(R)-3-[(E)-2-(2-Guanidino-ethylcarbamoyl)-vinyl]-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester | 460739-14-4

• 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: (R)-3-[(E)-2-(2-Guanidino-ethylcarbamoyl)-vinyl]-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS: 460739-14-4
• 化学式: C₃₂H₃₀N₆O₄S
• 分子量: 594.694
• InChiKey: YZVPKURGOXWBGN-KFNXIJEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  150.5
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (R)-3-[(E)-2-(2-Guanidino-ethylcarbamoyl)-vinyl]-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 在 间氯过氧苯甲酸 作用下， 生成 (R)-3-[(E)-2-(2-Guanidino-ethylcarbamoyl)-vinyl]-5,5,8-trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Cephalosporin-derived inhibitors of β-Lactamase. Part 4: The C3 substituent

  摘要：

  New C3-substituted beta-lactamase inhibitors were prepared and evaluated against representative class A and class C enzymes. It was possible to improve simultaneous inhibitory activity of both classes of serine hydrolase. Other inhibitors showed high selectivity for either the class C cephalosporinases or the class A penicillinases. This represents the first time that cephalosporin-derived inhibitors have demonstrated selectivity for the class A beta-lactamases. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00205-6
• 作为产物：
  描述：

  (2-aminoethyl)guanidine 、 在 TEA 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 乙腈 为溶剂， 生成 (R)-3-[(E)-2-(2-Guanidino-ethylcarbamoyl)-vinyl]-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Cephalosporin-derived inhibitors of β-Lactamase. Part 4: The C3 substituent

  摘要：

  New C3-substituted beta-lactamase inhibitors were prepared and evaluated against representative class A and class C enzymes. It was possible to improve simultaneous inhibitory activity of both classes of serine hydrolase. Other inhibitors showed high selectivity for either the class C cephalosporinases or the class A penicillinases. This represents the first time that cephalosporin-derived inhibitors have demonstrated selectivity for the class A beta-lactamases. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00205-6