Benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | 1225210-42-3

• 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: Benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 1225210-42-3
• 化学式: C₄₀H₃₃ClN₂O₃S
• 分子量: 657.233
• InChiKey: NJTGXVVOCLUGQZ-MMEOBGCCSA-N

物化性质

• 沸点：
  794.8±60.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.68
• 重原子数：
  47.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 在 间氯过氧苯甲酸 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide
  参考文献：
  名称：

  CEPHALOSPORIN HAVING CATECHOL GROUP

  摘要：

  公开号：

  EP2341053B1
• 作为产物：
  描述：

  三苯基氯甲烷 、 (6R)-trans-3-chloromethyl-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, diphenylmethyl ester hydrochloride 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 Benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  Cefiderocol (S-649266), A new siderophore cephalosporin exhibiting potent activities against Pseudomonas aeruginosa and other gram-negative pathogens including multi-drug resistant bacteria: Structure activity relationship

  摘要：

  The structure-activity relationship (SAR) for a novel series of catechol conjugated siderophore cephalosporins is described with their in vitro activities against multi-drug resistant Gram-negative pathogens including Pseudomonas aeruginosa, Acinetobacter baumannii, Stenotrophomonas maltophilia and Enterobacteriaceae. Cefiderocol (3) was one of the best molecules which displayed well-balanced and potent activities against multi-drug resistant Gram-negative pathogens including carbapenem resistant bacteria among the prepared compounds with the modified C-7 side chain and the modified C-3 side chain. Cefiderocol (3) is a highly promising parenteral cephalosporin for the treatment of multi-drug resistant Gram-negative infection. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.06.014

文献信息

• NOVEL CEPHEM DERIVATIVE
  申请人：Kusano Hiroki

  公开号：US20130096299A1

  公开（公告）日：2013-04-18

  Provided is a cephem compound which has a wide antimicrobial spectrum, and in particular exhibit potent antimicrobial activity against beta-lactamase producing Gram negative bacteria, and pharmaceutical composition comprising the same. A Compound of the formula (I): wherein W and U are as defined in the specification; R 1 is as defined in the specification; R 2A and R 2B are as defined in the specification, provided that R 2A and R 2B are not taken together to form an optionally substituted oxime group when R 1 is aminothiazole or aminothiadiazole optionally protected at the amino group; ring A is a benzene ring or a 6-membered aromatic heterocyclic group having 1-3 nitrogen atoms; R 3 is a hydrogen atom, —OCH 3 or —NH—CH(═O); k is an integer from 0 to 2; R 4 is as defined in the specification; and D and E are as defined in accordance with a) or b) described in the specification.

  提供一种头孢菌素化合物，具有广泛的抗菌谱，特别对产β-内酰胺酶的革兰氏阴性细菌表现出强效的抗菌活性，以及包含该化合物的药物组合物。 化合物的结构式（I）如下： 其中 W和U如规范中定义； R1如规范中定义； R2A和R2B如规范中定义，但要求当R1为氨基噻唑或氨基噻二唑，在氨基团上选择性保护时，R2A和R2B不能一起形成可选择取代的肟基团； 环A是苯环或具有1-3个氮原子的6元芳香杂环基团； R3是氢原子，—OCH3或—NH—CH(═O)； k是从0到2的整数； R4如规范中定义；以及 D和E根据规范中描述的a)或b)中的定义。