2-[[4-(2-丙烯-1-氧基)苯氧基]甲基]-环氧乙烷 | 52210-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-[[4-(2-丙烯-1-氧基)苯氧基]甲基]-环氧乙烷
• 中文别名: 2-(4-烯丙氧基-苯氧基甲基)-环氧乙烷
• 英文名称: 2-((4-(allyloxy)phenoxy)methyl)oxirane
• 英文别名: 1-allyloxy-4-(2,3-epoxy-propoxy)-benzene；1-Allyloxy-4-(2,3-epoxy-propoxy)-benzol；2-(4-Allyloxy-phenoxymethyl)-oxirane；2-[(4-prop-2-enoxyphenoxy)methyl]oxirane
• CAS: 52210-93-2
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: DFBHOGPZPXMYJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2910900090

反应信息

• 作为反应物：
  描述：

  2-[[4-(2-丙烯-1-氧基)苯氧基]甲基]-环氧乙烷 、 1-(3,5-dimethyl-1-(2-vinylbenzyl)-1H-pyrazol-4-yl)-N-methylmethanamine 以 乙醇 为溶剂， 140.0 ℃ 、500.01 kPa 条件下， 反应 0.25h， 以86%的产率得到1-(4-(allyloxy)phenoxy)-3-(((3,5-dimethyl-1-(2-vinylbenzyl)-1H-pyrazol-4-yl)methyl)(methyl)amino)propan-2-ol
  参考文献：
  名称：

  Development of β-Amino Alcohol Derivatives That Inhibit Toll-like Receptor 4 Mediated Inflammatory Response as Potential Antiseptics

  摘要：

  Toll-like receptor 4 (TLR4) induced proinflammatory signaling has been directly implicated in severe sepsis and represents an attractive therapeutic target. Herein, we report our investigations into the structure-activity relationship and preliminary drug metabolism/pharmacokinetics study of beta-amino alcohol derivatives that inhibit the TLR4 signaling pathway. Lead compounds were identified from in vitro cellular examination with micromolar potency for their inhibitory effects on TLR4 signaling and subsequently assessed for their ability to suppress the TLR4-induced inflammatory response in an ex vivo whole blood model. In addition, the toxicology, specificity, solubility, brain-blood barrier permeability, and drug metabolism of several compounds were evaluated. Although further optimizations are needed, our findings lay the groundwork for the future drug development of this class of small molecule agents for the treatment of severe sepsis.

  DOI：

  10.1021/jm2003365
• 作为产物：
  描述：

  对苯二酚 在 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.33h， 生成 2-[[4-(2-丙烯-1-氧基)苯氧基]甲基]-环氧乙烷
  参考文献：
  名称：

  Development of β-Amino Alcohol Derivatives That Inhibit Toll-like Receptor 4 Mediated Inflammatory Response as Potential Antiseptics

  摘要：

  Toll-like receptor 4 (TLR4) induced proinflammatory signaling has been directly implicated in severe sepsis and represents an attractive therapeutic target. Herein, we report our investigations into the structure-activity relationship and preliminary drug metabolism/pharmacokinetics study of beta-amino alcohol derivatives that inhibit the TLR4 signaling pathway. Lead compounds were identified from in vitro cellular examination with micromolar potency for their inhibitory effects on TLR4 signaling and subsequently assessed for their ability to suppress the TLR4-induced inflammatory response in an ex vivo whole blood model. In addition, the toxicology, specificity, solubility, brain-blood barrier permeability, and drug metabolism of several compounds were evaluated. Although further optimizations are needed, our findings lay the groundwork for the future drug development of this class of small molecule agents for the treatment of severe sepsis.

  DOI：

  10.1021/jm2003365

文献信息

• Werner, Recueil des Travaux Chimiques des Pays-Bas, 1948, vol. 67, p. 442,444
  作者：Werner

  DOI：——

  日期：——
• KORSHAK V. V.; SHTILMAN M. I.; ZALUKAEVA T. P.; TABIDZE R. P., SAKARTVELOS CCP. METSNMEREBATA AKADEMIIS MOAMBE, SOOBSHCH. AN GRUZSSR, 19+
  作者：KORSHAK V. V.、 SHTILMAN M. I.、 ZALUKAEVA T. P.、 TABIDZE R. P.

  DOI：——

  日期：——
• GYULAXMEDOV, L. M.;BALDE, S.;AXMEDOV, SH. T.;VEKILOVA, T. M.;SARDAROVA, T+, ISSLED. V OBL. SINTEZA I PREVRASHCH. GETEROATOM. SOED., BAKU,(1990) S. 40+
  作者：GYULAXMEDOV, L. M.、BALDE, S.、AXMEDOV, SH. T.、VEKILOVA, T. M.、SARDAROVA, T+

  DOI：——

  日期：——
• GARRIDO, ESPINOSA, F.;IBANEZ, PANIELLO, A., AN. QUIM. PUBL. REAL. SOC. ESP. FIS. Y QUIM., 1981, 77, N 1, 22-27
  作者：GARRIDO, ESPINOSA, F.、IBANEZ, PANIELLO, A.

  DOI：——

  日期：——
• RESINS AND COMPOSITIONS FOR HIGH TEMPERATURE APPLICATIONS
  申请人：HENKEL IP & HOLDING GMBH

  公开号：US20180127537A1

  公开（公告）日：2018-05-10

  In accordance with the present invention, there are provided methods to improve the performance properties of thermoset polymer resins prepared by the activation of one or more reactive monomer(s) which is(are) initiated by way of a first reaction mechanism at a defined temperature (typically a temperature in the range of 40-200° C.). Exemplary performance properties which are improved by the invention methods include enhanced thermal stability, tensile strength (which is maintained in spite of exposure to elevated temperatures over extended periods of time), adhesive properties (which are substantially maintained in spite of exposure to elevated temperatures over extended periods of time), weight loss (which is minimized in spite of exposure to elevated temperatures over extended periods of time), dielectric strength (which is substantially maintained in spite of exposure to elevated temperatures over extended periods of time), and the like.