(4-Cyclohexylfuran-2-yl)methanol | 183163-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (4-Cyclohexylfuran-2-yl)methanol
• 英文别名: (4-cyclohexylfuran-2-yl)methanol
• CAS: 183163-84-0
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: VQTRKGWUWWLYGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-Cyclohexylfuran-2-yl)methanol 在 magnesium sulfate 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 51.0h， 生成 (1R)-1-(4-cyclohexylfuran-2-yl)propan-1-amine
  参考文献：
  名称：

  C(4)-alkyl substituted furanyl cyclobutenediones as potent, orally bioavailable CXCR2 and CXCR1 receptor antagonists

  摘要：

  A novel series of cyclobutenedione centered C(4)-alkyl substituted furanyl analogs was developed as potent CXCR2 and CXCR1 antagonists. Compound 16 exhibits potent inhibitory activities against IL-8 binding to the receptors (CXCR2 Ki = 1 nM, IC50 = 1.3 nM; CXCRI Ki = 3 nM, IC50= 7.3 nM), and demonstrates potent inhibition against both Gro-alpha and IL-8 induced hPMN migration (chemotaxis: CXCR2 IC50=0.5nM,CXCRI IC50= 37 nN1). In addition, 16 has shown good oral pharmacokinetic profiles in rat, mouse, monkey, and dog. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.016
• 作为产物：
  描述：

  5-硝基-2-糠酸甲酯 在 lithium aluminium tetrahydride 、 偶氮二异丁腈 、 potassium tert-butylate 、 三正丁基氢锡 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 甲苯 为溶剂， 反应 7.0h， 生成 (4-Cyclohexylfuran-2-yl)methanol
  参考文献：
  名称：

  C(4)-alkyl substituted furanyl cyclobutenediones as potent, orally bioavailable CXCR2 and CXCR1 receptor antagonists

  摘要：

  A novel series of cyclobutenedione centered C(4)-alkyl substituted furanyl analogs was developed as potent CXCR2 and CXCR1 antagonists. Compound 16 exhibits potent inhibitory activities against IL-8 binding to the receptors (CXCR2 Ki = 1 nM, IC50 = 1.3 nM; CXCRI Ki = 3 nM, IC50= 7.3 nM), and demonstrates potent inhibition against both Gro-alpha and IL-8 induced hPMN migration (chemotaxis: CXCR2 IC50=0.5nM,CXCRI IC50= 37 nN1). In addition, 16 has shown good oral pharmacokinetic profiles in rat, mouse, monkey, and dog. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.016

文献信息

• A novel route to 2-fluoromethyl- and 2-hydroxymethyl-4-alkyl furans via allene oxides
  作者：Marek M. Kabat

  DOI：10.1016/0040-4039(96)01605-x

  日期：1996.10

  A four-step protocol for the synthesis of 2-fluoromethyl and 2-hydroxymethyl 4-alkyl furans 1a and 1b from a-alkyl acroleins 4 and 1-bromo-1-trimethylsilylethylene (5) via allene oxides 2 is elaborated, and is applied to the preparation of steroid furans 10, 11, 14 and 15 from alpha,beta-unsaturated aldehyde 8. Copyright (C) 1996 Published by Elsevier Science Ltd