N-(8-oxo-2,3,6,7-tetrahydro-5H-naphtho[2,3-b]furan-7-yl)propionamide | 174637-16-2

• 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)propionamide
• 英文别名: N-(8-oxo-3,5,6,7-tetrahydro-2H-benzo[f][1]benzofuran-7-yl)propanamide
• CAS: 174637-16-2
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: YLXVXBIJRAKYKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 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)propionamide 在 lithium aluminium tetrahydride 、 L-Selectride 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 生成 (4aR,11bS)-4-propyl-2,3,4a,5,6,8,9,11b-octahydro-[1]benzofuro[5,6-h][1,4]benzoxazine
  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)propionamide
  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

• Tetracyclic 1,4-oxazine compounds
  申请人：Adir et Compagnie

  公开号：US05593989A1

  公开（公告）日：1997-01-14

  New compounds of formula: ##STR1## wherein A--B, X, Y, R and n are as defined in the description. The geometric isomers, racemate and optical isomers thereof and the addition salts with pharmaceutically acceptable acids, and medicinal products containing the same are useful for treating psychotic disorders, depression, Parkinson's disease, memory disorders and disorders associated with drug abuse.

  新的化合物公式：##STR1## 其中A-B、X、Y、R和n的定义见说明书。其几何异构体、外消旋体和光学异构体以及与药用酸的加合盐和含有其的药物制剂，可用于治疗精神疾病、抑郁症、帕金森病、记忆障碍和与药物滥用有关的疾病。
• Tetracyclic piperidine and 1,4-oxazine compounds
  申请人：Adir et Compagnie

  公开号：US05668142A1

  公开（公告）日：1997-09-16

  New compounds of formula: ##STR1## wherein A-B, X, Y, R and n are as defined in the description. The geometric isomers, racemate and optical isomers thereof and the addition salts with pharmaceutically acceptable acids, and medicinal products containing the same are useful for treating psychotic disorders, depression, Parkinson's disease, memory disorders and disorders associated with drug abuse.

  新化合物的化学式为：##STR1## 其中A-B、X、Y、R和n的定义见描述。其几何异构体、外消旋体和光学异构体以及与药学上可接受的酸形成的加合盐，以及含有这些化合物的药物制剂，可用于治疗精神疾病、抑郁症、帕金森病、记忆障碍和与药物滥用有关的疾病。
• 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.