(1S,5R)-7-oxo-2-(propan-2-ylcarbamoyl)-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid | 1321610-27-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1S,5R)-7-oxo-2-(propan-2-ylcarbamoyl)-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid
• CAS: 1321610-27-8
• 化学式: C₉H₁₅N₃O₅S
• 分子量: 277.301
• InChiKey: SGVCCVFJHZXFRU-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1S,5R)-7-oxo-2,6-diazabicyclo<3.2.0>heptane-6-sulfonic acid 、 异氰酸异丙酯 以 四氢呋喃 、 水 为溶剂， 以19%的产率得到(1S,5R)-7-oxo-2-(propan-2-ylcarbamoyl)-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid
  参考文献：
  名称：

  Side chain SAR of bicyclic β-lactamase inhibitors (BLIs). 2. N-Alkylated and open chain analogs of MK-8712

  摘要：

  The bridged monobactam beta-lactamase inhibitor MK-8712 (1) effectively inhibits class C beta-lactamases. Side chain N-alkylated and ring-opened analogs of 1 were prepared and evaluated for combination with imipenem to overcome class C beta-lactamase mediated resistance. Although some analogs were more potent inhibitors of AmpC, none exhibited better synergy with imipenem than 1. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.065

文献信息

• Side chain SAR of bicyclic β-lactamase inhibitors (BLIs). 2. N-Alkylated and open chain analogs of MK-8712
  作者：Helen Chen、Timothy A. Blizzard、Seongkon Kim、Jane Wu、Katherine Young、Young-Whan Park、Aimie M. Ogawa、Susan Raghoobar、Ronald E. Painter、Doug Wisniewski、Nichelle Hairston、Paula Fitzgerald、Nandini Sharma、Giovanna Scapin、Jun Lu、Jeff Hermes、Milton L. Hammond

  DOI：10.1016/j.bmcl.2011.05.065

  日期：2011.7

  The bridged monobactam beta-lactamase inhibitor MK-8712 (1) effectively inhibits class C beta-lactamases. Side chain N-alkylated and ring-opened analogs of 1 were prepared and evaluated for combination with imipenem to overcome class C beta-lactamase mediated resistance. Although some analogs were more potent inhibitors of AmpC, none exhibited better synergy with imipenem than 1. (C) 2011 Elsevier Ltd. All rights reserved.