3'-carboethoxy-(E)-2-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]-[1,1'-biphenyl]-6-acetic acid, ethyl ester | 163117-99-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3'-carboethoxy-(E)-2-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]-[1,1'-biphenyl]-6-acetic acid, ethyl ester
• CAS: 163117-99-5
• 化学式: C₃₆H₄₂O₄
• 分子量: 538.727
• InChiKey: SKLMHUAUGUIWGV-HIXSDJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.55
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3'-carboethoxy-(E)-2-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]-[1,1'-biphenyl]-6-acetic acid, ethyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以89%的产率得到6'-Carboxymethyl-2'-[(E)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propenyl]-biphenyl-3-carboxylic acid
  参考文献：
  名称：

  Biaryl diacid inhibitors of human s-PLA 2 with anti-inflammatory activity

  摘要：

  Twenty-four hydrophobic dicarboxylic acids are described which were evaluated as inhibitors of 14 kDa human platelet phospholipase A(2) (HP-PLA(2)). In general, biarylacetic acid derivatives were found to be more active than biaryl acids or biaryl-propanoic acids. More potent inhibitors were obtained when hydrophobic groups were attached to the biaryl acid nucleus using an olefin linkage as compared to an ether linkage. Compounds with larger hydrophobic groups were usually more potent inhibitors of HP-PLA(2). Five of the compounds disclosed in this report (2, 4, 28, 36b and 36i) were found to possess significant anti-inflammatory activity in a phorbol ester induced mouse ear edema model of chronic inflammation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00047-x
• 作为产物：
  描述：

  3'-carboethoxy-2-hydroxy-1,1'-biphenyl-6-acetic acid, ethyl ester 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 lithium chloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 3'-carboethoxy-(E)-2-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]-[1,1'-biphenyl]-6-acetic acid, ethyl ester
  参考文献：
  名称：

  Biaryl diacid inhibitors of human s-PLA 2 with anti-inflammatory activity

  摘要：

  Twenty-four hydrophobic dicarboxylic acids are described which were evaluated as inhibitors of 14 kDa human platelet phospholipase A(2) (HP-PLA(2)). In general, biarylacetic acid derivatives were found to be more active than biaryl acids or biaryl-propanoic acids. More potent inhibitors were obtained when hydrophobic groups were attached to the biaryl acid nucleus using an olefin linkage as compared to an ether linkage. Compounds with larger hydrophobic groups were usually more potent inhibitors of HP-PLA(2). Five of the compounds disclosed in this report (2, 4, 28, 36b and 36i) were found to possess significant anti-inflammatory activity in a phorbol ester induced mouse ear edema model of chronic inflammation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00047-x