(6R,7R)-3-Chloro-8-oxo-7-{2-[2-(trityl-amino)-benzothiazol-5-yl]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 115339-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (6R,7R)-3-Chloro-8-oxo-7-{2-[2-(trityl-amino)-benzothiazol-5-yl]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 115339-32-7
• 化学式: C₃₅H₂₇ClN₄O₄S₂
• 分子量: 667.209
• InChiKey: ILGCDJPVRYYVER-QLWXXVCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  46.0
• 可旋转键数：
  9.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  111.63
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (6R,7R)-3-Chloro-8-oxo-7-{2-[2-(trityl-amino)-benzothiazol-5-yl]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 在 甲酸 作用下， 以62%的产率得到(6R,7R)-7-[2-(2-Amino-benzothiazol-5-yl)-acetylamino]-3-chloro-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Oral absorption of cephalosproin antibiotics 2. Expanded structure-activity relationships of 7-arylacetamido-3-substituted cephalosporins

  摘要：

  The structure-activity relationship for 7-arylacetamido cephalosporins has been extended. Modifications of the 7-aryl group led to improvements in microbiological activity against Gram-positive organisms. However, Gram-negative activity was generally much poorer than that of the lead compound 7-[(2-aminothiazol-4-yl)acetamido]-3-chloro-cephalosporanic acid (A). Modifications of the 3-position did not significantly change the microbiological activity or spectrum. Of the compounds selected for mouse protection studies (ED50's), 7-[(benzothien-3-yl)acetamido]-3-chloro cephalosporin and A showed the best per oral to subcutaneous ED50 ratios.

  DOI：

  10.1021/jm00118a023
• 作为产物：
  描述：

  [2-(Trityl-amino)-benzothiazol-5-yl]-acetic acid 在 potassium phosphate 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 18.0h， 生成 (6R,7R)-3-Chloro-8-oxo-7-{2-[2-(trityl-amino)-benzothiazol-5-yl]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Oral absorption of cephalosproin antibiotics 2. Expanded structure-activity relationships of 7-arylacetamido-3-substituted cephalosporins

  摘要：

  The structure-activity relationship for 7-arylacetamido cephalosporins has been extended. Modifications of the 7-aryl group led to improvements in microbiological activity against Gram-positive organisms. However, Gram-negative activity was generally much poorer than that of the lead compound 7-[(2-aminothiazol-4-yl)acetamido]-3-chloro-cephalosporanic acid (A). Modifications of the 3-position did not significantly change the microbiological activity or spectrum. Of the compounds selected for mouse protection studies (ED50's), 7-[(benzothien-3-yl)acetamido]-3-chloro cephalosporin and A showed the best per oral to subcutaneous ED50 ratios.

  DOI：

  10.1021/jm00118a023