| 142743-04-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 142743-04-2
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: MGBNNBIMCKDYNM-IWDIQUIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.73
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 氢氧化钾 、 五氯化磷 、 对甲苯磺酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 28.33h， 生成 4-((1R,2R,5S,8S,9S)-12,12-Dichloro-4,6-dioxa-tricyclo[7.2.1.02,8]dodec-10-en-5-yl)-benzonitrile
  参考文献：
  名称：

  Synthesis and structure-activity relationships of a series of insecticidal dioxatricyclododecenes acting as the noncompetitive antagonist of GABAA receptors

  摘要：

  Chlorinated analogues of 5-substituted 2,3:8,7-endo-4,6-dioxatricyclo[7.2.1.0(2,8)]dodec-10-ene (DTD) and 2,3:8,7-endo-4,6-dioxa-5-thiatricyclo[7.1.1.0(2,8)]dodec-10-ene 5-oxide were prepared. With -CH2-, -CH(Me)-, and -S(O)- at the 5 position, the presence of chlorine atoms in the norbornene moiety was important in exerting toxic effects to houseflies, while with -CH(n-Pr)- and -CH(Ph-CN-4)- the introduction of chlorine atoms resulted in a loss of toxic activity. The effect of the presence of chlorine atoms on the potency in inhibiting [S-35]tert-butylbicyclophosphorothionate (TBPS) binding to rat brain membranes was found to be correlated to their insecticidal activity. A good correlation (r=0.807) was obtained between insecticidal activity and the potency in inhibiting [S-35]TBPS binding for 29 compounds, including known noncompetitive antagonists of GABA(A) receptors. The Scatchard analysis indicated that both types of analogues, 1,9,10,11,12,12-hexachloro-DTD and 5-(4-cyanophenyl)-DTD, act competitively at the TBPS binding site in the GABA-gated chloride channel. These two types of analogues, however, appear to interact with slightly different subsites within the TBPS binding site.

  DOI：

  10.1021/jf00035a059
• 作为产物：
  描述：

  7,7-dimethoxynadic 2,3-dimethyl ester 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 amberlyst-15 作用下， 以 乙醚 、 二氯甲烷 、 水 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Modulation of π-facial selectivities in nucleophilic additions to 7-norbornenones

  摘要：

  The pronounced syn-face selectivity exhibited by 7-norbornenone in hydride reduction is dramatically altered (reversed) by the remote electron withdrawing substituents at the C2,C3-endo-position.

  DOI：

  10.1016/s0040-4039(00)79601-8