tert-butyl N-[(2S)-1-oxo-3-thiophen-2-ylpropan-2-yl]carbamate | 949924-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: tert-butyl N-[(2S)-1-oxo-3-thiophen-2-ylpropan-2-yl]carbamate
• CAS: 949924-93-0
• 化学式: C₁₂H₁₇NO₃S
• 分子量: 255.338
• InChiKey: XWZWRKLKABZPGP-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-oxo-3-thiophen-2-ylpropan-2-yl]carbamate 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-[1,2]Dithiolan-3-yl-pentanoic acid [(S)-1-((S)-2-ethylcarbamoyl-2-hydroxy-1-thiophen-2-ylmethyl-ethylcarbamoyl)-2-methyl-propyl]-amide
  参考文献：
  名称：

  Novel cell-penetrating α-keto-amide calpain inhibitors as potential treatment for muscular dystrophy

  摘要：

  Dipeptide-derived alpha-keto-amide compounds with potent calpain inhibitory activity have been identified. These reversible covalent inhibitors have IC50 values down to 25 nM and exhibit greatly improved activity in muscle cells compared to the reference compound MDL28170. Several novel calpain inhibitors have shown positive effects on histological parameters in an animal model of Duchenne muscular dystrophy demonstrating their potential as a treatment option for this fatal disease. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.064
• 作为产物：
  描述：

  Boc-3-(2-噻吩基)-L-丙氨酸 在 N-甲基吗啉 、 lithium aluminium tetrahydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 tert-butyl N-[(2S)-1-oxo-3-thiophen-2-ylpropan-2-yl]carbamate
  参考文献：
  名称：

  Novel cell-penetrating α-keto-amide calpain inhibitors as potential treatment for muscular dystrophy

  摘要：

  Dipeptide-derived alpha-keto-amide compounds with potent calpain inhibitory activity have been identified. These reversible covalent inhibitors have IC50 values down to 25 nM and exhibit greatly improved activity in muscle cells compared to the reference compound MDL28170. Several novel calpain inhibitors have shown positive effects on histological parameters in an animal model of Duchenne muscular dystrophy demonstrating their potential as a treatment option for this fatal disease. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.064

文献信息

• [EN] PEPTIDOMIMETIC COMPOUNDS AND ANTIBODY-DRUG CONJUGATES THEREOF<br/>[FR] COMPOSÉS PEPTIDOMIMÉTIQUES ET CONJUGUÉS ANTICORPS-MÉDICAMENT DE CEUX-CI
  申请人：GENENTECH INC

  公开号：WO2015095227A3

  公开（公告）日：2015-12-10
• PEPTIDOMIMETIC COMPOUNDS AND ANTIBODY-DRUG CONJUGATES THEREOF
  申请人：Lee Ho Huat

  公开号：US20160279261A1

  公开（公告）日：2016-09-29

  This invention relates to peptidomimetic linkers and anti-body drug conjugates thereof, to pharmaceutical compositions containing them, and to their use in therapy for the prevention or treatment of cancer.
• US7276484B2
  申请人：——

  公开号：US7276484B2

  公开（公告）日：2007-10-02
• Novel cell-penetrating α-keto-amide calpain inhibitors as potential treatment for muscular dystrophy
  作者：Cyrille Lescop、Holger Herzner、Hervé Siendt、Reto Bolliger、Marco Henneböhle、Philipp Weyermann、Alexandre Briguet、Isabelle Courdier-Fruh、Michael Erb、Mark Foster、Thomas Meier、Josef P. Magyar、Andreas von Sprecher

  DOI：10.1016/j.bmcl.2005.08.064

  日期：2005.12

  Dipeptide-derived alpha-keto-amide compounds with potent calpain inhibitory activity have been identified. These reversible covalent inhibitors have IC50 values down to 25 nM and exhibit greatly improved activity in muscle cells compared to the reference compound MDL28170. Several novel calpain inhibitors have shown positive effects on histological parameters in an animal model of Duchenne muscular dystrophy demonstrating their potential as a treatment option for this fatal disease. (c) 2005 Elsevier Ltd. All rights reserved.