4'-Chloro-6-methyl-biphenyl-2-carboxylic acid (7-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-amide | 1000588-57-7

• 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: 4'-Chloro-6-methyl-biphenyl-2-carboxylic acid (7-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-amide
• CAS: 1000588-57-7
• 化学式: C₂₅H₂₅ClN₂O
• 分子量: 404.939
• InChiKey: HZDPRQZIHFXMBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.12
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲基磺酰氯 、 4'-Chloro-6-methyl-biphenyl-2-carboxylic acid (7-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-amide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-(4-chlorophenyl)-N-[7-(methanesulfonamido)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-yl]-3-methylbenzamide
  参考文献：
  名称：

  Diaminoindanes as Microsomal Triglyceride Transfer Protein Inhibitors

  摘要：

  The synthesis and biological activities of biarylamide-substituted diaminoindanes as microsomal triglyceride transfer protein (MTP) inhibitors are described. One of the more potent compounds, 8aR, inhibited both the secretion of apoB from Hep G2 cells and the MTP-mediated transfer of triglycerides between synthetic acceptor and donor liposomes with IC50 values of 0.7 and 70 nM, respectively. In normolipidemic rats and dogs, oral administration of 8aR dose-dependently reduced both plasma triglycerides and total cholesterol. Moreover, in rats and dogs, 8aR also prevented the postprandial rise in plasma triglycerides following a bolus administration of a fat load. Because MTP inhibitors decrease very low density lipoprotein assembly in the liver, the potential for hepatic lipid accumulation was evaluated. In normolipidemic rats, hepatic cholesterol and triglyceride contents were dose-dependently increased by 8aR. However, hepatic lipid accumulation resulted in negligible change in total liver weight and was reversible after withdrawal of the compound.

  DOI：

  10.1021/jm010294e
• 作为产物：
  描述：

  methyl N-[3-[[2-(4-chlorophenyl)-3-methylbenzoyl]amino]-6,7,8,9-tetrahydro-5H-benzo[7]annulen-7-yl]carbamate 在 碘代三甲硅烷 作用下， 以 乙腈 为溶剂， 生成 4'-Chloro-6-methyl-biphenyl-2-carboxylic acid (7-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-amide
  参考文献：
  名称：

  Diaminoindanes as Microsomal Triglyceride Transfer Protein Inhibitors

  摘要：

  The synthesis and biological activities of biarylamide-substituted diaminoindanes as microsomal triglyceride transfer protein (MTP) inhibitors are described. One of the more potent compounds, 8aR, inhibited both the secretion of apoB from Hep G2 cells and the MTP-mediated transfer of triglycerides between synthetic acceptor and donor liposomes with IC50 values of 0.7 and 70 nM, respectively. In normolipidemic rats and dogs, oral administration of 8aR dose-dependently reduced both plasma triglycerides and total cholesterol. Moreover, in rats and dogs, 8aR also prevented the postprandial rise in plasma triglycerides following a bolus administration of a fat load. Because MTP inhibitors decrease very low density lipoprotein assembly in the liver, the potential for hepatic lipid accumulation was evaluated. In normolipidemic rats, hepatic cholesterol and triglyceride contents were dose-dependently increased by 8aR. However, hepatic lipid accumulation resulted in negligible change in total liver weight and was reversible after withdrawal of the compound.

  DOI：

  10.1021/jm010294e