2-(3-Chloro-4-hydroxyphenyl)benzoxazole | 540497-34-5

• 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-Chloro-4-hydroxyphenyl)benzoxazole
• 英文别名: 4-(1,3-benzoxazol-2-yl)-2-chlorophenol
• CAS: 540497-34-5
• 化学式: C₁₃H₈ClNO₂
• 分子量: 245.665
• InChiKey: MMRWATBCSASKAI-UHFFFAOYSA-N

物化性质

• 沸点：
  370.9±32.0 °C(Predicted)
• 密度：
  1.401±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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-Chloro-4-hydroxyphenyl)benzoxazole 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以84%的产率得到2-(3-氯-4-甲氧基苯基)苯并恶唑
  参考文献：
  名称：

  Biochemical and Structural Evaluation of Highly Selective 2-Arylbenzoxazole-Based Transthyretin Amyloidogenesis Inhibitors

  摘要：

  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.

  DOI：

  10.1021/jm0708735
• 作为产物：
  描述：

  3-氯-4-羟基苯甲酸 、 2-氨基苯酚 在 对甲苯磺酸 作用下， 以 xylene 为溶剂， 反应 18.0h， 以11%的产率得到2-(3-Chloro-4-hydroxyphenyl)benzoxazole
  参考文献：
  名称：

  Biochemical and Structural Evaluation of Highly Selective 2-Arylbenzoxazole-Based Transthyretin Amyloidogenesis Inhibitors

  摘要：

  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.

  DOI：

  10.1021/jm0708735

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。
• Metabotropic glutamate receptor-5 modulators
  申请人：Arruda Jeannie

  公开号：US20050065340A1

  公开（公告）日：2005-03-24

  Phenyl compounds substituted at the 1-position with a fused bicyclo moeity formed from a five-membered heterocycle fused to a six-membered carbocycle, to a six-membered aryl, or to a six-membered hetaryl, and further optionally substituted at 2 the 3,4 positions, are mGluR5 modulators useful in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, and panic, as well as in the treatment of pain and other diseases.

  1-位置上带有融合的双环基团的苯基化合物，该融合基团由一个融合到一个六元环碳环的五元杂环形成，或者融合到一个六元芳基或六元杂芳基上，进一步可选择地在2、3、4位置上进行取代，是mGluR5调节剂，可用于治疗精神和情绪障碍，例如精神分裂症、焦虑、抑郁和恐慌，以及用于治疗疼痛和其他疾病。
• METABOTROPIC GLUTAMATE RECEPTOR-5 MODULATORS
  申请人：Merck & Co., Inc.

  公开号：EP1453815A1

  公开（公告）日：2004-09-08
• EP1453815A4
  申请人：——

  公开号：EP1453815A4

  公开（公告）日：2005-04-06
• US4062800A
  申请人：——

  公开号：US4062800A

  公开（公告）日：1977-12-13