N-[4-[(indan-2-yl)(propyl)amino]butyl]-3-methoxy-4-(pent-4-yn-1-yloxy)benzamide | 1346263-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: N-[4-[(indan-2-yl)(propyl)amino]butyl]-3-methoxy-4-(pent-4-yn-1-yloxy)benzamide
• CAS: 1346263-96-4
• 化学式: C₂₉H₃₈N₂O₃
• 分子量: 462.632
• InChiKey: XSSJVEQMLLONBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  34.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  50.8
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,8-diazidooctane 、 N-[4-[(indan-2-yl)(propyl)amino]butyl]-3-methoxy-4-(pent-4-yn-1-yloxy)benzamide 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以28%的产率得到4-[3-[1-(8-azidooctyl)-1H-1,2,3-triazol-4-yl]propoxy]-N-[4-[(indan-2-yl)(propyl)amino]butyl]-3-methoxybenzamide
  参考文献：
  名称：

  Development of a Bivalent Dopamine D₂ Receptor Agonist

  摘要：

  Bivalent D-2 agonists may function as useful molecular probes for the discovery of novel neurological therapeutics. On the basis of our recently developed bivalent dopamine D-2 receptor antagonists of type 1, the bivalent agonist 2 was synthesized when a spacer built from 22 atoms was employed. Compared to the monovalent control compound 6 containing a capped spacer, the bis-aminoindane derivative 2 revealed substantial steepening of the competition curve, indicating a bivalent binding mode. Dimer-specific Hill slopes were not a result of varying functional properties because both the dopaminergic 2 and the monovalent control agent 6 proved to be D-2 agonists substantially inhibiting cAMP accumulation and inducing D-2 receptor internalization. Investigation of the heterobivalent ligands 8 and 9, containing an agonist and a phenylpiperazine-based antagonist pharmacophore, revealed moderate steepening of the displacement curves and antagonist to very weak partial agonist properties.

  DOI：

  10.1021/jm2009919
• 作为产物：
  描述：

  5-氯戊炔 在 TATU 、 potassium carbonate 、 N,N-二异丙基乙胺 、 potassium iodide 、 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.5h， 生成 N-[4-[(indan-2-yl)(propyl)amino]butyl]-3-methoxy-4-(pent-4-yn-1-yloxy)benzamide
  参考文献：
  名称：

  Development of a Bivalent Dopamine D₂ Receptor Agonist

  摘要：

  Bivalent D-2 agonists may function as useful molecular probes for the discovery of novel neurological therapeutics. On the basis of our recently developed bivalent dopamine D-2 receptor antagonists of type 1, the bivalent agonist 2 was synthesized when a spacer built from 22 atoms was employed. Compared to the monovalent control compound 6 containing a capped spacer, the bis-aminoindane derivative 2 revealed substantial steepening of the competition curve, indicating a bivalent binding mode. Dimer-specific Hill slopes were not a result of varying functional properties because both the dopaminergic 2 and the monovalent control agent 6 proved to be D-2 agonists substantially inhibiting cAMP accumulation and inducing D-2 receptor internalization. Investigation of the heterobivalent ligands 8 and 9, containing an agonist and a phenylpiperazine-based antagonist pharmacophore, revealed moderate steepening of the displacement curves and antagonist to very weak partial agonist properties.

  DOI：

  10.1021/jm2009919