4,4'-(4-methyl-5-(4-(3-(piperidin-1-yl)propyl)phenyl)-1H-pyrazole-1,3-diyl)diphenol | 1099794-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4'-(4-methyl-5-(4-(3-(piperidin-1-yl)propyl)phenyl)-1H-pyrazole-1,3-diyl)diphenol
• 英文别名: MPrP；4-[1-(4-Hydroxyphenyl)-4-methyl-5-[4-(3-piperidin-1-ylpropyl)phenyl]pyrazol-3-yl]phenol；4-[1-(4-hydroxyphenyl)-4-methyl-5-[4-(3-piperidin-1-ylpropyl)phenyl]pyrazol-3-yl]phenol
• CAS: 1099794-67-8
• 化学式: C₃₀H₃₃N₃O₂
• 分子量: 467.611
• InChiKey: XXRGLZUCVWZDBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(3-(4-(1,3-bis(4-methoxyphenyl)-4-methyl-1H-pyrazol-5-yl)phenyl)propyl)piperidine 在 三氟二甲基硫醚络合物 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到4,4'-(4-methyl-5-(4-(3-(piperidin-1-yl)propyl)phenyl)-1H-pyrazole-1,3-diyl)diphenol
  参考文献：
  名称：

  Analogs of methyl-piperidinopyrazole (MPP): Antiestrogens with estrogen receptor α selective activity

  摘要：

  Methyl-piperidino-pyrazole (MPP), an estrogen receptor alpha (ER alpha)-selective antagonist we developed, has a basic side chain (BSC) attached to an ER alpha-selective agonist ligand, methyl-pyrazole-triol (MPT) through an ether linkage. To remove the possibility that metabolic cleavage of the BSC in MPP would regenerate MPT, we have replaced the N-piperidinylethoxy moiety with an N-piperidinylpropyl group, giving MPrP. This new analog retains the high ERa-selective binding affinity and antagonist potency of MPP. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.006

文献信息

• [EN] TOLL-LIKE RECEPTOR SIGNALING INHIBITORS<br/>[FR] INHIBITEURS DE SIGNALISATION DE RÉCEPTEUR DE TYPE TOLL
  申请人：UNIV ILLINOIS

  公开号：WO2019136147A1

  公开（公告）日：2019-07-11

  Di- and triaryl-substituted heteroaromatic compounds have Toll-like receptor inhibitory activity, including at TLR2, TLR4, TLR7, and/or TLR9. Compounds and compositions have applications in the treatment of diseases and conditions mediated by Toll-like receptors and related receptors, such as bacterial sepsis, autoimmune disease, lupus erythematosus, ischemia-reperfusion injury, stroke, metabolic disease, obesity-related metabolic inflammation, gout, and cancer.

  二芳基和三芳基取代的杂环化合物具有Toll样受体抑制活性，包括在TLR2、TLR4、TLR7和/或TLR9上。这些化合物和组合物在治疗由Toll样受体和相关受体介导的疾病和症状方面具有应用，如细菌性败血症、自身免疫疾病、红斑狼疮、缺血再灌注损伤、中风、代谢疾病、与肥胖相关的代谢性炎症、痛风和癌症。
• Analogs of methyl-piperidinopyrazole (MPP): Antiestrogens with estrogen receptor α selective activity
  作者：Hai-Bing Zhou、Kathryn E. Carlson、Fabio Stossi、Benita S. Katzenellenbogen、John A. Katzenellenbogen

  DOI：10.1016/j.bmcl.2008.11.006

  日期：2009.1

  Methyl-piperidino-pyrazole (MPP), an estrogen receptor alpha (ER alpha)-selective antagonist we developed, has a basic side chain (BSC) attached to an ER alpha-selective agonist ligand, methyl-pyrazole-triol (MPT) through an ether linkage. To remove the possibility that metabolic cleavage of the BSC in MPP would regenerate MPT, we have replaced the N-piperidinylethoxy moiety with an N-piperidinylpropyl group, giving MPrP. This new analog retains the high ERa-selective binding affinity and antagonist potency of MPP. (C) 2008 Elsevier Ltd. All rights reserved.