(3R,4S,10aS)-3,4-diphenyloctahydro-1H-[1,4]oxazino-[4,3-a]azepin-1-one | 546141-53-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (3R,4S,10aS)-3,4-diphenyloctahydro-1H-[1,4]oxazino-[4,3-a]azepin-1-one
• 英文别名: (3R,4S,9aS)-3,4-diphenyl-octahydro-2-oxa-4a-aza-benzocyclohepten-1-one；(3R,4S,10aS)-3,4-diphenyl-3,4,6,7,8,9,10,10a-octahydro-[1,4]oxazino[4,3-a]azepin-1-one
• CAS: 546141-53-1
• 化学式: C₂₁H₂₃NO₂
• 分子量: 321.419
• InChiKey: WYSXPWARKWMEKU-SLFFLAALSA-N

物化性质

• 沸点：
  490.0±45.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4S,10aS)-3,4-diphenyloctahydro-1H-[1,4]oxazino-[4,3-a]azepin-1-one 在 氯化钯 氢气 、 乙醇 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 12.0h， 以affords the title compound m/z 144 [M+H]的产率得到(S)-Perhydroazepine-2-carboxylic acid
  参考文献：
  名称：

  Heterocyclic Compounds Which Modulate The CB2 Receptor

  摘要：

  本发明揭示了调节CB2受体的化合物。根据本发明，这些化合物与CB2受体结合并作为激动剂，用于治疗炎症。那些作为激动剂的化合物还可用于治疗疼痛。

  公开号：

  US20110312944A1
• 作为产物：
  描述：

  1-氯-5-碘戊烷 在 六甲基磷酰三胺 、 sodium hexamethyldisilazane 、 potassium carbonate 、 三氟乙酸 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 30.5h， 生成 (3R,4S,10aS)-3,4-diphenyloctahydro-1H-[1,4]oxazino-[4,3-a]azepin-1-one
  参考文献：
  名称：

  Restricted Conformation Analogues of an Anthelmintic Cyclodepsipeptide

  摘要：

  Six analogues of the anthelmintic cyclodepsipeptide PF1022A were prepared, each containing a small ring fused to the macrocycle to restrict the number of conformations the larger ring can adopt. It was anticipated that such conformational changes could lead to enhanced biological activity and selectivity. The analogues form two series of three members each. In one series, a carbon-based molecular bridge joins the methyl of a leucine residue with the methyl of its closest lactic acid residue to form five-, six-, and seven-membered lactam rings. In the second series, a leucine residue is replaced with five-, six-, and seven-membered nitrogen heterocycles. Decreasing the size of the small ring in the lactam. series increasingly distorts the macrocycle and consistently decreases activity relative to PF1022A. In the leucine series, a similar trend is observed. Molecular modeling of PF1022A along with the analogues described herein suggests that the ability to exist in a highly symmetrical conformational state is a necessary condition for biological activity.

  DOI：

  10.1021/jm020482k

文献信息

• Heterocyclic Compounds Which Modulate The CB2 Receptor
  申请人：Bartolozzi Alessandra

  公开号：US20110312944A1

  公开（公告）日：2011-12-22

  Compounds which modulate the CB2 receptor are disclosed. Compounds according to the invention bind to and are agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  本发明揭示了调节CB2受体的化合物。根据本发明，这些化合物与CB2受体结合并作为激动剂，用于治疗炎症。那些作为激动剂的化合物还可用于治疗疼痛。
• Heterocyclic compounds which modulate the CB2 receptor
  申请人：Bartolozzi Alessandra

  公开号：US08889670B2

  公开（公告）日：2014-11-18

  Compounds which modulate the CB2 receptor are disclosed. Compounds according to the invention bind to and are agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  本发明揭示了调节CB2受体的化合物。根据本发明，所述化合物能够结合并激活CB2受体，并且适用于治疗炎症。那些是激动剂的化合物还适用于治疗疼痛。
• [EN] HETEROCYCLIC COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES QUI MODULENT LE RÉCEPTEUR CB2
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2010096371A3

  公开（公告）日：2010-11-11
• HETEROCYCLIC COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2398771A2

  公开（公告）日：2011-12-28
• US8889670B2
  申请人：——

  公开号：US8889670B2

  公开（公告）日：2014-11-18