2-(2,4-Dichloro-phenyl)-1-(4-fluoro-phenyl)-ethanone | 98617-95-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(2,4-Dichloro-phenyl)-1-(4-fluoro-phenyl)-ethanone
• 英文别名: 2-(2,4-Dichlorophenyl)-1-(4-fluorophenyl)ethan-1-one；2-(2,4-dichlorophenyl)-1-(4-fluorophenyl)ethanone
• CAS: 98617-95-9
• 化学式: C₁₄H₉Cl₂FO
• mdl: MFCD12723562
• 分子量: 283.129
• InChiKey: HQRPQALOBUEZJV-UHFFFAOYSA-N

物化性质

• 沸点：
  388.8±32.0 °C(Predicted)
• 密度：
  1.349±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四甲基甲烷二胺 、 2-(2,4-Dichloro-phenyl)-1-(4-fluoro-phenyl)-ethanone 在 乙酸酐 作用下， 反应 0.5h， 以69%的产率得到2-(2,4-二氯苯基)-1-(4-氟苯基)丙-2-烯-1-酮
  参考文献：
  名称：

  Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones

  摘要：

  To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity. Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal activity. However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity. Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice.

  DOI：

  10.1021/jm00391a037
• 作为产物：
  描述：

  氟苯 、 2,4-二氯苯乙酰氯 在 三氯化铝 作用下， 以 二硫化碳 为溶剂， 反应 0.5h， 生成 2-(2,4-Dichloro-phenyl)-1-(4-fluoro-phenyl)-ethanone
  参考文献：
  名称：

  Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones

  摘要：

  To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity. Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal activity. However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity. Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice.

  DOI：

  10.1021/jm00391a037

文献信息

• Neue 1,2 Diaryl-3-azolyl-propan-Derivate, ihre Herstellung und Verwendung als Pflanzenbehandlungsmittel
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0132771A2

  公开（公告）日：1985-02-13

  Die neuen verbindungen der Formel I, worin Ar' und Ar2 Naphthyl, (subst.) Phenyl, einen (subst.) Thiophen-, (subst.) Furan- oder (subst.) Pyridin-Rest, Q N oder CH und X eine Gruppe bedeuten, sowie ihre Salze, Metallsalzkomplexe und Quaternisierungsprodukte besitzen vorteilhafte fungizide, herbizide und wachstumsregulierende Eigenschaften.

  式 I 的新化合物 其中 Ar' 和 Ar2 是萘基、（亚）苯基、（亚）噻吩基、（亚）呋喃基或（亚）吡啶基，Q 是 N 或 CH，X 是基团 以及它们的盐、金属盐络合物和季铵化产物具有良好的杀菌、除草和生长调节特性。
• OGATA, MASARU;MATSUMOTO, HIROSHI;KIDA, SHIRO;SHIMIZU, SUMIO;TAWARA, KATSU+, J. MED. CHEM., 30,(1987) N 8, 1497-1502
  作者：OGATA, MASARU、MATSUMOTO, HIROSHI、KIDA, SHIRO、SHIMIZU, SUMIO、TAWARA, KATSU+

  DOI：——

  日期：——
• Synthesis and antifungal activity of a series of novel 1,2-disubstituted propenones
  作者：Masaru Ogata、Hiroshi Matsumoto、Shiro Kida、Sumio Shimizu、Katsuya Tawara、Yoshimi Kawamura

  DOI：10.1021/jm00391a037

  日期：1987.8

  To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity. Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal activity. However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity. Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice.