Spiro(furan-2(5H),2'-tricyclo(3.3.1.13,7)decan)-5-one,dihydro-4-methylene- | 74513-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: Spiro(furan-2(5H),2'-tricyclo(3.3.1.13,7)decan)-5-one,dihydro-4-methylene-
• 英文别名: 3'-methylidenespiro[adamantane-2,5'-oxolane]-2'-one
• CAS: 74513-11-4
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: OIQBNMZOEXDGLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  金刚烷酮 、 2-溴甲基丙烯酸乙酯 在 锌 作用下， 以 四氢呋喃 为溶剂， 以24%的产率得到Spiro(furan-2(5H),2'-tricyclo(3.3.1.13,7)decan)-5-one,dihydro-4-methylene-
  参考文献：
  名称：

  Synthesis of .alpha.-methylene-.gamma.-butyrolactones: a structure-activity relationship study of their allergenic power

  摘要：

  Thirty-five alpha-methylene-gamma-butyrolactones have been prepared and their allergenic properties tested on the skin of guinea pigs experimentally sensitized to (a) alantolactone (1), (b) isoalantolactone (2), and (c) alpha-methylene-gamma-butyrolactone (3). The two first groups of animals cross-react to lactones containing 9 to 18 carbon atoms but not to smaller alpha-methylene-gamma-butyrolactones. Conversely, animals sensitized to alpha-methylene-gamma-butyrolactone react only with alpha-methylene-gamma-butyrolactones containing 6 and 7 carbon atoms. These results are discussed in relation with the allergic contact dermatitis mechanism.

  DOI：

  10.1021/jm00183a013

文献信息

• Synthèse et étude pharmacologique de quelques aminolactones et aminotétrahydrofuranes adamantaniques
  作者：GB Foscolos、G Fytas、N Kolocouris、A Vamvakidès

  DOI：10.1016/0223-5234(91)90213-7

  日期：1991.1

  This paper describes the synthesis of adamantane aminolactones (AdAL 6 and PhAdAL 16) and their tetrahydrofuran analogues (AdAE 9 and PhAdAE 19). Their convulsant activity was studied in mice. It was found to be weaker than that of the aminolactones or aminotetrahydrofurans, which have a phenyl group in place of the adamantane ring. Studies on the antagonism of the convulsant action of these derivatives, by GABAergic or glycinergic agonists appear to show the simultaneous development of dopaminergic, antiGABAergic (for the AdAE and PhAdAE) and antiglycinergic (for the AdAL and PhAdAL) central activities. These properties could be interesting in the treatment of the late stages of the Parkinson's disease.
• FOSCOLOS, G. B.;FYTAS, G.;KOLOCOURIS, N.;VAMVAKIDES, A., EUR. J. MED. CHEM., 26,(1991) N, C. 59-68
  作者：FOSCOLOS, G. B.、FYTAS, G.、KOLOCOURIS, N.、VAMVAKIDES, A.

  DOI：——

  日期：——
• US7241552B2
  申请人：——

  公开号：US7241552B2

  公开（公告）日：2007-07-10
• Synthesis of .alpha.-methylene-.gamma.-butyrolactones: a structure-activity relationship study of their allergenic power
  作者：Gilbert Schlewer、Jean Luc Stampf、Claude Benezra

  DOI：10.1021/jm00183a013

  日期：1980.9

  Thirty-five alpha-methylene-gamma-butyrolactones have been prepared and their allergenic properties tested on the skin of guinea pigs experimentally sensitized to (a) alantolactone (1), (b) isoalantolactone (2), and (c) alpha-methylene-gamma-butyrolactone (3). The two first groups of animals cross-react to lactones containing 9 to 18 carbon atoms but not to smaller alpha-methylene-gamma-butyrolactones. Conversely, animals sensitized to alpha-methylene-gamma-butyrolactone react only with alpha-methylene-gamma-butyrolactones containing 6 and 7 carbon atoms. These results are discussed in relation with the allergic contact dermatitis mechanism.