1-(4-methoxyphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol | 43076-28-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-methoxyphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol
• 英文别名: 4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)-1-(4-methoxyphenyl)butan-1-ol；KSC-335-030；4-[4-[Hydroxy(diphenyl)methyl]piperidin-1-yl]-1-(4-methoxyphenyl)butan-1-ol
• CAS: 43076-28-4
• 化学式: C₂₉H₃₅NO₃
• 分子量: 445.602
• InChiKey: AKBDKFYJKSQTGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-methoxyphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以55%的产率得到1-(4-methoxyphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol
  参考文献：
  名称：

  Repurposing the Antihistamine Terfenadine for Antimicrobial Activity against Staphylococcus aureus

  摘要：

  Staphylococcus aureus is a rapidly growing health threat in the U.S., with resistance to several commonly prescribed treatments. A high-throughput screen identified the antihistamine terfenadine to possess, previously unreported, antimicrobial activity against S. aureus and other Gram-positive bacteria. In an effort to repurpose this drug, structure-activity relationship studies yielded 84 terfenadine-based analogues with several modifications providing increased activity versus S. aureus and other bacterial pathogens, including Mycobacterium tuberculosis. Mechanism of action studies revealed these compounds to exert their antibacterial effects, at least in part, through inhibition of the bacterial type II topoisomerases. This scaffold suffers from hERG liabilities which were not remedied through this round of optimization; however, given the overall improvement in activity of the set, terfenadine-based analogues provide a novel structural class of antimicrobial compounds with potential for further characterization as part of the continuing process to meet the current need for new antibiotics.

  DOI：

  10.1021/jm5010682

文献信息

• METHODS AND COMPOSITIONS FOR TREATING INFECTION
  申请人：UNIVERSITY OF ROCHESTER

  公开号：US20150238473A1

  公开（公告）日：2015-08-27

  Provided herein are compositions and methods for treating or preventing infection.

  本文提供了用于治疗或预防感染的组合物和方法。
• Methods and compositions for treating infection
  申请人：UNIVERSITY OF ROCHESTER

  公开号：US10004701B2

  公开（公告）日：2018-06-26

  Provided herein are compositions and methods for treating or preventing infection.

  本文提供了用于治疗或预防感染的组合物和方法。
• AGENTS FOR POTENTIATING THE EFFECTS OF ANTITUMOR AGENTS AND COMBATING MULTIPLE DRUG RESISTANCE
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0563134A1

  公开（公告）日：1993-10-06
• US5416091A
  申请人：——

  公开号：US5416091A

  公开（公告）日：1995-05-16
• [EN] AGENTS FOR POTENTIATING THE EFFECTS OF ANTITUMOR AGENTS AND COMBATING MULTIPLE DRUG RESISTANCE
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：WO1992011034A1

  公开（公告）日：1992-07-09

  (EN) Potentiating agents which enhance the efficacy of antineoplastic agents are disclosed. The potentiating agents disclosed are $g(a)-aryl-4-substituted piperidinoalkanol derivatives such as terfenadine, 11-(4-piperi-dylidene)-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridines such as Loratadine, and N-heterocyclyl-4-piperidinamines wherein said heterocyclic radical is an optionally substituted 1H-benzimidazol-2-yl or 3H-imidazo[4,5-$i(b)]pyridin-2-yl radical, such as astemizole.(FR) Agents de potentialisation servant à augmenter l'efficacité des agents anticancéreux. Ces agents de potentialisation sont les dérivés $g(a)-aryl-4-substitués de pipéridinoalcanol tels que la terfenadine, les 11-(4-pipéri-dylidène)-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridines telles que la Loratadine, et les N-hétérocyclyl-4-pipéridinamines où le radical hétérocyclique est un radical 1H-benzimidazol-2-yle ou 3H-imidazo[4,5-$i(b)]pyridin-2-yle éventuellement substitué tel que l'astémizole.