tert-butyl N-[(2S)-1-(2,4-dichlorophenyl)-3-oxopropan-2-yl]carbamate | 949910-97-8

• 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: tert-butyl N-[(2S)-1-(2,4-dichlorophenyl)-3-oxopropan-2-yl]carbamate
• CAS: 949910-97-8
• 化学式: C₁₄H₁₇Cl₂NO₃
• 分子量: 318.2
• InChiKey: VWNDYRGZFULWCC-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-(2,4-dichlorophenyl)-3-oxopropan-2-yl]carbamate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-Amino-N-[(S)-1-(2,4-dichloro-benzyl)-2-ethylcarbamoyl-2-hydroxy-ethyl]-3-methyl-butyramide
  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：

  [(S)-2-(2,4-Dichloro-phenyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 tert-butyl N-[(2S)-1-(2,4-dichlorophenyl)-3-oxopropan-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

• Heterocyclic modulators of PKB
  申请人：ZENG Qingping

  公开号：US20090275592A1

  公开（公告）日：2009-11-05

  The invention relates to heterocyclic compounds of Formula I and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

  本发明涉及一种公式I的杂环化合物及其组合物，其中变量具有本文所提供的定义，其在治疗由蛋白激酶B（PKB）介导的疾病方面具有用途。本发明还涉及这种化合物和组合物在治疗与异常细胞生长、癌症、炎症和代谢紊乱相关的疾病状态方面的治疗用途。
• US7897619B2
  申请人：——

  公开号：US7897619B2

  公开（公告）日：2011-03-01
• 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.