2-(diethoxy-phosphoryl)-4-methoxy-indan-2-carboxylic acid | 932745-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(diethoxy-phosphoryl)-4-methoxy-indan-2-carboxylic acid
• CAS: 932745-84-1
• 化学式: C₁₅H₂₁O₆P
• 分子量: 328.302
• InChiKey: IQXGJFGRWWJXIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(diethoxy-phosphoryl)-4-methoxy-indan-2-carboxylic acid 在 二苯基膦叠氮化物 、 三溴化硼 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Inhibitors of phenylalanine ammonia-lyase: Substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid

  摘要：

  Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (+/-)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.11.022
• 作为产物：
  描述：

  在 sodium hydroxide 、 水 作用下， 以 乙醇 为溶剂， 以60%的产率得到2-(diethoxy-phosphoryl)-4-methoxy-indan-2-carboxylic acid
  参考文献：
  名称：

  Inhibitors of phenylalanine ammonia-lyase: Substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid

  摘要：

  Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (+/-)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.11.022