(3R,5R)-7-[5-(3-dimethylcarbamoylphenylcarbamoyl)-3,4-bis-(4-fluorophenyl)-1-isopropyl-1H-pyrrolyl]-3,5-dihydroxyheptanoic acid methyl ester | 855249-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (3R,5R)-7-[5-(3-dimethylcarbamoylphenylcarbamoyl)-3,4-bis-(4-fluorophenyl)-1-isopropyl-1H-pyrrolyl]-3,5-dihydroxyheptanoic acid methyl ester
• 英文别名: (3R,5R)-7-[5-(3-dimethylcarbamoyl-phenylcarbamoyl)-3,4-bis-(4-fluoro-phenyl)-1-isopropyl-1H-pyrrol-yl]-3,5-dihydroxy-heptanoic Acid Methyl Ester；methyl (3R,5R)-7-[5-[[3-(dimethylcarbamoyl)phenyl]carbamoyl]-3,4-bis(4-fluorophenyl)-1-propan-2-ylpyrrol-2-yl]-3,5-dihydroxyheptanoate
• CAS: 855249-76-2
• 化学式: C₃₇H₄₁F₂N₃O₆
• 分子量: 661.746
• InChiKey: IWBRRWBHTKMJCX-LOYHVIPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (3R,5R)-7-[5-(3-dimethylcarbamoylphenylcarbamoyl)-3,4-bis-(4-fluorophenyl)-1-isopropyl-1H-pyrrolyl]-3,5-dihydroxyheptanoic acid methyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (3R,5R)-7-[5-(3-dimethylcarbamoylphenylcarbamoyl)-3,4-bis-(4-fluorophenyl)-1-isopropyl-1H-pyrrolyl]-3,5-dihydroxyheptanoate sodium salt
  参考文献：
  名称：

  Design and synthesis of hepatoselective, pyrrole-based HMG-CoA reductase inhibitors

  摘要：

  This manuscript describes the design and synthesis of a series of pyrrole-based inhibitors of HMG-CoA reductase for the treatment of hypercholesterolemia. Analogs were optimized using structure-based design and physical property considerations resulting in the identification of 44, a hepatoselective HMG-CoA reductase inhibitor with excellent acute and chronic efficacy in a pre-clinical animal models. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.096
• 作为产物：
  描述：

  1-fluoro-4-(nitromethyl)benzene 在 palladium on activated charcoal 氢氧化钾 、 sodium hydroxide 、 sodium tetrahydroborate 、 氯化亚砜 、 二乙基甲氧基硼烷 、 氢氟酸 、 氢气 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二甲基亚砜 、 1,2-二氯乙烷 、 甲苯 、 乙腈 为溶剂， 反应 97.5h， 生成 (3R,5R)-7-[5-(3-dimethylcarbamoylphenylcarbamoyl)-3,4-bis-(4-fluorophenyl)-1-isopropyl-1H-pyrrolyl]-3,5-dihydroxyheptanoic acid methyl ester
  参考文献：
  名称：

  Design and synthesis of hepatoselective, pyrrole-based HMG-CoA reductase inhibitors

  摘要：

  This manuscript describes the design and synthesis of a series of pyrrole-based inhibitors of HMG-CoA reductase for the treatment of hypercholesterolemia. Analogs were optimized using structure-based design and physical property considerations resulting in the identification of 44, a hepatoselective HMG-CoA reductase inhibitor with excellent acute and chronic efficacy in a pre-clinical animal models. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.096

文献信息

• [EN] N-ALKYL PYRROLES AS HMG-COA REDUCTASE INHIBITORS<br/>[FR] PYRROLES DE N-ALKYL COMME INHIBITEURS DE L'HMG-COA-REDUCTASE
  申请人：WARNER LAMBERT CO

  公开号：WO2005056004A1

  公开（公告）日：2005-06-23

  HMGCo-A reductase inhibitor compounds useful as hypocholesterolemic and hypolipidemic compounds are provided. Also provided are pharmaceutical compositions of the compounds. Methods of making and methods of using the compounds are also provided. Formula (I).

  提供了作为降胆固醇和降脂化合物有用的HMGCo-A还原酶抑制剂化合物。还提供了这些化合物的药物组合物。还提供了制备这些化合物的方法和使用这些化合物的方法。公式（I）。
• N-alkyl pyrroles as HMG-CoA reductase inhibitors
  申请人：Bratton D. Larry

  公开号：US20050154042A1

  公开（公告）日：2005-07-14

  HMGCo-A reductase inhibitor compounds useful as hypocholesterolemic and hypolipidemic compounds are provided. Also provided are pharmaceutical compositions of the compounds. Methods of making and methods of using the compounds are also provided.

  提供了作为降低胆固醇和降脂化合物有用的HMGCo-A还原酶抑制剂化合物。还提供了该化合物的药物组成物。还提供了制备该化合物的方法和使用该化合物的方法。
• N-ALKYL PYRROLES AS HMG-COA REDUCTASE INHIBITORS
  申请人：Warner-Lambert Company LLC

  公开号：EP1691803A1

  公开（公告）日：2006-08-23
• Design and synthesis of hepatoselective, pyrrole-based HMG-CoA reductase inhibitors
  作者：Jeffrey A. Pfefferkorn、Yuntao Song、Kuai-Lin Sun、Steven R. Miller、Bharat K. Trivedi、Chulho Choi、Roderick J. Sorenson、Larry D. Bratton、Paul C. Unangst、Scott D. Larsen、Toni-Jo Poel、Xue-Min Cheng、Chitase Lee、Noe Erasga、Bruce Auerbach、Valerie Askew、Lisa Dillon、Jeffrey C. Hanselman、Zhiwu Lin、Gina Lu、Andrew Robertson、Karl Olsen、Thomas Mertz、Catherine Sekerke、Alexander Pavlovsky、Melissa S. Harris、Graeme Bainbridge、Nicole Caspers、Huifen Chen、Matthias Eberstadt

  DOI：10.1016/j.bmcl.2007.05.096

  日期：2007.8

  This manuscript describes the design and synthesis of a series of pyrrole-based inhibitors of HMG-CoA reductase for the treatment of hypercholesterolemia. Analogs were optimized using structure-based design and physical property considerations resulting in the identification of 44, a hepatoselective HMG-CoA reductase inhibitor with excellent acute and chronic efficacy in a pre-clinical animal models. (c) 2007 Elsevier Ltd. All rights reserved.