4-hydroxy-2,3,6-trimethyl-benzyl alcohol | 68658-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-hydroxy-2,3,6-trimethyl-benzyl alcohol
• 英文别名: 4-Hydroxy-2,3,6-trimethyl-benzylalkohol；<4-Hydroxymethyl>-isopseudocumenol；4-(Hydroxymethyl)-2,3,5-trimethylphenol
• CAS: 68658-09-3
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: JKLBZSCXNLADRS-UHFFFAOYSA-N

物化性质

• 沸点：
  328.6±37.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxy-2,3,6-trimethyl-benzyl alcohol 、 7-(4-fluorophenyl)-7-hydroxyheptanoic acid 在 三氟化硼乙醚 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 以30%的产率得到7-(4-Fluoro-phenyl)-7-[2-hydroxy-5-(2-hydroxy-ethyl)-3,4,6-trimethyl-phenyl]-heptanoic acid
  参考文献：
  名称：

  Synthesis and thromboxane A2/prostaglandin H2 receptor antagonistic activity of phenol derivatives

  摘要：

  Consideration of possible structural similarities between thromboxane A2 and the hydroquinone form of (R)-(+)-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid (R-(+)-AA-2414) led to the development of a new series of thromboxane A2/prostaglandin H-2 (TXA2/PGH2) receptor antagonists, namely 7-(4-fluorophenyl)-7-(2-hydroxyphenyl)heptanoic acids (I). These compounds were found to be potent TXA2/PGH2 receptor antagonists. Compounds having either a carbonyl or a hydroxymethyl group at the para-position of the phenolic hydroxy group exhibited most potent activities in this series. Compounds 14, 15, 18, and 26 inhibited the specific binding of [H-3]U-46619 to guinea pig platelet membranes (IC50 = 4.4, 80, 32, and 13 nM, respectively), and also inhibited U-46619-induced human platelet aggregation (IC50 = 310, 69, 79, and 78 nM, respectively). Comparison of the UV spectra of the compounds with a carbonyl group at the para-position of phenolic hydroxy group revealed that the activity tended to increase in accordance with a decrease in the torsional angle between the carbonyl group and the phenol ring. These results suggested that the spacial location of the carbonyl and hydroxymethyl oxygen are important for significant increase in activity and that the carbonyl and hydroxymethyl oxygen at the para-position of the phenolic hydroxy group might interact with one of the TXA2/PGH2 receptor sites.

  DOI：

  10.1021/jm00090a009
• 作为产物：
  描述：

  2,3,5-三甲基苯酚 在 盐酸 、 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 4-hydroxy-2,3,6-trimethyl-benzyl alcohol
  参考文献：
  名称：

  Zur Kenntnis der Carboxylierung von Phenolen

  摘要：

  DOI：

  10.1007/bf00899352

文献信息

• Azaoxa heterocyclic compound and method of preparing the same
  申请人：——

  公开号：US20040068084A1

  公开（公告）日：2004-04-08

  Disclosed is an azaoxa heterocyclic compound represented by the following formula (I): 1 (wherein, each symbol is defined the same as in the specification) and a method for preparing the same. This compound of the present invention is prepared by the reaction of a phenolic compound, an aromatic diamine compound and an aldehyde compound. The azaoxa heterocyclic compound of the present invention can be used as a hardening resin or a hardener for an epoxy resin, polyether and a resin containing active hydrogen atoms, wherein the composition formed by the azaoxa heterocyclic compound and the epoxy resin is useful in the application of laminates, adhesive, semiconductor packaging materials and phenolic resin forming materials.

  本发明公开了由下式(I)代表的氮杂环化合物： 1 (其中，各符号的定义与说明书中相同）及其制备方法。本发明的这种化合物是由酚类化合物、芳香二胺化合物和醛化合物反应制备的。本发明的氮杂环化合物可用作硬化树脂或环氧树脂、聚醚和含有活泼氢原子的树脂的硬化剂，其中氮杂环化合物和环氧树脂形成的组合物可用于层压板、粘合剂、半导体包装材料和酚醛树脂成型材料。
• JPH09136852A
  申请人：——

  公开号：JPH09136852A

  公开（公告）日：1997-05-27
• US6211328B1
  申请人：——

  公开号：US6211328B1

  公开（公告）日：2001-04-03
• US7202359B2
  申请人：——

  公开号：US7202359B2

  公开（公告）日：2007-04-10
• Zur Kenntnis der Carboxylierung von Phenolen
  作者：F. Wessely、K. Benedikt、H. Benger、G. Friedrich、F. Prillinger

  DOI：10.1007/bf00899352

  日期：——