2,2-Bis-(4-fluoro-phenyl)-3-methyl-oxirane | 98034-18-5

• 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: 2,2-Bis-(4-fluoro-phenyl)-3-methyl-oxirane
• 英文别名: 2,2-Bis(4-fluorophenyl)-3-methyloxirane；2,2-bis(4-fluorophenyl)-3-methyloxirane
• CAS: 98034-18-5
• 化学式: C₁₅H₁₂F₂O
• 分子量: 246.256
• InChiKey: VNJBEJDAANYMNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-Bis-(4-fluoro-phenyl)-3-methyl-oxirane 在 二叔丁基过氧化物 、 4,7-二甲氧基-1,10-菲咯啉 、 sodium hydride 、 copper(I) bromide 作用下， 以 N,N-二甲基甲酰胺 、 氯苯 、 mineral oil 为溶剂， 反应 17.0h， 生成 3,3-bis(4-fluorophenyl)-1-methyl-3,4-dihydro-1H-benzo[4,5]imidazo[2,1-c][1,4]oxazine
  参考文献：
  名称：

  铜催化杂环化合物的苄基C（sp 3）–H烷氧基化†

  摘要：

  我们使用CuBr n（n = 1，2）/ 5,6-二甲基菲咯啉（或4,7-二甲氧基菲咯啉）和（t BuO）2实现了杂芳族化合物苄基位置的分子内和分子间C（sp 3）-H烷氧基化分别作为催化剂和氧化剂。反应在烷基的末端和内部苄基位置上进行。分子内烷氧基化以克为单位进行。

  DOI：

  10.1039/c4ob00215f
• 作为产物：
  描述：

  3-氯-1-(4-氟苯基)丙酮 、 对氟苯基锂 以 四氢呋喃 为溶剂， 生成 2,2-Bis-(4-fluoro-phenyl)-3-methyl-oxirane
  参考文献：
  名称：

  Novel 1-(pyridylphenyl)-1-phenyl-2-imidazolylethanols with topical antiinflammatory activity

  摘要：

  The synthesis, biological evaluation, and structure-activity relationships of a series of 1-(pyridylphenyl)-1-phenyl-2-imidazolylethanols are described. These compounds show potent dose-dependent topical antiinflammatory activity in murine models of skin inflammation. This effect is likely due to inhibition of cytochrome P450 and consequent reduction in levels of 12R-HETE in the skin. These compounds were examined for their ability to inhibit the oxidative metabolism of arachidonic acid; they specifically inhibit the formation of prostacyclins in mouse macrophages. To study the effects of structure on the in vivo activity, three general features of the molecules were varied: the position of attachment of the pyridine nucleus (A), the second aromatic residue (B), and the nitrogen base on the ethanol chain (C). 1-[4-(4-Pyridyl)phenyl]-1-(4-fluorophenyl)-2-imidazolylethanol (2a, DuP 983) shows a very attractive profile of antiinflammatory activity and has been selected for clinical evaluation as a topical antiinflammatory agent.

  DOI：

  10.1021/jm00095a009

文献信息

• Fungicidal triazole and imidazole compounds
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0137717A2

  公开（公告）日：1985-04-17

  Compounds of the general formula wherein A is CH or N; X is F, Cl or Br; R, is H or C1-C4 alkyl R2 is alkyl, cycloaklyl or optionally substituted phenyl; and their salts with protic acids, and complexes with metal ions; exhibit potent fungicidal activity. The compounds may be used for controlling fungal diseases of plants. The novel compounds may be made by reacting a corresponding starting material wherein X is OH with a suitable halogenating agent.

