基锂 、 copper(II) bis(trifluoromethanesulfonate) 、 potassium carbonate 、 三乙胺 、 sodium iodide 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 18.75h， 生成 1,4-Bis-(3-benzyloxy-5-hexyloxy-4-methoxy-phenyl)-butane-1,4-diol
  参考文献：
  名称：

  Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups

  摘要：

  This paper describes the synthesis and structure-activity relationships of a series of 2,5-diaryltetrahydrofurans, as specific and potent antagonists at the rabbit washed platelet activating factor (PAF) receptor. The methoxyl groups in the known PAF antagonist L-652,731 were replaced with functional groups present in PAF and in the 'PAF-like' antagonists. Activity was generally retained or enhanced when one aryl ring in L-652,731 was elaborated; however incorporation of these functional groups into both of the aryl rings greatly reduced or abolished activity. These results are discussed in relation to a putative model for the PAF receptor.

  DOI：

  10.1016/0223-5234(96)89161-6

文献信息

• Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups
  作者：S Smith、G.J. Blackwell、D.A. Demaine、L.G. Garland、H.F. Hodson、R.M. Hyde、A.J. Parke、V.S. Rose、D.A. Sawyer、L Tilling

  DOI：10.1016/0223-5234(96)89161-6

  日期：1996.1

  This paper describes the synthesis and structure-activity relationships of a series of 2,5-diaryltetrahydrofurans, as specific and potent antagonists at the rabbit washed platelet activating factor (PAF) receptor. The methoxyl groups in the known PAF antagonist L-652,731 were replaced with functional groups present in PAF and in the 'PAF-like' antagonists. Activity was generally retained or enhanced when one aryl ring in L-652,731 was elaborated; however incorporation of these functional groups into both of the aryl rings greatly reduced or abolished activity. These results are discussed in relation to a putative model for the PAF receptor.