4-hydroxy-4-(3-hydroxyphenyl)piperidine | 325808-14-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-hydroxy-4-(3-hydroxyphenyl)piperidine
• 英文别名: 4-(3-Hydroxyphenyl)piperidin-4-ol
• CAS: 325808-14-8
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: ZACQWSTWHQVLTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-hydroxy-4-(3-hydroxyphenyl)piperidine 在 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 ethyl 2-[3-[1-(4-fluorobenzoyl)-4-hydroxypiperidin-4-yl]phenoxy]-2-methylpropanoate
  参考文献：
  名称：

  New Strong Fibrates with Piperidine Moiety.

  摘要：

  合成并评估了结构中含有哌啶、4-羟基哌啶、哌啶-3-烯和哌嗪分子的新型纤维化合物。在合成的化合物中，2-[3-[1-（4-氟苯甲酰基）-哌啶-4-基]苯氧基]-2-甲基丙酸（9aA : AHL-157）在降低小鼠和大鼠甘油三酯、胆固醇和血糖方面的活性优于贝扎贝特。

  DOI：

  10.1248/cpb.48.1978
• 作为产物：
  描述：

  1-benzyl-4-[3-(benzyloxy)phenyl]-4-hydroxypiperidine 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、405.3 kPa 条件下， 反应 6.0h， 以77%的产率得到4-hydroxy-4-(3-hydroxyphenyl)piperidine
  参考文献：
  名称：

  New Strong Fibrates with Piperidine Moiety.

  摘要：

  合成并评估了结构中含有哌啶、4-羟基哌啶、哌啶-3-烯和哌嗪分子的新型纤维化合物。在合成的化合物中，2-[3-[1-（4-氟苯甲酰基）-哌啶-4-基]苯氧基]-2-甲基丙酸（9aA : AHL-157）在降低小鼠和大鼠甘油三酯、胆固醇和血糖方面的活性优于贝扎贝特。

  DOI：

  10.1248/cpb.48.1978

文献信息

• [EN] COMPOUNDS AS INHIBITORS OF MACROPHAGE MIGRATION INHIBITORY FACTOR<br/>[FR] COMPOSÉS EN TANT QU'INHIBITEURS DU FACTEUR INHIBITEUR DE LA MIGRATION DES MACROPHAGES
  申请人：IMMUNOPHAGE BIOMEDICAL CO LTD

  公开号：WO2020186220A1

  公开（公告）日：2020-09-17

  The present invention provides compounds of Formula (I) shown above and their pharmaceutically acceptable salt, solvates, isomers, or prodrugs, as well as pharmaceutical compositions containing these compounds. Also provided by the invention is a method for treating a disorder mediated by macrophage migration inhibitory factor in a subject, comprising administering to the subject in need thereof a compound or a pharmaceutical composition of this invention.

  本发明提供了上述公式(I)所示的化合物及其药用可接受的盐、溶剂化物、异构体或前药，以及含有这些化合物的药物组合物。本发明还提供了一种用于治疗由巨噬细胞迁移抑制因子介导的疾病的方法，包括向需要治疗的对象施用本发明的化合物或药物组合物。
• 4-hydroxy-4-phenylpiperidine derivatives and pharmaceuticals containing the same
  申请人：SSP Co., LTD

  公开号：US06362203B1

  公开（公告）日：2002-03-26

  Described is a 4-hydroxy-4-phenylpiperidine derivative represented by the following formula (1): [wherein, R1 and R2 are the same or different and each independently represents a hydrogen atom, a lower alkyl, or the like, R3 represents a hydrogen atom or a group —(CR4R5)n—Y (in which, R4 and R5 each represents a hydrogen atom or a lower alkyl group, Y represents a group —COOR6, —CONR7R8, —OR9 or —OCOR10 (in which R6, R9 and R10 each independently represents a hydrogen atom, a lower alkyl group, or the like, R7 and R8 are the same or different and each independently represents a hydrogen atom, a lower alkyl group, or the like), and n stands for 1 to 6)], or salt thereof. The compound exhibits excellent peripheral analgesic action.

  描述了一种由以下式子（1）表示的4-羟基-4-苯基哌啶衍生物：[其中，R1和R2相同或不同，每个独立地表示氢原子、低碳基或类似物，R3表示氢原子或基团—(CR4R5)n—Y（其中，R4和R5各自表示氢原子或低碳基，Y表示基团—COOR6、—CONR7R8、—OR9或—OCOR10（其中，R6、R9和R10各自独立地表示氢原子、低碳基或类似物，R7和R8相同或不同，每个独立地表示氢原子、低碳基或类似物），n表示1到6）]，或其盐。该化合物表现出优异的周围镇痛作用。
• 4-hydroxy-4-phenylpiperidine derivatives having -opioid agonist activity and pharmaceuticals containing the same
  申请人：SSP Co., Ltd.

  公开号：EP1097924A1

  公开（公告）日：2001-05-09

  Described is a 4-hydroxy-4-phenylpiperidine derivative represented by the following formula (1): [wherein, R1 and R2 are the same or different and each independently represents a hydrogen atom, a lower alkyl, or the like, R3 represents a hydrogen atom or a group -(CR4R5)n-Y (in which, R4 and R5 each represents a hydrogen atom or a lower alkyl group, Y represents a group -COOR6, -CONR7R8, -OR9 or -OCOR10 (in which R6, R9 and R10 each independently represents a hydrogen atom, a lower alkyl group, or the like, R7 and R8 are the same or different and each independently represents a hydrogen atom, a lower alkyl group, or the like), and n stands for 1 to 6)], or salt thereof. The compound exhibits excellent peripheral analgesic action.

  所述的是由下式(1)代表的 4-羟基-4-苯基哌啶衍生物： [其中，R1 和 R2 相同或不同，各自独立地代表氢原子、低级烷基或类似物，R3 代表氢原子或基团-(CR4R5)n-Y（其中，R4 和 R5 各自代表氢原子或低级烷基，Y 代表基团-COOR6、-CONR7R8、-OR9或-OCOR10（其中，R6、R9和R10各自独立地代表氢原子、低级烷基或类似基团，R7和R8相同或不同且各自独立地代表氢原子、低级烷基或类似基团），n代表1至6）]，或其盐。 该化合物具有良好的外周镇痛作用。
• 4-hydroxy-4-phenylpiperidine derivatives having opioid agonist activity and pharmaceuticals containing the same
  申请人：SSP Co., Ltd.

  公开号：EP1097924B1

  公开（公告）日：2004-08-25
• Compounds as Inhibitors of Macrophage Migration Inhibitory Factor
  申请人：FONG Kin Chiu

  公开号：US20220144838A1

  公开（公告）日：2022-05-12

  The present invention provides compounds of Formula (I) shown below and their pharmaceutically acceptable salt, solvates, isomers, or prodrugs, as well as pharmaceutical compositions containing these compounds. Also provided by the invention is a method for treating a disorder mediated by macrophage migration inhibitory factor in a subject, comprising administering to the subject in need thereof a compound or a pharmaceutical composition of this invention.