5-methoxy-3-[N-n-propyl-N-(2-chloroethanoyl)amino]-3,4-dihydro-2H-1-benzopyran | 269061-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-methoxy-3-[N-n-propyl-N-(2-chloroethanoyl)amino]-3,4-dihydro-2H-1-benzopyran
• CAS: 269061-53-2
• 化学式: C₁₅H₂₀ClNO₃
• 分子量: 297.782
• InChiKey: FFACISQGGZVTFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-methoxy-3-[N-n-propyl-N-(2-chloroethanoyl)amino]-3,4-dihydro-2H-1-benzopyran 在 dimethyl sulfide borane 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (4-fluorophenyl)-[1-[2-[(5-methoxy-3,4-dihydro-2H-chromen-3-yl)-propylamino]ethyl]piperidin-4-yl]methanone
  参考文献：
  名称：

  Substituted 3-amino and/or 3-aminomethyl-3,4-dihydro-2 H -1-benzopyrans: synthesis and biological activity

  摘要：

  A series of new 3-amino, 3-aminomethyl-5-alkoxy-3,4-dihydro-2H-1-benzopyran and 5-alkoxy-3',4'-dihydrospiro[piperazine-2,3'(2'H)-benzopyran] derivatives was prepared and evaluated for affinity at 5-HT1A, 5-HT2A and D-2 receptors. Two of the compounds (1f and 2b) can be considered as potent and selective 5-HT2A ligands. One compound (1g) demonstrated high affinity for 5-HT1A and D-2 receptor binding sites and one compound (1d) proved to be a mixed 5-HT1A/5-HT2A ligand. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00311-9
• 作为产物：
  描述：

  氯乙酰氯 、 3-(N-propylamino)-5-methoxychroman 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以76%的产率得到5-methoxy-3-[N-n-propyl-N-(2-chloroethanoyl)amino]-3,4-dihydro-2H-1-benzopyran
  参考文献：
  名称：

  Substituted 3-amino and/or 3-aminomethyl-3,4-dihydro-2 H -1-benzopyrans: synthesis and biological activity

  摘要：

  A series of new 3-amino, 3-aminomethyl-5-alkoxy-3,4-dihydro-2H-1-benzopyran and 5-alkoxy-3',4'-dihydrospiro[piperazine-2,3'(2'H)-benzopyran] derivatives was prepared and evaluated for affinity at 5-HT1A, 5-HT2A and D-2 receptors. Two of the compounds (1f and 2b) can be considered as potent and selective 5-HT2A ligands. One compound (1g) demonstrated high affinity for 5-HT1A and D-2 receptor binding sites and one compound (1d) proved to be a mixed 5-HT1A/5-HT2A ligand. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00311-9