2-[(3,4-biscyclopentyloxy)phenyl]methoxy-3'-carboethoxy-[1,1'-biphenyl]-6-carboxaldehyde | 163118-30-7

• 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: 2-[(3,4-biscyclopentyloxy)phenyl]methoxy-3'-carboethoxy-[1,1'-biphenyl]-6-carboxaldehyde
• 英文别名: Ethyl 3-[2-[(3,4-dicyclopentyloxyphenyl)methoxy]-6-formylphenyl]benzoate
• CAS: 163118-30-7
• 化学式: C₃₃H₃₆O₆
• 分子量: 528.645
• InChiKey: UZJYZLWNLIRGFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(3,4-biscyclopentyloxy)phenyl]methoxy-3'-carboethoxy-[1,1'-biphenyl]-6-carboxaldehyde 在 sodium hydroxide 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 20.0h， 生成
  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：

  2-methoxy-3'-carboethoxy-[1,1'-biphenyl]-6-carboxaldehyde 在 二甲基溴化硼 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 100.0h， 生成 2-[(3,4-biscyclopentyloxy)phenyl]methoxy-3'-carboethoxy-[1,1'-biphenyl]-6-carboxaldehyde
  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

文献信息

• Biaryl phospholipase A2 inhibitors
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0664282B1

  公开（公告）日：1997-10-22
• US5391817A
  申请人：——

  公开号：US5391817A

  公开（公告）日：1995-02-21
• Biaryl diacid inhibitors of human s-PLA 2 with anti-inflammatory activity
  作者：Dane M. Springer、Bing-Yu Luh、Joanne J. Bronson、Katharine E. McElhone、Muzammil M. Mansuri、Kurt R. Gregor、David O. Nettleton、Paul L. Stanley、Kenneth M. Tramposch

  DOI：10.1016/s0968-0896(00)00047-x

  日期：2000.5

  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.