4-dibenzo[3,4;6,7]cyclohepta[1,2-c]furan-8-ylidene-1-methyl-piperidine | 57217-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环七呋喃
• 英文名称: 4-dibenzo[3,4;6,7]cyclohepta[1,2-c]furan-8-ylidene-1-methyl-piperidine
• 英文别名: 1-methyl-4-(8H-dibenzo[a,e]furo[3,4-c]cyclohepten-8-ylidene)-piperidine；1-Methyl-4-(8H-dibenzo[a,e]furo[3,4-c]cycloheptan-8-ylidene)piperidine；1-methyl-4-(4-oxatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),2,5,7,9,11,14,16-octaen-13-ylidene)piperidine
• CAS: 57217-73-9
• 化学式: C₂₃H₂₁NO
• 分子量: 327.426
• InChiKey: MHSYODWGVROAKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  16.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-dibenzo[3,4;6,7]cyclohepta[1,2-c]furan-8-ylidene-1-methyl-piperidine 以86%的产率得到
  参考文献：
  名称：

  REMY D. C.; RAAB A. W.; RITTLE K. E.; ENGELHARDT E. L.; SCRIABINE A.; LOT+, J. MED. CHEM. , 1977, 20, NO 6, 836-838

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(1,4-dihydro-1,4-epioxido-tribenzo[a,c,e]cyclohepten-9-ylidene)-1-methyl-piperidine 在 四苯基环戊二烯酮 作用下， 以 xylene 为溶剂， 生成 4-dibenzo[3,4;6,7]cyclohepta[1,2-c]furan-8-ylidene-1-methyl-piperidine
  参考文献：
  名称：

  A comparison of the antiserotonin, antihistamine, and anticholinergic activity of cyproheptadine with analogs having furan nuclei fused to the 10,11-vinylene bridge

  摘要：

  A series of cyproheptadine derivatives having furan nuclei fused to the 10,11-vinylene bridge has been prepared. None of the compounds retain the potent antiserotonin and antihistaminic actions of cyproheptadine. 1-methyl-4-(1-methyl-8H-dibenzo[a,e]furo[3,4-c]cyclohepten-8-ylidene)piperidine (7), 1-methyl-4-(1,3-dihydro-1-oxo-8H-[3,4:6,7]cycloheptal[1,2-c]furan-8-ylidene)piperidine (10), and its reduction product 11 retained the peripheral anticholinergic activity of cyproheptadine.

  DOI：

  10.1021/jm00216a020

文献信息

• 10,11-Furo-derivatives of cyproheptadine
  申请人：Merck & Co., Inc.

  公开号：US03974285A1

  公开（公告）日：1976-08-10

  10,11-Furo and 10,11-bis-(hydroxyalkyl) derivatives of cyproheptadine are disclosed having anticholinergic activity but with diminished or eliminated antiserotonin and antihistamine activity. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds, and methods of treatment comprising administering such compounds and compositions.

  本文披露了赛庚啶的10,11-呋喃和10,11-双(羟基烷基)衍生物，具有抗胆碱能活性，但具有减弱或消除的抗血清素和抗组胺活性。还披露了制备此类化合物的过程；包含此类化合物的制药组合物，以及包含给予此类化合物和组合物的治疗方法。
• 10,11-Bis-(hydroxyalkyl) derivatives of cyproheptadine
  申请人：Merck & Co., Inc.

  公开号：US04044143A1

  公开（公告）日：1977-08-23

  10,11-Furo and 10,11-bis-(hydroxyalkyl) derivatives of cyproheptadine are disclosed having anticholinergic activity but with diminished or eliminated antiserotonin and antihistamine activity. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds, and methods of treatment comprising administering such compounds and compositions.

  本文披露了10,11-Furo和10,11-双-(羟基烷基)环己嗪的衍生物，具有抗胆碱能活性，但具有减弱或消除的抗血清素和抗组胺活性。还披露了制备这种化合物的过程；包含这种化合物的制药组合物，以及包括给予这种化合物和组合物的治疗方法。
• US3974285A
  申请人：——

  公开号：US3974285A

  公开（公告）日：1976-08-10
• US4044143A
  申请人：——

  公开号：US4044143A

  公开（公告）日：1977-08-23
• A comparison of the antiserotonin, antihistamine, and anticholinergic activity of cyproheptadine with analogs having furan nuclei fused to the 10,11-vinylene bridge
  作者：David C. Remy、Andrew W. Raab、Kenneth E. Rittle、Edward L. Engelhardt、Alexander Scriabine、Victor J. Lotti

  DOI：10.1021/jm00216a020

  日期：1977.6

  A series of cyproheptadine derivatives having furan nuclei fused to the 10,11-vinylene bridge has been prepared. None of the compounds retain the potent antiserotonin and antihistaminic actions of cyproheptadine. 1-methyl-4-(1-methyl-8H-dibenzo[a,e]furo[3,4-c]cyclohepten-8-ylidene)piperidine (7), 1-methyl-4-(1,3-dihydro-1-oxo-8H-[3,4:6,7]cycloheptal[1,2-c]furan-8-ylidene)piperidine (10), and its reduction product 11 retained the peripheral anticholinergic activity of cyproheptadine.