methyl N-[(2S)-1-[(2S)-2-[[4-[4-[[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]pyrrolidine-2-carbonyl]amino]phenyl]phenyl]carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate | 1512624-52-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl N-[(2S)-1-[(2S)-2-[[4-[4-[[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]pyrrolidine-2-carbonyl]amino]phenyl]phenyl]carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate
• CAS: 1512624-52-0
• 化学式: C₃₈H₅₂N₆O₈
• 分子量: 720.866
• InChiKey: TUWBNXLXLIDTMV-VZNYXHRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  52
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  176
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  联苯胺 在 1,2-二氯乙烷 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.25h， 生成 methyl N-[(2S)-1-[(2S)-2-[[4-[4-[[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl]pyrrolidine-2-carbonyl]amino]phenyl]phenyl]carbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  Potent Hepatitis C Virus NS5A Inhibitors Containing a Benzidine Core

  摘要：

  Here we report the discovery of a series of potent hepatitis C virus (HCV) NS5A inhibitors based on the benzidine prolinamide backbone. Taking a simple synthetic route, we developed a novel inhibitor structure, which allows easy modification, and through optimization of the capping group, we identified compound 6 with highly potent anti-HCV activity. Compound 6 is nontoxic and is anticipated to be an effective HCV drug candidate.

  DOI：

  10.1021/ml4003293

文献信息

• BENZIDINE DERIVATIVE, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITION CONTAINING BENZIDINE DERIVATIVE FOR TREATING LIVER DISEASE CAUSED BY HEPATITIS C VIRUS
  申请人：SEOUL NATIONAL UNIVERSITY R&DB FOUNDATION

  公开号：US20160031810A1

  公开（公告）日：2016-02-04

  The disclosed compounds have antiviral activity against C-type virus, an optical isomer thereof, a pharmaceutically acceptable salt thereof, a method for preparing the same, and a pharmaceutical composition containing the same as an active ingredient for preventing or treating liver disease caused by hepatitis C virus. The benzidine derivative according to the present invention has excellent antiviral activity against hepatitis C virus and exhibits excellent medicinal activity in the living body, and thus the pharmaceutical composition containing the same as an active ingredient can be useful as a pharmaceutical composition for preventing or treating liver disease, such as acute hepatitis C, chronic hepatitis C, cirrhosis, or hepatocellular carcinoma, caused by C-type virus.

  揭示的化合物对C型病毒具有抗病毒活性，包括其光学异构体、药学上可接受的盐、制备方法以及含有其作为活性成分的药物组合物，用于预防或治疗由丙型肝炎病毒引起的肝病。根据本发明的苯胺衍生物对丙型肝炎病毒具有出色的抗病毒活性，在活体内表现出优秀的药用活性，因此含有其作为活性成分的药物组合物可作为用于预防或治疗由C型病毒引起的肝病，如急性丙型肝炎、慢性丙型肝炎、肝硬化或肝细胞癌等的药物组合物。
• US9598362B2
  申请人：——

  公开号：US9598362B2

  公开（公告）日：2017-03-21
• Potent Hepatitis C Virus NS5A Inhibitors Containing a Benzidine Core
  作者：Il Hak Bae、Jin Kyu Choi、Chieyeon Chough、Sun Ju Keum、Heesun Kim、Sung Key Jang、B. Moon Kim

  DOI：10.1021/ml4003293

  日期：2014.3.13

  Here we report the discovery of a series of potent hepatitis C virus (HCV) NS5A inhibitors based on the benzidine prolinamide backbone. Taking a simple synthetic route, we developed a novel inhibitor structure, which allows easy modification, and through optimization of the capping group, we identified compound 6 with highly potent anti-HCV activity. Compound 6 is nontoxic and is anticipated to be an effective HCV drug candidate.