2-[(2S)-2-isocyanato-3,3-dimethylbutyl]-1,2-thiazolidine 1,1-dioxide | 958277-92-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 2-[(2S)-2-isocyanato-3,3-dimethylbutyl]-1,2-thiazolidine 1,1-dioxide
• CAS: 958277-92-4
• 化学式: C₁₀H₁₈N₂O₃S
• 分子量: 246.331
• InChiKey: SYZCHQKLKKBINZ-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  75.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (1R,2S,5S)-3-((S)-2-amino-3,3-dimethylbutanoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate 、 2-[(2S)-2-isocyanato-3,3-dimethylbutyl]-1,2-thiazolidine 1,1-dioxide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (1R,2S,5S)-3-((S)-2-(3-((S)-1-(1,1-dioxidoisothiazolidin-2-yl)-3,3-dimethylbutan-2-yl)ureido)-3,3-dimethylbutanoyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate
  参考文献：
  名称：

  Novel potent inhibitors of hepatitis C virus (HCV) NS3 protease with cyclic sulfonyl P3 cappings

  摘要：

  Extensive SAR studies of the P3 capping group led to the discovery of a series of potent inhibitors with sultam and cyclic sulfonyl urea moieties as the P3 capping. The bicyclic thiophene-sultam or phenyl- sultam cappings were selected for further SAR development. Modi. cation at the P3 side chain determined that the tert-butyl group was the best choice at that position. Optimization of P1 residue significantly improved potency and selectivity. The combination of optimal moieties at all positions led to the discovery of compound 33. This compound had the best overall pro. le in potency and PK profile: excellent K-i* of 5.3 nM and activity in replicon (EC90) of 80 nM, extremely high selectivity of 6100, and a good rat PO AUC of 1.43 mu Mh. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.111
• 作为产物：
  描述：

  光气 、 (2S)-1-(1,1-dioxo-1,2-thiazolidin-2-yl)-3,3-dimethylbutan-2-amine 在 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 2-[(2S)-2-isocyanato-3,3-dimethylbutyl]-1,2-thiazolidine 1,1-dioxide
  参考文献：
  名称：

  Novel potent inhibitors of hepatitis C virus (HCV) NS3 protease with cyclic sulfonyl P3 cappings

  摘要：

  Extensive SAR studies of the P3 capping group led to the discovery of a series of potent inhibitors with sultam and cyclic sulfonyl urea moieties as the P3 capping. The bicyclic thiophene-sultam or phenyl- sultam cappings were selected for further SAR development. Modi. cation at the P3 side chain determined that the tert-butyl group was the best choice at that position. Optimization of P1 residue significantly improved potency and selectivity. The combination of optimal moieties at all positions led to the discovery of compound 33. This compound had the best overall pro. le in potency and PK profile: excellent K-i* of 5.3 nM and activity in replicon (EC90) of 80 nM, extremely high selectivity of 6100, and a good rat PO AUC of 1.43 mu Mh. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.111

文献信息

• HCV/HIV inhibitors and their uses
  申请人：Novartis AG

  公开号：EP2518079A2

  公开（公告）日：2012-10-31

  The present application describes organic compounds that are useful for the treatment, prevention and/or amelioration of HCV and associated disorders.

  本申请介绍了可用于治疗、预防和/或改善丙型肝炎病毒及相关疾病的有机化合物。
• Organic Compounds and Their Uses
  申请人：Brandl Trixi

  公开号：US20070286842A1

  公开（公告）日：2007-12-13

  The present application describes organic compounds that are useful for the treatment, prevention and/or amelioration of human diseases.
• ORGANIC COMPOUNDS AND THEIR USES
  申请人：Brandl Trixi

  公开号：US20100331243A1

  公开（公告）日：2010-12-30

  The present application describes organic compounds that are useful for the treatment, prevention and/or amelioration of human diseases.
• US7825152B2
  申请人：——

  公开号：US7825152B2

  公开（公告）日：2010-11-02
• US8211932B2
  申请人：——

  公开号：US8211932B2

  公开（公告）日：2012-07-03