N-(8-oxo-2,3,6,7-tetrahydro-5H-naphtho[2,3-b]furan-7-yl)phenylacetamide | 174637-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: N-(8-oxo-2,3,6,7-tetrahydro-5H-naphtho[2,3-b]furan-7-yl)phenylacetamide
• 英文别名: N-(8-oxo-3,5,6,7-tetrahydro-2H-benzo[f][1]benzofuran-7-yl)-2-phenylacetamide
• CAS: 174637-21-9
• 化学式: C₂₀H₁₉NO₃
• 分子量: 321.376
• InChiKey: LPCLPKUMNLORBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(8-oxo-2,3,6,7-tetrahydro-5H-naphtho[2,3-b]furan-7-yl)phenylacetamide 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Tetracyclic analogues of [+]-S 14297: Synthesis and determination of affinity and selectivity at cloned human dopamine D3 vs D2 receptors

  摘要：

  Starting from the structure of the preferential D-3 antagonist S 14297 (1), we have prepared a series of cis and trans tetracyclic derivatives of general formula I in order to improve potency and selectivity for D-3 receptors. The trans oxazino derivative 2c, showed slightly increased affinity at D-3 receptors and double the selectivity for D-3 over D-2 receptors, in comparison to S 14297. Cis derivatives and compounds where R-1 is aralkyl were totally devoid of activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00126-1
• 作为产物：
  描述：

  2,3-二氢苯并呋喃 在 盐酸 、 三乙基硅烷 、 三氯化铝 、 三乙胺 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 二氯甲烷 、 三氟乙酸 为溶剂， 生成 N-(8-oxo-2,3,6,7-tetrahydro-5H-naphtho[2,3-b]furan-7-yl)phenylacetamide
  参考文献：
  名称：

  Tetracyclic analogues of [+]-S 14297: Synthesis and determination of affinity and selectivity at cloned human dopamine D3 vs D2 receptors

  摘要：

  Starting from the structure of the preferential D-3 antagonist S 14297 (1), we have prepared a series of cis and trans tetracyclic derivatives of general formula I in order to improve potency and selectivity for D-3 receptors. The trans oxazino derivative 2c, showed slightly increased affinity at D-3 receptors and double the selectivity for D-3 over D-2 receptors, in comparison to S 14297. Cis derivatives and compounds where R-1 is aralkyl were totally devoid of activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00126-1

文献信息

• US5593989A
  申请人：——

  公开号：US5593989A

  公开（公告）日：1997-01-14
• US5668142A
  申请人：——

  公开号：US5668142A

  公开（公告）日：1997-09-16
• Tetracyclic analogues of [+]-S 14297: Synthesis and determination of affinity and selectivity at cloned human dopamine D3 vs D2 receptors
  作者：Jean-Louis Peglion、Joël Vian、Bertrand Goument、Nicole Despaux、Valérie Audinot、Mark J. Millan

  DOI：10.1016/s0960-894x(97)00126-1

  日期：1997.1

  Starting from the structure of the preferential D-3 antagonist S 14297 (1), we have prepared a series of cis and trans tetracyclic derivatives of general formula I in order to improve potency and selectivity for D-3 receptors. The trans oxazino derivative 2c, showed slightly increased affinity at D-3 receptors and double the selectivity for D-3 over D-2 receptors, in comparison to S 14297. Cis derivatives and compounds where R-1 is aralkyl were totally devoid of activity. (C) 1997 Elsevier Science Ltd.