(2R)-2',3'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone | 329744-64-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R)-2',3'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone
• 英文别名: (2R)-1-(2,3-difluorophenyl)-2-(oxan-2-yloxy)propan-1-one
• CAS: 329744-64-1
• 化学式: C₁₄H₁₆F₂O₃
• 分子量: 270.276
• InChiKey: OJJFWJPVWGKAEN-PKEIRNPWSA-N

物化性质

• 沸点：
  369.4±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R)-2',3'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone 、 氯甲基二甲基异丙氧基硅烷 在 magnesium 作用下， 以 乙醚 、 四氢呋喃 为溶剂， 反应 0.5h， 生成 (2S,3R)-2-(2,3-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-2-ol
  参考文献：
  名称：

  Substituent effect of fluorine atoms in the 2,4-difluorophenyl group on antifungal activity of CS-758

  摘要：

  CS-758 is a novel triazole antifungal agent. To ascertain the effect of the fluorine atoms in the 2,4-difluorophenyl group, a series of compounds, 12a-12d, which have fluorine atom(s) in different positions on the benzene ring, were synthesized, and the minimum inhibitory concentrations (MICs) of this series of compounds were determined. All the compounds, including CS-758, exhibited excellent MICs against Candida, Aspergillus, and Cryptococcus species. Among them, the compounds having a fluorine atom in the 2-position on the benzene ring (12a, 12c, 12d, and CS-758) showed stronger antifungal activity particularly against Aspergillus species. The MICs of these compounds surpassed those of fluconazole and itraconazole against Candida, Aspergillus, and Cryptococcus species. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.008
• 作为产物：
  描述：

  2,3-二氟溴苯 、 (2R)-4-(2-(四氢吡喃-2-基)-羟基丙酰基)吗啉 在 magnesium 、 碘甲烷 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.5h， 以89%的产率得到(2R)-2',3'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone
  参考文献：
  名称：

  Substituent effect of fluorine atoms in the 2,4-difluorophenyl group on antifungal activity of CS-758

  摘要：

  CS-758 is a novel triazole antifungal agent. To ascertain the effect of the fluorine atoms in the 2,4-difluorophenyl group, a series of compounds, 12a-12d, which have fluorine atom(s) in different positions on the benzene ring, were synthesized, and the minimum inhibitory concentrations (MICs) of this series of compounds were determined. All the compounds, including CS-758, exhibited excellent MICs against Candida, Aspergillus, and Cryptococcus species. Among them, the compounds having a fluorine atom in the 2-position on the benzene ring (12a, 12c, 12d, and CS-758) showed stronger antifungal activity particularly against Aspergillus species. The MICs of these compounds surpassed those of fluconazole and itraconazole against Candida, Aspergillus, and Cryptococcus species. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.008

文献信息

• Triazole derivatives having antifungal activity
  申请人：Sankyo Company, Limited

  公开号：US06337403B1

  公开（公告）日：2002-01-08

  Compounds of the following formula (I) and pharmaceutically acceptable esters and salts thereof: Ar is a phenyl group which may optionally be substituted by from 1 to 3 substituents selected from the group consisting of halogen atoms and trifluoromethyl groups. The compounds (and pharmaceutically acceptable esters and salts thereof) have excellent antifungal activity.

  以下式(I)化合物及其药用可接受的酯和盐：Ar是苯基，可以选择性地由1至3个卤原子和三氟甲基基团之一取代。这些化合物（及其药用可接受的酯和盐）具有出色的抗真菌活性。
• US6337403B1
  申请人：——

  公开号：US6337403B1

  公开（公告）日：2002-01-08
• US6391903B1
  申请人：——

  公开号：US6391903B1

  公开（公告）日：2002-05-21
• US6392082B1
  申请人：——

  公开号：US6392082B1

  公开（公告）日：2002-05-21
• Substituent effect of fluorine atoms in the 2,4-difluorophenyl group on antifungal activity of CS-758
  作者：Yoshiko Kagoshima、Toshiyuki Konosu

  DOI：10.1016/j.jfluchem.2005.12.008

  日期：2006.5

  CS-758 is a novel triazole antifungal agent. To ascertain the effect of the fluorine atoms in the 2,4-difluorophenyl group, a series of compounds, 12a-12d, which have fluorine atom(s) in different positions on the benzene ring, were synthesized, and the minimum inhibitory concentrations (MICs) of this series of compounds were determined. All the compounds, including CS-758, exhibited excellent MICs against Candida, Aspergillus, and Cryptococcus species. Among them, the compounds having a fluorine atom in the 2-position on the benzene ring (12a, 12c, 12d, and CS-758) showed stronger antifungal activity particularly against Aspergillus species. The MICs of these compounds surpassed those of fluconazole and itraconazole against Candida, Aspergillus, and Cryptococcus species. (C) 2005 Elsevier B.V. All rights reserved.