6-methoxy-1-oxo-indan-4-carboxylic acid | 440353-89-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-methoxy-1-oxo-indan-4-carboxylic acid
• 英文别名: 6-methoxy-1-oxoindan-4-carboxylic acid；6-Methoxy-1-oxo-2,3-dihydroindene-4-carboxylic acid
• CAS: 440353-89-9
• 化学式: C₁₁H₁₀O₄
• 分子量: 206.198
• InChiKey: ONNVBYNSQLSMQO-UHFFFAOYSA-N

物化性质

• 熔点：
  220 °C (decomp)
• 沸点：
  428.9±45.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  L-异亮氨酸甲酯盐酸盐 、 6-methoxy-1-oxo-indan-4-carboxylic acid 在 2,4,6-三甲基吡啶 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78%的产率得到6-methoxy-1-oxo-indanoyl-L-isoleucine methyl ester
  参考文献：
  名称：

  Selective induction of secondary metabolism in Phaseolus lunatus by 6-substituted indanoyl isoleucine conjugates

  摘要：

  A novel and highly efficient route to new indanoyl isoleucine conjugates is described, which allows a wide range of substituents to be attached to the 6-position of the indanoyl moiety. We report the synthesis of conjugates with methyl, methoxy, propoxy, allyloxy, pentoxy, and 2-(2-methoxy-ethoxy)-ethoxy 6-position substituents. Preliminary biological activities of the novel compounds with significantly enhanced water solubility were determined using the Lima bean (Phaseolus lunatus) volatile bioassay. The compounds induce variable volatile patterns, and structure-activity relationships show an ability to differentially induce separate pathways leading to secondary metabolites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00397-7
• 作为产物：
  描述：

  7-甲氧基-1-萘满酮 在 磷酸酐 、 sodium chlorite 、 potassium permanganate 、 sodium periodate 、 potassium dihydrogenphosphate 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 甲烷磺酸 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 110.0h， 生成 6-methoxy-1-oxo-indan-4-carboxylic acid
  参考文献：
  名称：

  METHYL 6-METHOXY-1-OXOINDAN-4-CARBOXYLATE

  摘要：

  DOI：

  10.1080/00304940209355754

文献信息

• 6-SUBSTITUTED INDANOYL AMINO ACID CONJUGATES AS MIMICS TO THE BIOLOGICAL ACTIVITY OF CORONATINE
  申请人：Max-Planck-Gesellschaft zur Förderungder Wissenschaften e.V.

  公开号：EP1351922A2

  公开（公告）日：2003-10-15
• [EN] 6-SUBSTITUTED INDANOYL AMINO ACID CONJUGATES AS MIMICS TO THE BIOLOGICAL ACTIVITY OF CORONATINE<br/>[FR] CONJUGUES D'ACIDES AMINES INDANOYLE 6-SUBSTITUES UTILISES COMME MIMETIQUES POUR L'ACTIVITE BIOLOGIQUE DE LA CORONATINE
  申请人：MAX PLANCK GESELLSCHAFT

  公开号：WO2002055480A2

  公开（公告）日：2002-07-18

  Described are 6-substituted indanoyl amino acid conjugates of the chemical Formula (I) wherein R1= (II), R2 R5 have the meanings given in the description, and X = a halogen atom; as potent plant elicitors and efficient mimics of the phytotoxin coronatine. Also, processes for producing the improved elicitors are provided, which allow a rapid and convenient access to large quantities of the highly active compounds. Furthermore, there are compositions and plant protecting agents described, comprising as active ingredient a compound of the present invention. The plant protecting agents are useful for inducing resistance to pathogens in plants. The compositions may also be used to selectively induce senescence in fruit of plants.
• Selective induction of secondary metabolism in Phaseolus lunatus by 6-substituted indanoyl isoleucine conjugates
  作者：Ryan Lauchli、Göde Schüler、Wilhelm Boland

  DOI：10.1016/s0031-9422(02)00397-7

  日期：2002.12

  A novel and highly efficient route to new indanoyl isoleucine conjugates is described, which allows a wide range of substituents to be attached to the 6-position of the indanoyl moiety. We report the synthesis of conjugates with methyl, methoxy, propoxy, allyloxy, pentoxy, and 2-(2-methoxy-ethoxy)-ethoxy 6-position substituents. Preliminary biological activities of the novel compounds with significantly enhanced water solubility were determined using the Lima bean (Phaseolus lunatus) volatile bioassay. The compounds induce variable volatile patterns, and structure-activity relationships show an ability to differentially induce separate pathways leading to secondary metabolites. (C) 2002 Elsevier Science Ltd. All rights reserved.
• METHYL 6-METHOXY-1-OXOINDAN-4-CARBOXYLATE
  作者：Martin G. Banwell、Scott G. Stewart

  DOI：10.1080/00304940209355754

  日期：2002.4