4-bromo-2-(5-propylisoxazol-3-yl)phenol | 1375102-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-bromo-2-(5-propylisoxazol-3-yl)phenol
• 英文别名: 4-Bromo-2-(5-propyl-1,2-oxazol-3-yl)phenol；4-bromo-2-(5-propyl-1,2-oxazol-3-yl)phenol
• CAS: 1375102-95-6
• 化学式: C₁₂H₁₂BrNO₂
• 分子量: 282.137
• InChiKey: JQWVXQIZCXNGKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  4-bromo-2-(5-propylisoxazol-3-yl)phenol 、 烯丙基三丁基锡 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-allyl-2-(5-propylisoxazol-3-yl)phenol
  参考文献：
  名称：

  WO2023/182871

  摘要：

  公开号：
• 作为产物：
  描述：

  3-(5-bromo-2-methoxyphenyl)-5-propylisoxazole 在 三氯化硼 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以64%的产率得到4-bromo-2-(5-propylisoxazol-3-yl)phenol
  参考文献：
  名称：

  Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF1 production

  摘要：

  A series of novel 4-O-methylhonokiol analogs were synthesized in light of revealing structure-activity relationship for inhibitory effect of COX-2 enzyme. The key strategy of the molecular design was oriented towards modification of the potential metabolic soft spots (e. g., phenol and olefin) or by altering the polar surface area via incorporating heterocycles such as isoxazole and triazole. Most of all exhibited the inhibitory effects on COX-2 and PGF(1) production but not macrophage NO production. Especially, aryl carbamates 10 and 11 exhibited more potent inhibitory activity against COX-2 and PGF(1) production. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.028

文献信息

• Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF1 production
  作者：Bit Lee、Jae-Hwan Kwak、Shin-Won Huang、Jae-Yong Jang、Sanglae Lim、Young-Shin Kwak、Kiho Lee、Hyung Sook Kim、Sang-Bae Han、Jin-Tae Hong、Heesoon Lee、Sukgil Song、Seung-Yong Seo、Jae-Kyung Jung

  DOI：10.1016/j.bmc.2012.03.028

  日期：2012.5

  A series of novel 4-O-methylhonokiol analogs were synthesized in light of revealing structure-activity relationship for inhibitory effect of COX-2 enzyme. The key strategy of the molecular design was oriented towards modification of the potential metabolic soft spots (e. g., phenol and olefin) or by altering the polar surface area via incorporating heterocycles such as isoxazole and triazole. Most of all exhibited the inhibitory effects on COX-2 and PGF(1) production but not macrophage NO production. Especially, aryl carbamates 10 and 11 exhibited more potent inhibitory activity against COX-2 and PGF(1) production. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
• WO2023/182871
  申请人：——

  公开号：——

  公开（公告）日：——