2-(3-Methyl-4-hydroxyphenyl)benzoxazole | 1004983-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-Methyl-4-hydroxyphenyl)benzoxazole
• 英文别名: 4-(1,3-benzoxazol-2-yl)-2-methylphenol
• CAS: 1004983-93-0
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: MQORWSKSLKVFNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-Methyl-4-hydroxyphenyl)benzoxazole 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 乙腈 为溶剂， 生成 3-(1-(3-(4-(benzo[d]oxazol-2-yl)-2-methylphenoxy)propyl)piperidin-4-yl)-6-fluoro-benzo[d]isoxazole
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of piperidine (piperazine)-substituted benzoxazole derivatives as multi-target antipsychotics

  摘要：

  The present study describes the optimization of a series of novel benzoxazole-piperidine (piperazine) derivatives combining high dopamine D-2 and serotonin 5-HT1A, 5-HT2A receptor affinities. Of these derivatives, the pharmacological features of compound 29 exhibited high affinities for the DA D-2, 5-HT1A and 5-HT2A receptors, but low affinities for the 5-HT2C and histamine H-1 receptors and human ether-a-go-go-related gene (hERG) channels. Furthermore, compound 29 reduced apomorphine-induced climbing and 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head twitching without observable catalepsy, even at the highest dose tested. Thus, compound 29 is a promising candidate as a multi-target antipsychotic treatment. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.045
• 作为产物：
  描述：

  4-羟基-3-甲基苯甲酸 、 2-氨基苯酚 在 对甲苯磺酸 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 4.0h， 生成 2-(3-Methyl-4-hydroxyphenyl)benzoxazole
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of piperidine (piperazine)-substituted benzoxazole derivatives as multi-target antipsychotics

  摘要：

  The present study describes the optimization of a series of novel benzoxazole-piperidine (piperazine) derivatives combining high dopamine D-2 and serotonin 5-HT1A, 5-HT2A receptor affinities. Of these derivatives, the pharmacological features of compound 29 exhibited high affinities for the DA D-2, 5-HT1A and 5-HT2A receptors, but low affinities for the 5-HT2C and histamine H-1 receptors and human ether-a-go-go-related gene (hERG) channels. Furthermore, compound 29 reduced apomorphine-induced climbing and 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head twitching without observable catalepsy, even at the highest dose tested. Thus, compound 29 is a promising candidate as a multi-target antipsychotic treatment. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.045

文献信息

• Multichromophoric ultraviolet stabilizers and their use in organic
  申请人：Eastman Kodak Company

  公开号：US04256626A1

  公开（公告）日：1981-03-17

  The invention relates to multichromophoric compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the multichromophoric composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stablizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.

  本发明涉及一种多色团化合物，已发现其具有有效的紫外线稳定剂作用。本发明还涉及含有多色团化合物稳定剂量的紫外线可降解有机组成物，以防止这种降解。这些稳定剂在聚合物组成物中存在其他常用添加剂的情况下具有有效性，包括颜料、染料、填料、增强剂等。这些紫外线稳定剂也可以在聚合物熔融中或溶解在聚合物溶液中被纳入有机组成物中，涂覆在成型件、薄膜或挤出纤维的外部。
• Biochemical and Structural Evaluation of Highly Selective 2-Arylbenzoxazole-Based Transthyretin Amyloidogenesis Inhibitors
  作者：Steven M. Johnson、Stephen Connelly、Ian A. Wilson、Jeffery W. Kelly

  DOI：10.1021/jm0708735

  日期：2008.1.1

  To develop potent transthyretin (TTR) amyloidogenesis inhibitors that also display high binding selectivity in blood, it proves useful to systematically optimize each of the three substructural elements that comprise a typical inhibitor: the two aryl rings and the linker joining them. In the first study, described herein, structural modifications to one aryl ring were evaluated by screening a library of 2-arylbenzoxazoles bearing thyroid hormone-like aryl substituents on the 2-aryl ring. Several potent and highly selective amyloidogenesis inhibitors were identified that exhibit minimal thyroid hormone nuclear receptor and COX-1 binding. High resolution crystal structures (1.3-1.5 angstrom) of three inhibitors (2f, 4f, and 4d) in complex with TTR were obtained to characterize their binding orientation. Collectively, the results demonstrate that thyroid hormone-like substitution patterns on one aryl ring lead to potent and highly selective TTR amyloidogenesis inhibitors that lack undesirable thyroid hormone receptor or COX-1 binding.
• US4127501A
  申请人：——

  公开号：US4127501A

  公开（公告）日：1978-11-28
• US4115348A
  申请人：——

  公开号：US4115348A

  公开（公告）日：1978-09-19
• US4174321A
  申请人：——

  公开号：US4174321A

  公开（公告）日：1979-11-13