  通式中 A 为 CH 或 N；X 为 F、Cl 或 Br；R 为 H 或 C1-C4 烷基 R2 为烷基、环烷基或任选取代的苯基的化合物，以及它们与原酸的盐类和与金属离子的络合物，都具有很强的杀真菌活性。 这些化合物可用于防治植物的真菌疾病。 新型化合物可通过相应的起始原料（其中 X 为 OH）与合适的卤化剂反应制成。
• Fungicidal triazoleethanols
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0137718A2

  公开（公告）日：1985-04-17

  Compounds of formula wherein X1, X2, Y1 and Y2 are independently H, F. or Cl, with the proviso that at least one of X1, X2, Y1 and Y2 is F or Cl; or fungicidally active salts of compounds of Formula I with protic acids or complexes of compounds of Formula I with metal ions; exhibit potent fungical activity. The novel compounds may be used to control fungal disease in plants by foliar application, soil application, or as a seed dressing. The novel compounds may be made by reacting an appropriate 2-halo-1,1-diaryl-1-propanol or 1,1-diaryl-1-propylene oxide with 1,2,4-triazole.

  式中的化合物 式中 X1、X2、Y1 和 Y2 独立地为 H、F. 或 Cl，但至少 X1、X2、Y1 和 Y2 中至少有一个是 F 或 Cl；或式 I 化合物与原酸的杀真菌活性盐或式 I 化合物与金属离子的络合物； 具有强大的杀真菌活性。 新型化合物可通过叶面施用、土壤施用或作为拌种剂用于控制植物的真菌疾病。 新型化合物可通过适当的 2-卤基-1,1-二芳基-1-丙醇或 1,1-二芳基-1-环氧丙烷与 1,2,4-三唑反应制成。
• Novel 1-(pyridylphenyl)-1-phenyl-2-imidazolylethanols with topical antiinflammatory activity
  作者：Stephen W. Wright、Richard R. Harris、Robert J. Collins、Ronald L. Corbett、Alicia M. Green、Eric A. Wadman、Douglas G. Batt

  DOI：10.1021/jm00095a009

  日期：1992.8

  The synthesis, biological evaluation, and structure-activity relationships of a series of 1-(pyridylphenyl)-1-phenyl-2-imidazolylethanols are described. These compounds show potent dose-dependent topical antiinflammatory activity in murine models of skin inflammation. This effect is likely due to inhibition of cytochrome P450 and consequent reduction in levels of 12R-HETE in the skin. These compounds were examined for their ability to inhibit the oxidative metabolism of arachidonic acid; they specifically inhibit the formation of prostacyclins in mouse macrophages. To study the effects of structure on the in vivo activity, three general features of the molecules were varied: the position of attachment of the pyridine nucleus (A), the second aromatic residue (B), and the nitrogen base on the ethanol chain (C). 1-[4-(4-Pyridyl)phenyl]-1-(4-fluorophenyl)-2-imidazolylethanol (2a, DuP 983) shows a very attractive profile of antiinflammatory activity and has been selected for clinical evaluation as a topical antiinflammatory agent.
• Copper-catalyzed benzylic C(sp³)–H alkoxylation of heterocyclic compounds
  作者：Noriaki Takemura、Yoichiro Kuninobu、Motomu Kanai

  DOI：10.1039/c4ob00215f

  日期：——

  We achieved intra- and intermolecular C(sp3)–H alkoxylation of benzylic positions of heteroaromatic compounds using CuBrn (n = 1, 2)/5,6-dimethylphenanthroline (or 4,7-dimethoxyphenanthroline) and (tBuO)2 as a catalyst and an oxidant, respectively. The reaction proceeded at both terminal and internal benzylic positions of the alkyl groups. The intramolecular alkoxylation was performed on a gram scale

  我们使用CuBr n（n = 1，2）/ 5,6-二甲基菲咯啉（或4,7-二甲氧基菲咯啉）和（t BuO）2实现了杂芳族化合物苄基位置的分子内和分子间C（sp 3）-H烷氧基化分别作为催化剂和氧化剂。反应在烷基的末端和内部苄基位置上进行。分子内烷氧基化以克为单位进行。