7-(10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-carbonyl)-1,4-dioxa-8-aza-spiro[4.5]decane | 69663-59-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 7-(10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-carbonyl)-1,4-dioxa-8-aza-spiro[4.5]decane
• 英文别名: 1,4-dioxa-8-azaspiro[4.5]decan-8-yl(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenyl)methanone
• CAS: 69663-59-8
• 化学式: C₂₃H₂₅NO₃
• 分子量: 363.456
• InChiKey: PEUFCFRLQSGHRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  27.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-(10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-carbonyl)-1,4-dioxa-8-aza-spiro[4.5]decane 、 氢化铝锂 生成 8-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylmethyl)-1,4-dioxa-8-azaspiro[4.5]decane
  参考文献：
  名称：

  KUKLA M. J.; BLOSS J. L.; BROUGHAM L. R., J. MED. CHEM., 1979, 22, NO 4, 401-406

  摘要：

  DOI：
• 作为产物：
  描述：

  10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-carboxylic acid chloride 、 4-哌啶酮缩乙二醇 在 sodium carbonate 作用下， 生成 7-(10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-carbonyl)-1,4-dioxa-8-aza-spiro[4.5]decane
  参考文献：
  名称：

  Use of the butaclamol template in a search for antipsychotic agents with lessened side effects

  摘要：

  A number of molecular similarities between the antipsychotic agents butaclamol and clozapine were noted. Based on the premise that this was a strong indicator of a common mechanism of action (i.e., binding at the antagonist state of the dopamine receptor), a research approach was described. Three simplified analogues (4,8, and 12a) of butaclamol which still retained the molecular functionalities of the parent structure were synthesized and tested in the haloperidol receptor assay. 1-(5-Methyl-10, 11-dihydro-5H-dibenzo[a,d]cycloheptene)-4-tert-butyl-4-piperidine (12a) displaced tritiated haloperidol with an IC50 value of 2.4 nM, as compared to a value of 0.5 nM for butaclamol However, when 12a was tested in vivo or in the spiroperidol receptor assay it was found to be considerably less potent.

  DOI：

  10.1021/jm00190a009