3-azido-1-bromobutan-2-one | 1160741-87-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-azido-1-bromobutan-2-one
• 英文别名: (3S)-3-azido-1-bromobutan-2-one
• CAS: 1160741-87-6
• 化学式: C₄H₆BrN₃O
• 分子量: 192.015
• InChiKey: JADCPZDRFACVSR-VKHMYHEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-azido-1-bromobutan-2-one 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 以80%的产率得到α-azido bromomethyl-Ala-alcohol
  参考文献：
  名称：

  Small molecule microarray-facilitated screening of affinity-based probes (AfBPs) for γ-secretase

  摘要：

  本文开发了一种小分子微阵列（SMM）平台，能够实现基于亲和力的探针（AfBPs）对γ-分泌酶的高通量发现。

  DOI：

  10.1039/b910611a
• 作为产物：
  描述：

  (3S)-3-azido-1-diazobutan-2-one 在 氢溴酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 3-azido-1-bromobutan-2-one
  参考文献：
  名称：

  Small molecule microarray-facilitated screening of affinity-based probes (AfBPs) for γ-secretase

  摘要：

  本文开发了一种小分子微阵列（SMM）平台，能够实现基于亲和力的探针（AfBPs）对γ-分泌酶的高通量发现。

  DOI：

  10.1039/b910611a

文献信息

• Nonpeptidic Tetrafluorophenoxymethyl Ketone Cruzain Inhibitors as Promising New Leads for Chagas Disease Chemotherapy
  作者：Katrien Brak、Iain D. Kerr、Kimberly T. Barrett、Nobuhiro Fuchi、Moumita Debnath、Kenny Ang、Juan C. Engel、James H. McKerrow、Patricia S. Doyle、Linda S. Brinen、Jonathan A. Ellman

  DOI：10.1021/jm901633v

  日期：2010.2.25

  A century after discovering that file Trypanosoma cruzi parasite is the etiological agent of Chagas disease, treatment is still plagued by limited efficacy, toxicity, and the emergence of drug, resistance. The development of inhibitors of the major T. cruzi cysteine protease, cruzain, has been demonstrated to be a promising drug discovery avenue for this neglected disease. Here we establish that a nonpeptidic tetrafluorophenoxymethyl ketone cruzain inhibitor Substantially ameliorates symptoms of acute Chagas disease in a mouse model With no apparent toxicity. A high-resolution Crystal Structure confirmed the mode of inhibition and revealed key binding interactions of this novel inhibitor class. Subsequent structure-guided optimization then resulted in inhibitor analogues With improvements in potency despite minimal or no additions in molecular weight. Evaluation Of file analogues in cell Culture showed enhanced activity. These results suggest that nonpeptidic tetrafluorophenoxymethyl ketone cruzain inhibitors have the Potential to fulfill file Urgent need for improved Chagas disease chemotherapy.
• Small molecule microarray-facilitated screening of affinity-based probes (AfBPs) for γ-secretase
  作者：Haibin Shi、Kai Liu、Ashley Xu、Shao Q. Yao

  DOI：10.1039/b910611a

  日期：——

  A small molecule microarray (SMM) platform is developed herein, which enables high-throughput discovery of affinity-based probes (AfBPs) against γ-secretase.

  本文开发了一种小分子微阵列（SMM）平台，能够实现基于亲和力的探针（AfBPs）对γ-分泌酶的高通量发现。