2-((4-hydroxyphenylamino)methylene)-5,5-dimethylcyclohexane-1,3-dione | 55118-87-1

• 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-((4-hydroxyphenylamino)methylene)-5,5-dimethylcyclohexane-1,3-dione
• 英文别名: 2-[(4-hydroxyanilino)methylidene]-5,5-dimethylcyclohexane-1,3-dione
• CAS: 55118-87-1
• 化学式: C₁₅H₁₇NO₃
• mdl: MFCD00245964
• 分子量: 259.305
• InChiKey: QSZRPVISCJIQEY-UHFFFAOYSA-N

物化性质

• 沸点：
  432.9±45.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.4
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  对氨基苯酚 、 5,5-二甲基-1,3-环己二酮 、 原甲酸三乙酯 以 乙醇 为溶剂， 反应 0.13h， 生成 2-((4-hydroxyphenylamino)methylene)-5,5-dimethylcyclohexane-1,3-dione
  参考文献：
  名称：

  Development of Inhibitors of Salicylic Acid Signaling

  摘要：

  Salicylic acid (SA) plays important roles in the induction of systemic acquired resistance (SAR) in plants. Determining the mechanism of SAR will extend our understanding of plant defenses against pathogens. We recently reported that PAMD is an inhibitor of SA signaling, which suppresses the expression of the pathogenesis-related PR genes and is expected to facilitate the understanding of SA signaling. However, PAMD strongly inhibits plant growth. To minimize the side effects of PAMD, we synthesized a number of PAMD derivatives, and identified compound 4 that strongly suppresses the expression of the PR genes with fewer adverse effects on plant growth than PAMD. We further showed that the adverse effects on plant growth were partially caused the stabilization of DELLA, which is also related to the pathogen responses. These results indicate that compound 4 would facilitate our understanding of SA signaling and its cross talk with other plant hormones.

  DOI：

  10.1021/acs.jafc.5b01521

文献信息

• PLANT ADDITIVES AND USES THEREOF TO MODULATE THE SYNTHESIS OF MEMBRANE GLYCEROLIPIDS IN PLANTS
  申请人：Commissariat à l'Énergie Atomique et aux Énergies Alternatives

  公开号：EP2477491B1

  公开（公告）日：2017-05-17
• JPH11180935A
  申请人：——

  公开号：JPH11180935A

  公开（公告）日：1999-07-06
• Plant Additives and Uses Thereof to Modulate the Synthesis of Membrane Glycerolipids in Planta
  申请人：Clement Mathilde

  公开号：US20120283101A1

  公开（公告）日：2012-11-08

  The present invention pertains to plant additives containing a molecule selected in a family of compounds, wherein said molecule can modulate some molecular markers and physiological modifications observed in cases of phosphate deficiency. The family of compounds comprises the molecule MC2 of formula (I) as well as analogues thereof.
• US9028855B2
  申请人：——

  公开号：US9028855B2

  公开（公告）日：2015-05-12
• Development of Inhibitors of Salicylic Acid Signaling
  作者：Kai Jiang、Tetsuya Kurimoto、Eun-kyung Seo、Sho Miyazaki、Masatoshi Nakajima、Hidemitsu Nakamura、Tadao Asami

  DOI：10.1021/acs.jafc.5b01521

  日期：2015.8.19

  Salicylic acid (SA) plays important roles in the induction of systemic acquired resistance (SAR) in plants. Determining the mechanism of SAR will extend our understanding of plant defenses against pathogens. We recently reported that PAMD is an inhibitor of SA signaling, which suppresses the expression of the pathogenesis-related PR genes and is expected to facilitate the understanding of SA signaling. However, PAMD strongly inhibits plant growth. To minimize the side effects of PAMD, we synthesized a number of PAMD derivatives, and identified compound 4 that strongly suppresses the expression of the PR genes with fewer adverse effects on plant growth than PAMD. We further showed that the adverse effects on plant growth were partially caused the stabilization of DELLA, which is also related to the pathogen responses. These results indicate that compound 4 would facilitate our understanding of SA signaling and its cross talk with other plant hormones.