(2R)-1-(2,5-二氟苯氧基)-2-丙胺 | 747393-55-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (2R)-1-(2,5-二氟苯氧基)-2-丙胺
• 中文别名: 吡啶并[4',3':4,5]吡咯并[1,2-a]吡嗪,1,2,3,4-四氢-
• 英文名称: (R)-3-[(2,5-difluorophenyl)oxy]propyl-2-amine
• 英文别名: (2R)-1-(2,5-difluorophenoxy)propan-2-amine
• CAS: 747393-55-1
• 化学式: C₉H₁₁F₂NO
• 分子量: 187.189
• InChiKey: TWCBPMXVMYHEFG-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氰基丁酰氯 、 (2R)-1-(2,5-二氟苯氧基)-2-丙胺 在 三乙胺 作用下， 生成 2-Cyano-N-[(R)-2-(2,5-difluoro-phenoxy)-1-methyl-ethyl]-butyramide
  参考文献：
  名称：

  鞘氨醇脱水酶抑制剂作为稻瘟病杀菌剂的设计：去氧麻黄碱的衍生物。

  摘要：

  与不同抑制剂复合的大麦醇式脱水酶的五个X射线晶体结构已描绘了结合袋的构象柔性区。该信息用于设计和合成去甲肾上腺素衍生的氰基乙酰胺类抑制剂，从而产生有效的杀菌剂。

  DOI：

  10.1016/s0960-894x(99)00247-4
• 作为产物：
  描述：

  2,5-二氟苯酚 在 三苯基膦 、 肼 、 偶氮二甲酸二乙酯 作用下， 生成 (2R)-1-(2,5-二氟苯氧基)-2-丙胺
  参考文献：
  名称：

  Design of scytalone dehydratase inhibitors as rice blast fungicides: (N-phenoxypropyl)-carboxamides

  摘要：

  Insights gained from a crystal structure of scytalone dehydratase led to the design of carboxamide inhibitors with a phenoxypropyl group substituted on the nitrogen atom. Potent enzyme inhibitors were synthesized around this motif, the best of which provided excellent control of rice blast disease in greenhouse assays and outdoor field trials. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00246-2

文献信息

• Cyclobutane carboxamide inhibitors of fungal melanin: biosynthesis and their evaluation as fungicides
  作者：Lee D. Jennings、Dennis R. Rayner、Douglas B. Jordan、John F. Okonya、Gregory S. Basarab、Denise K. Amorose、Beth M. Anaclerio、John K. Lee、Rand S. Schwartz、Kari Ann Whitmore

  DOI：10.1016/s0968-0896(00)00034-1

  日期：2000.5

  A new fungicide lead has been identified by enzyme screening of a focused combinatorial library. The lead compound 4, a potent inhibitor of scytalone dehydratase (SD), exhibits fungicidal activity upon foliar application but does not show systemic activity. The X-ray crystal structure of the enzyme-inhibitor complex and an appreciation for the relationship between physical properties and systemic activity enabled us to rapidly improve upon this initial lead. The geminal halogen-methyl group combination was found to be optimal for interaction with the bounding serine and asparagine side-chain residues. Replacement of CF3 with methyl was a key discovery, giving inhibitors with slightly diminished enzyme inhibition potency while significantly increasing systemic activity. Amides prepared from amines with 2,4-dichloro substitution on the phenyl ring gave the most potent enzyme inhibitors. Two compounds from this series showed systemic activity comparable to the commercial standard and were selected for outdoor testing in flooded plots which simulate rice paddies. (C) 2000 Elsevier Science Ltd. All rights reserved.