p-methoxybenzyl (6R,7R)-7(Z)-[2-(5-chloro-2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate | 300767-72-0

• 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: p-methoxybenzyl (6R,7R)-7(Z)-[2-(5-chloro-2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate
• 英文别名: (4-methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-7-[[(2Z)-2-[5-chloro-2-(tritylamino)-1,3-thiazol-4-yl]-2-trityloxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 300767-72-0
• 化学式: C₅₉H₄₇Cl₂N₅O₆S₂
• 分子量: 1057.09
• InChiKey: ODBUFPWKANANHO-NRDHWOHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.56
• 重原子数：
  74.0
• 可旋转键数：
  18.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  131.45
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  p-methoxybenzyl (6R,7R)-7(Z)-[2-(5-chloro-2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate 在 苯甲醚 、 三苯基膦 、 三氟乙酸 、 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 (6R,7R)-7-{2-(2-Amino-5-chloro-thiazol-4-yl)-2-[(Z)-hydroxyimino]-acetylamino}-3-[(Z)-2-(3-bromo-isoxazol-5-yl)-vinyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Structural Modifications and Biological Evaluation of 3-Isoxazolylvinylcephalosporins

  摘要：

  Structural modifications and biological evaluations of 3-isoxazolylvinylcephalosporins (I) were performed. The replacement of a hydrogen atom at the 7-aminothiazole group by a chlorine resulted in an improvement: of the activity against resistant Gram-positive bacterial strains including the methicillin-resistant Staphylococcus aureus (MRSA) and the ciprofloxacin-resistant Staphylococcus aureus (CRSA). The introduction of other heterocycles such as an isothiazole or a thiadiazole in place of the isoxazole moiety gave slightly decreased in vitro activities. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00415-4
• 作为产物：
  描述：

  (Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid 在 吡啶 、 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 p-methoxybenzyl (6R,7R)-7(Z)-[2-(5-chloro-2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate
  参考文献：
  名称：

  Structural Modifications and Biological Evaluation of 3-Isoxazolylvinylcephalosporins

  摘要：

  Structural modifications and biological evaluations of 3-isoxazolylvinylcephalosporins (I) were performed. The replacement of a hydrogen atom at the 7-aminothiazole group by a chlorine resulted in an improvement: of the activity against resistant Gram-positive bacterial strains including the methicillin-resistant Staphylococcus aureus (MRSA) and the ciprofloxacin-resistant Staphylococcus aureus (CRSA). The introduction of other heterocycles such as an isothiazole or a thiadiazole in place of the isoxazole moiety gave slightly decreased in vitro activities. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00415-4