4-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propoxy)benzaldehyde | 1330676-37-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propoxy)benzaldehyde
• 英文别名: 4-[2-(2,4-Difluorophenyl)-2-hydroxy-3-(1,2,4-triazol-1-yl)propoxy]benzaldehyde
• CAS: 1330676-37-3
• 化学式: C₁₈H₁₅F₂N₃O₃
• 分子量: 359.332
• InChiKey: WEPPVVMXIFHLMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propoxy)benzaldehyde 在 sodium acetate 、 乙酸酐 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 9.0h， 生成 2-(4-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propoxy)phenyl)acetic acid
  参考文献：
  名称：

  Novel hybrids of fluconazole and furanones: Design, synthesis and antifungal activity

  摘要：

  During our efforts to develop new antifungal agents, a number of hybrid molecules containing furanones and fluconazole pharmacophores were designed and synthesized. The new chemical entities thus synthesized were tested for their potential as antifungal agents against various fungal strains and it was observed that the compounds with general structure 7 were potent inhibitors of Candida albicans ATCC 24433, Candida glabrata ATCC 90030, Candida tropicalis ATCC 750 and Candida neoformans ATCC 34664 while the fluconazole analogues 12 exhibited antifungal activity against Candida albicans ATCC 24433 and Candida glabrata ATCC 90030. The structure-activity relationship for these compounds is discussed. The synthetic strategies used in the present work have potential to prepare a large number of compounds for further refinement of structures to obtain molecules suitable for development as antifungal drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.022
• 作为产物：
  描述：

  1-[2-(2,4-二氟苯基)-2,3-环氧基丙基]-1H-1,2,4-噻唑 、 对羟基苯甲醛 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 以73%的产率得到4-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propoxy)benzaldehyde
  参考文献：
  名称：

  Novel hybrids of fluconazole and furanones: Design, synthesis and antifungal activity

  摘要：

  During our efforts to develop new antifungal agents, a number of hybrid molecules containing furanones and fluconazole pharmacophores were designed and synthesized. The new chemical entities thus synthesized were tested for their potential as antifungal agents against various fungal strains and it was observed that the compounds with general structure 7 were potent inhibitors of Candida albicans ATCC 24433, Candida glabrata ATCC 90030, Candida tropicalis ATCC 750 and Candida neoformans ATCC 34664 while the fluconazole analogues 12 exhibited antifungal activity against Candida albicans ATCC 24433 and Candida glabrata ATCC 90030. The structure-activity relationship for these compounds is discussed. The synthetic strategies used in the present work have potential to prepare a large number of compounds for further refinement of structures to obtain molecules suitable for development as antifungal drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.022

文献信息

• HYBRID MOLECULES CONTAINING PHARMACOPHORES OF FLUCONAZOLE AS ANTIFUNGAL AGENTS AND THEIR PREPARATION
  申请人：Borate Hanumant Bapurao

  公开号：US20130303579A1

  公开（公告）日：2013-11-14

  Disclosed herein are novel antifungal compounds of Formula 1, containing fluconazole pharmacophore moieties coupled with other moieties including aryl enones and chalcones and pharmaceutically acceptable salts thereof, methods for preparing these compounds and pharmaceutical preparations containing these novel compounds for prevention and treatment of fungal infections.

  本文披露了一种新型抗真菌化合物，其化学式为1，包含与其他基团（包括芳基烯酮和查尔酮）耦合的氟康唑药效基团，以及其药学上可接受的盐。本文还提供了制备这些化合物的方法，以及包含这些新型化合物的制药制剂，用于预防和治疗真菌感染。
• US9512087B2
  申请人：——

  公开号：US9512087B2

  公开（公告）日：2016-12-06
• Novel hybrids of fluconazole and furanones: Design, synthesis and antifungal activity
  作者：Hanumant B. Borate、Sangmeshwer P. Sawargave、Subhash P. Chavan、Mohan A. Chandavarkar、Ramki Iyer、Amit Tawte、Deepali Rao、Jaydeep V. Deore、Ananada S. Kudale、Pankaj S. Mahajan、Gopinath S. Kangire

  DOI：10.1016/j.bmcl.2011.06.022

  日期：2011.8

  During our efforts to develop new antifungal agents, a number of hybrid molecules containing furanones and fluconazole pharmacophores were designed and synthesized. The new chemical entities thus synthesized were tested for their potential as antifungal agents against various fungal strains and it was observed that the compounds with general structure 7 were potent inhibitors of Candida albicans ATCC 24433, Candida glabrata ATCC 90030, Candida tropicalis ATCC 750 and Candida neoformans ATCC 34664 while the fluconazole analogues 12 exhibited antifungal activity against Candida albicans ATCC 24433 and Candida glabrata ATCC 90030. The structure-activity relationship for these compounds is discussed. The synthetic strategies used in the present work have potential to prepare a large number of compounds for further refinement of structures to obtain molecules suitable for development as antifungal drugs. (C) 2011 Elsevier Ltd. All rights reserved.