4,7-dichloro-1-benzothien-2-yl-sulfonylaminomethyl boronic acid | 1227510-49-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4,7-dichloro-1-benzothien-2-yl-sulfonylaminomethyl boronic acid
• 英文别名: DSABA；4,7-Dichloro-1-benzothien-2-yl sulfonylaminomethyl boronic acid；[(4,7-dichloro-1-benzothiophen-2-yl)sulfonylamino]methylboronic acid
• CAS: 1227510-49-7
• 化学式: C₉H₈BCl₂NO₄S₂
• 分子量: 340.016
• InChiKey: ZRZPQNCNBISJFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,7-dichloro-1-benzothiophene-2-sulfonyl chloride 、 (bis(trimethylsilyl)aminomethyl)boronic acid pinacol ester 在 水 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 4,7-dichloro-1-benzothien-2-yl-sulfonylaminomethyl boronic acid
  参考文献：
  名称：

  4,7-Dichloro benzothien-2-yl sulfonylaminomethyl boronic acid: First boronic acid-derived beta-lactamase inhibitor with class A, C, and D activity

  摘要：

  4,7-Dichloro-1-benzothien-2-yl sulfonylaminomethyl boronic acid (DSABA, Compound I) was discovered as the first boronic acid-based class D beta-lactamase inhibitor. It exhibited an IC50 of 5.6 mu M against OXA-40. The compound also inhibited class A and C beta-lactamases with sub to low mu M IC50, and synergized with imipenem against Acinetobacter baumannii. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.065

文献信息

• 4,7-Dichloro benzothien-2-yl sulfonylaminomethyl boronic acid: First boronic acid-derived beta-lactamase inhibitor with class A, C, and D activity
  作者：Qiang Tan、Aimie M. Ogawa、Ronald E. Painter、Young-Whan Park、Katherine Young、Frank P. DiNinno

  DOI：10.1016/j.bmcl.2010.02.065

  日期：2010.4

  4,7-Dichloro-1-benzothien-2-yl sulfonylaminomethyl boronic acid (DSABA, Compound I) was discovered as the first boronic acid-based class D beta-lactamase inhibitor. It exhibited an IC50 of 5.6 mu M against OXA-40. The compound also inhibited class A and C beta-lactamases with sub to low mu M IC50, and synergized with imipenem against Acinetobacter baumannii. (C) 2010 Elsevier Ltd. All rights reserved.