exo-7-oxa-bicyclo[2,2,1]-heptene-3-(p-F-m-Cl-C6H3)amide-3-carboxylic acid | 449760-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: exo-7-oxa-bicyclo[2,2,1]-heptene-3-(p-F-m-Cl-C6H3)amide-3-carboxylic acid
• 英文别名: (1R,2S,3R,4S)-3-[(3-chloro-4-fluorophenyl)carbamoyl]-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS: 449760-06-9
• 化学式: C₁₄H₁₁ClFNO₄
• 分子量: 311.697
• InChiKey: VNRZMUSBXJXIPM-WHOHXGKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  四苯基溴化锑 、 exo-7-oxa-bicyclo[2,2,1]-heptene-3-(p-F-m-Cl-C6H3)amide-3-carboxylic acid 在 三乙胺 作用下， 以 甲苯 为溶剂， 以69.1%的产率得到exo-7-oxa-bicyclo[2,2,1]-heptene-3-(p-F-m-Cl-C6H3)amide-3-carboxylic acid, mono(tetraphenylantimony) derivative
  参考文献：
  名称：

  SYNTHESIS, SPECTROSCOPIC CHARACTERIZATION, AND IN VITRO ANTITUMOR ACTIVITY OF TETRAPHENYLANTIMONY DERIVATIVES OF ANALOGUES OF DEMETHYLCANTHARIDIN AND DEMETHYLDEHYDROGEN-CANTHARIDIN

  摘要：

  A series of novel tetraphenylantimony(V) derivatives of the analogues of demethylcantharidin and demethyl-dehydrogencantharidin, exo-7-oxa-bicyclo[2,2,1]-heptane-3-arylamide-2-carboxylic acid and exo-7-oxa-bicyclo[2,2,1]-heptene-3-arylamide-2-carboxylic acid, of the general formulas Ph4SbO2CCHCH=CHCH(O)CHCO2SbPh4, Ph4SbO2CCHCHCH2CH2CH(O)CHCO2SbPh4, Ph4SbO2- CCHCHCH=CHCH(O)CHCONHAr, and Ph4SbO2- CCHCHCH2CH2CH(O)-CHCONHr [Ar=p-ClC6H4, p-F-m-(ClCH3)-H-6 and m-Me-C6H4] have been synthesized and characterized by elemental analyses, IR, H-1 NMR and mass spectroscopy. Preliminary antitumor activity tests show that these compounds have significant antitumor activity in i,itro against five human neoplastic cell lines.

  DOI：

  10.1081/sim-120003797

文献信息

• SYNTHESIS, SPECTROSCOPIC CHARACTERIZATION, AND IN VITRO ANTITUMOR ACTIVITY OF TETRAPHENYLANTIMONY DERIVATIVES OF ANALOGUES OF DEMETHYLCANTHARIDIN AND DEMETHYLDEHYDROGEN-CANTHARIDIN
  作者：Jin-Shan Li、Yong-Qiang Ma、Lin Yu、Jing-Rong Cui、Rui-Qing Wang

  DOI：10.1081/sim-120003797

  日期：2002.4.29

  A series of novel tetraphenylantimony(V) derivatives of the analogues of demethylcantharidin and demethyl-dehydrogencantharidin, exo-7-oxa-bicyclo[2,2,1]-heptane-3-arylamide-2-carboxylic acid and exo-7-oxa-bicyclo[2,2,1]-heptene-3-arylamide-2-carboxylic acid, of the general formulas Ph4SbO2CCHCH=CHCH(O)CHCO2SbPh4, Ph4SbO2CCHCHCH2CH2CH(O)CHCO2SbPh4, Ph4SbO2- CCHCHCH=CHCH(O)CHCONHAr, and Ph4SbO2- CCHCHCH2CH2CH(O)-CHCONHr [Ar=p-ClC6H4, p-F-m-(ClCH3)-H-6 and m-Me-C6H4] have been synthesized and characterized by elemental analyses, IR, H-1 NMR and mass spectroscopy. Preliminary antitumor activity tests show that these compounds have significant antitumor activity in i,itro against five human neoplastic cell lines.