(6R)-7t-((R)-2-amino-2-cyclohexa-1,4-dienyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt | 57584-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (6R)-7t-((R)-2-amino-2-cyclohexa-1,4-dienyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt
• 英文别名: cephradine; sodium salt；cefradine; sodium salt；Cephradine sodium；sodium;(6R,7R)-7-[[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 57584-26-6
• 化学式: C₁₆H₁₈N₃O₄S*Na
• 分子量: 371.392
• InChiKey: LSEIVBOQBUBVGP-CYJZLJNKSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.98
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  141
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6R)-7t-((R)-2-amino-2-cyclohexa-1,4-dienyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; sodium salt 、 2-羟基-1-萘甲醛 以 甲醇 为溶剂， 生成 (6R)-7t-[(R)-2-cyclohexa-1,4-dienyl-2-(2-hydroxy-naphthalen-1-ylmethyleneamino)-acetylamino]-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological activity of (2-hydroxy-1-naphthyl)-methylamino acetamido-epicillin and cephradine, and (2-hydroxy-1-naphthyl)-methylacetamido 6-APA.

  摘要：

  合成了两种新的青霉素和一种新的头孢菌素，方法是将2-羟基-1-萘醛与史克青霉素、6-氨基青霉烯酸和头孢噻肟缩合，随后用NaBH4还原Schiff碱。文中还描述了这些化合物的抗菌活性。

  DOI：

  10.7164/antibiotics.30.66

文献信息

• Cephalosporin Tin(II) Complexes: Synthesis, Characterization, and Antibacterial Activity
  作者：J. R. Anacona、Liangel Brito、Wenceslao Peña

  DOI：10.1080/15533174.2012.680164

  日期：2012.10.1

  The synthesis and spectral characterization of mononuclear cephalosporin tin(II) complexes of general formula [Sn(L)Cl] (L = monoanion of cephalothin HL1, cephradine HL2, cefotaxime HL3, cefazolin HL4, and ceftriaxone HL5), are reported. They were characterized by physicochemical and spectroscopic methods. The spectra indicated that the antibiotics act as multidentate ligand toward metal ions, via the amide and lactam carbonyl and carboxylate and N-azomoieties. The complexes are nontoxic, insoluble in water, and common organic solvents and probably have polymeric structures. The ligands and their tin complexes have been screened for their antibacterial activities and found to be quite active in this respect. Coordination of cephalothin and cephradine to tin(II) ion showed an enhancement of the antibacterial activity.