2-氯-1-(2,4-二氟苯基)-1-丙酮 | 126917-43-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氯-1-(2,4-二氟苯基)-1-丙酮
• 英文名称: 2-chloro-1-(2,4-difluorophenyl)propan-1-one
• 英文别名: 2-chloro-2',4'-difluoropropiophenone；2-chloro-2-methyl-2',4'-difluoro acetophenone；2-chloro-2-methyl-2',4'-difluoroacetophenone
• CAS: 126917-43-9；135133-19-6；138457-39-3
• 化学式: C₉H₇ClF₂O
• mdl: MFCD08444183
• 分子量: 204.604
• InChiKey: QDXQWKIKBKUTRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯-1-(2,4-二氟苯基)-1-丙酮 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 13.5h， 生成 1-Benzyl-4-[2-(1-{1-[2-(2,4-difluoro-phenyl)-oxiranyl]-ethyl}-1H-tetrazol-5-yl)-ethyl]-piperazine
  参考文献：
  名称：

  Synthesis of novel substituted tetrazoles having antifungal activity

  摘要：

  In an effort to find potent antifungal agents, a variety of triazole derivatives with a 5-substituted tetrazole structure 6, 7, 12 and 14 were prepared and evaluated for antifungal activity against Candida spp., Cryptococcus neoformans, and Aspergilhis spp. in vitro. The location of the methyl group at the C-3 of compounds 12 and 14 has been demonstrated to be a key structural element of antifungal potency. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.03.004
• 作为产物：
  描述：

  (S)-2-(p-toluenesulfonyloxy)-2',4'-difluoropropiophenone 在 吡啶 、 lithium hydroxide 、 对甲苯磺酰氯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2-氯-1-(2,4-二氟苯基)-1-丙酮
  参考文献：
  名称：

  Triazole Antifungals. III. Stereocontrolled Synthesis of an Optically Active Triazolylmethyloxirane Precursor to Antifungal Oxazolidine Derivatives.

  摘要：

  以L-乳酸为起始原料，通过两种方法实现了光学活性三唑甲基环氧乙烷2的立体控制合成，三唑甲基环氧乙烷2是制备真菌恶唑烷化合物1的重要中间体。该过程中使用的关键中间体酮 6 也用于合成 2 的对映体和相应的非对映体环氧化物。

  DOI：

  10.1248/cpb.39.2241

文献信息

• Azole compounds as therapeutic agents for fungal infections
  申请人：Ranbaxy Laboratories Limited

  公开号：US06670363B1

  公开（公告）日：2003-12-30

  The present invention relates to the derivatives of specially substituted azole compounds which have improved antifungal activity as compared to known compounds such as fluconazole and itraconazole and the processes for the preparation thereof. This invention also relates to pharmaceutical compositions containing the compounds of the present invention and their use in treating and/or preventing fungal infections in mammals, preferably humans.

  本发明涉及特殊取代唑类化合物的衍生物，其抗真菌活性优于已知化合物如氟康唑和伊曲康唑，并涉及其制备过程。本发明还涉及含有本发明化合物的药物组合物以及它们在治疗和/或预防哺乳动物，尤其是人类的真菌感染中的用途。
• Karki, Rajeshri G.; Gokhale, Vijay M.; Kharkar, Prashant S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 2, p. 372 - 381
  作者：Karki, Rajeshri G.、Gokhale, Vijay M.、Kharkar, Prashant S.、Kulkarni, Vithal M.

  DOI：——

  日期：——
• Triazole derivatives, their preparation and their use as fungicides
  申请人：Sankyo Company Limited

  公开号：EP0332387B1

  公开（公告）日：1993-11-24
• Synthesis and biological evaluation of vinyl ether-containing azole derivatives as inhibitors of Trichophyton rubrum
  作者：Lulu Wang、Wenge Yang、Kai Wang、Jing Zhu、Fei Shen、Yonghong Hu

  DOI：10.1016/j.bmcl.2012.05.070

  日期：2012.7

  In an attempt to search for many target compounds with excellent activities, a series of vinyl ether-containing azole derivatives were designed, synthesized, and evaluated as antifungal agents. Results of preliminary antifungal tests against Trichophyton rubrum in vitro indicated that most of the synthesized compounds showed excellent activities. In comparison with fluconazole, itraconazole, voriconazole, omoconazole and amphotericin B, several compounds (such as 7d, 7g and 7h) exhibited more potent inhibitory activities, suggesting that they were promising leads for the development of novel antifungal agents. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
• AZOLE COMPOUNDS AS THERAPEUTIC AGENTS FOR FUNGAL INFECTIONS
  申请人：Ranbaxy Laboratories, Limited

  公开号：EP1278755A2

  公开（公告）日：2003-01-29