2,9-dichloro-(10bc,10cc)-10b,10c-dihydro-dibenzo[d,d']cyclobuta[1,2-b;4,3-b']difuran-5ar,5bc-dicarboxylic acid | 67194-01-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 2,9-dichloro-(10bc,10cc)-10b,10c-dihydro-dibenzo[d,d']cyclobuta[1,2-b;4,3-b']difuran-5ar,5bc-dicarboxylic acid
• 英文别名: (1S,2R,10S,11R)-5,16-dichloro-9,12-dioxapentacyclo[9.7.0.02,10.03,8.013,18]octadeca-3(8),4,6,13(18),14,16-hexaene-10,11-dicarboxylic acid
• CAS: 67194-01-8
• 化学式: C₁₈H₁₀Cl₂O₆
• 分子量: 393.18
• InChiKey: UKMAUBPWVJAOQN-PURYLZLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,9-dichloro-(10bc,10cc)-10b,10c-dihydro-dibenzo[d,d']cyclobuta[1,2-b;4,3-b']difuran-5ar,5bc-dicarboxylic acid 以80%的产率得到
  参考文献：
  名称：

  WITIAK D. T.; NEWMAN H. A. I.; POOCHIKIAN G. K.; FOGT S. W.; BALDWIN J. R+, J. MED. CHEM., 1978, 21, NO 8, 833-837

  摘要：

  DOI：
• 作为产物：
  描述：

  (4bR,4cS,9aR,9bS)-3,6-Dichloro-4b,4c-dihydro-9,10-dioxa-cyclobuta[1,2-a;4,3-a']diindene-9a,9b-dicarboxylic acid diethyl ester 、 氢氧化钾 以99%的产率得到
  参考文献：
  名称：

  WITIAK D. T.; NEWMAN H. A. I.; POOCHIKIAN G. K.; FOGT S. W.; BALDWIN J. R+, J. MED. CHEM., 1978, 21, NO 8, 833-837

  摘要：

  DOI：

文献信息

• Diethyl (4b.alpha.,4c.alpha.,9a.alpha.,9b.alpha.)-3,6-dichlorocyclobuta[1,2-b:3,4-b']bisbenzofuran-9a,9b(4bH,4cH)-dicarboxylate: the cis, syn photodimer of ethyl 5-chlorobenzofuran-2-carboxylate, an analog related to the antilipidemic drug clofibrate.
  作者：Donald T. Witiak、Howard A. I. Newman、Guiragos K. Poochikian、Stephen W. Fogt、John R. Baldwin、Christine L. Sober、Dennis R. Feller

  DOI：10.1021/jm00206a026

  日期：1978.8

  The antilipidemic properties of diethyl (4balpha,4calpha,9aalpha,4balpha)-3,6-dichlorocyclobutal[1,2-b:3,4-b']bisbenzofuran-9a,9b(4bH,4cH)-dicarboxylate, herein termed dimer 8, were studied in sucrose-fed and in Triton-induced hyperlipidemic rats. Whereas clofibrate (0.4 mmol/kg) exhibited both anticholesterolemic and antitriglyceridemic activity, dimer 8 showed only antitriglyceridemic properties at the lower dose (0.2 mmol/kg) in sucrose-fed rats. Dimer 8 only lowered serum triglycerides levels in Triton WR-1339 hyperlipidemic rats, whereas clofibrate lowered both cholesterol and triglyceride levels. In the chronic sucrose-fed model, dimer 8 and clofibrate lowered hepatic HMG-CoA reducatase activity and produced significant elevations in several parameters of hepatic drug metabolism. No positive relationship between serum cholesterol lowering and reduction of hepatic HMG-CoA reductase activity was observed by these agents in sucrose-fed rats.