2-{2-[({2-[2-(benzyloxy)phenoxy]ethyl}amino)carbonyl]phenyl}ethyl ethyl carbonate | 748798-78-9

• 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-{2-[({2-[2-(benzyloxy)phenoxy]ethyl}amino)carbonyl]phenyl}ethyl ethyl carbonate
• 英文别名: Ethyl 2-[2-[2-(3-phenylmethoxyphenoxy)ethylcarbamoyl]phenyl]ethyl carbonate
• CAS: 748798-78-9
• 化学式: C₂₇H₂₉NO₆
• 分子量: 463.53
• InChiKey: LTGLFOXATNNOMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-{2-[({2-[2-(benzyloxy)phenoxy]ethyl}amino)carbonyl]phenyl}ethyl ethyl carbonate 在 氢氧化钾 、 sodium tetrahydroborate 、 氨 、 sodium 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 21.25h， 生成 12-Methyl-9-oxa-12-azatricyclo[13.4.0.03,8]nonadeca-1(19),3(8),4,6,15,17-hexaen-6-ol
  参考文献：
  名称：

  Dopamine/Serotonin Receptor Ligands. 9. Oxygen-Containing Midsized Heterocyclic Ring Systems and Nonrigidized Analogues. A Step toward Dopamine D₅ Receptor Selectivity

  摘要：

  Eleven-membered heterocycles (dibenz[g,j]-1-oxa-4-azacycloundecenes) and open-chain analogues were synthesized and investigated for affinities to human dopamine receptor subtypes. The moderately rigidized rings displayed nanomolar and sulmanomolar K-i values at D-1-like receptors with a significant D-1 to D-2 and a slight D-5 to D-6 selectivity. The open-chain analogues showed lower affinities but significant D-1 to D-2 selectivities. Compound 3 (K-i(D-5) = 0.57 nmol) showed antagonistic or inverse agonistic binding characteristics in a functional Ca assay.

  DOI：

  10.1021/jm049720x
• 作为产物：
  描述：

  N-{2-[3-(benzyloxy)phenoxy]ethyl}acetamide 在 吡啶 、 sodium hydroxide 、 氯化铵 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 44.5h， 生成 2-{2-[({2-[2-(benzyloxy)phenoxy]ethyl}amino)carbonyl]phenyl}ethyl ethyl carbonate
  参考文献：
  名称：

  Dopamine/Serotonin Receptor Ligands. 9. Oxygen-Containing Midsized Heterocyclic Ring Systems and Nonrigidized Analogues. A Step toward Dopamine D₅ Receptor Selectivity

  摘要：

  Eleven-membered heterocycles (dibenz[g,j]-1-oxa-4-azacycloundecenes) and open-chain analogues were synthesized and investigated for affinities to human dopamine receptor subtypes. The moderately rigidized rings displayed nanomolar and sulmanomolar K-i values at D-1-like receptors with a significant D-1 to D-2 and a slight D-5 to D-6 selectivity. The open-chain analogues showed lower affinities but significant D-1 to D-2 selectivities. Compound 3 (K-i(D-5) = 0.57 nmol) showed antagonistic or inverse agonistic binding characteristics in a functional Ca assay.

  DOI：

  10.1021/jm049720x

文献信息

• Dopamine/Serotonin Receptor Ligands. 9. Oxygen-Containing Midsized Heterocyclic Ring Systems and Nonrigidized Analogues. A Step toward Dopamine D₅ Receptor Selectivity
  作者：Thomas W. Wittig、Michael Decker、Jochen Lehmann

  DOI：10.1021/jm049720x

  日期：2004.8.1

  Eleven-membered heterocycles (dibenz[g,j]-1-oxa-4-azacycloundecenes) and open-chain analogues were synthesized and investigated for affinities to human dopamine receptor subtypes. The moderately rigidized rings displayed nanomolar and sulmanomolar K-i values at D-1-like receptors with a significant D-1 to D-2 and a slight D-5 to D-6 selectivity. The open-chain analogues showed lower affinities but significant D-1 to D-2 selectivities. Compound 3 (K-i(D-5) = 0.57 nmol) showed antagonistic or inverse agonistic binding characteristics in a functional Ca assay.