4'-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate, hydrochloride

• 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: 4'-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate, hydrochloride
• 英文别名: (4-nitrophenyl)methyl (6R,7R)-7-amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate,hydrochloride；(4-nitrophenyl)methyl (6S)-7-amino-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;hydrochloride
• 化学式: C₁₄H₁₂ClN₃O₅S*ClH
• 分子量: 406.246
• InChiKey: QUSLYJRJAKKYQP-FOKUGOJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  亚磷酸三苯酯 、 isobutyraldehyde hydrate 、 3-methyl-2-(4-nitro-benzyloxy-carbonyl)-8-oxo-7-phenoxyacetamido-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene 在 吡啶 、 氯 作用下， 以 二氯甲烷 为溶剂， 生成 4'-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate, hydrochloride
  参考文献：
  名称：

  Process for preparation of penicillin and cephalosporin imino halides

  摘要：

  青霉素和头孢菌素亚胺卤化物是通过将6-酰胺基青霉素或7-酰胺基头孢菌素与从三芳基膦酸酯和氯或溴衍生的新型氯化化合物反应制备的。亚胺卤化物产品是抗生素化合物制备过程中的中间体。

  公开号：

  US04211702A1

文献信息

• Cephem compounds, processes for their preparation and pharmaceutical compositions containing them
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0007633A2

  公开（公告）日：1980-02-06

  A compound of the formula: wherein R1 is amino or protected amino, R2 is lower alkyl substituted with a substituent selected from the groups consisting of cyano, carbamoyl, hydroxy, protected hydroxy. amino. protected amino, lower alkoxy, lower alkylthio, lower alkenylthio, aryl which may have one or more suitable substituent(s). and heterocyclic group which may have one or more suitable substituent(s), R3 is carboxy or functionally modified carboxy, and R4 is hydrogen or halogen and its pharmaceutically acceptable salt and pharmaceutically acceptable bioprecursor thereof and process for their preparation. The invention also relates to a pharmaceutical composition comprising. as an effective ingredient, the above com. pound in association with a pharmaceutically acceptable, substantially nontoxic carrier or excipient. and to a method for treating an infectious disease caused by pathogenes, which comprises administering the above compound to infected human being or animals.

  式中的化合物： 其中 R1 是氨基或保护氨基、 R2是被选自以下组别的取代基取代的低级烷基：氰基、氨基甲酰基、羟基、受保护羟基、氨基、受保护氨基、低级烷氧基、低级烷硫基、低级烯硫基、可具有一个或多个合适取代基的芳基和可具有一个或多个合适取代基的杂环基、 R3 是羧基或官能修饰的羧基，以及 R4 是氢或卤素 及其药学上可接受的盐和药学上可接受的生物前体及其制备工艺。 本发明还涉及一种药物组合物，其有效成分包括与药学上可接受的、基本上无毒的载体或赋形剂一起使用的上述化合物；本发明还涉及一种治疗由病原体引起的传染病的方法，该方法包括将上述化合物施用于受感染的人或动物。
• Processes for preparation of beta-lactam compounds
  申请人：ELI LILLY AND COMPANY

  公开号：EP0014567A1

  公开（公告）日：1980-08-20

  Kinetically controlled triaryl phosphite halogen compounds of the formula wherein X is Cl or Br, and Z is hydrogen, halo, C1-C4 alkyl or C1-C4 alkoxy, are used to effect a) halogenation of a C-6 or C-7 acylamine penicillin or cephalosporin, b) halogenation of a 3-hydroxy-3-cephem, c) one step halogenation of a C-7 acylamine-3-hydroxy- cephem d) reduction of a cephalosporin sulfoxide e) one step reduction/halogenation of a 3-hydroxy cephalosporin sulfoxide f) one step reduction/halogenation of a C-7 acylamine cephalosporin sulfoxide g) one step reduction/halogenation of a C-7 acylamino-3-hydroxy cephalosporin sulfoxide.

  动力学控制的三芳基亚磷酸酯卤素化合物的化学式为 其中 X 是 Cl 或 Br，Z 是氢、卤素、C1-C4 烷基或 C1-C4 烷氧基，用于实现 a) C-6 或 C-7 氨基酰青霉素或头孢菌素的卤化、 b) 卤化 3-羟基-3-头孢菌素、 c) C-7 乙酰氨基-3-羟基-头孢的一步卤化反应 d) 还原头孢菌素亚砜 e) 一步还原/卤化 3-羟基头孢菌素亚砜 f) C-7 乙酰氨基头孢菌素亚砜的一步还原/卤化反应 g) C-7 乙酰氨基-3-羟基头孢菌素亚砜的一步还原/卤化反应。
• Halogenating compounds and a process for their production
  申请人：ELI LILLY AND COMPANY

  公开号：EP0015079A1

  公开（公告）日：1980-09-03

  A halogenating compound is described of the general formula which is the kinetically controlled product of the reaction of equivalent amounts of a triaryl phosphite of the formula and chlorine or bromine in a substantially anhydrous inert organic solvent wherein in the above formulas Z is hydrogen, halo, C1-C4 alkyl or C1-C4 alkoxy, and X is Cl or Br.

  描述了一种通式为 是等量的式三芳基亚磷酸酯与氯或溴在基本无水的惰性有机溶剂中反应的动力学控制产物。 和氯或溴在基本无水的惰性有机溶剂中反应的产物，其中上述式子中 Z 为氢、卤素、C1-C4 烷基或 C1-C4 烷氧基，X 为 Cl 或 Br。
• Process for the stabilization of halogenating compound and stabilized halogenating compositions
  申请人：ELI LILLY AND COMPANY

  公开号：EP0015080A1

  公开（公告）日：1980-09-03

  There is described a process for the stabilization of compounds of the general formula wherein X is Cl or Br and Z is hydrogen, halo, C1-C4 alkyl or C1-C. alkoxy, which compounds are the kinetically controlled products of the reaction of equivalent amounts of a triaryl phosphite of the formula and chlorine or bromine in a substantially anhydrous inert organic solvent, which comprises mixing the halogenating compounds in an inert organic solvent with a stabilizing amount of a tertiary amine base or a complexing agent selected from a Lewis acid-metal halide, phosphorous pentachloride or bromine; with the limitation that when X is Cl the complexing agent is not bromine.

  本发明描述了一种通式化合物的稳定化工艺，其中 X 为 Cl 或 Br，Z 为氢、卤素、C1-C4 烷基或 C1-C. 烷氧基。 其中 X 是 Cl 或 Br，Z 是氢、卤素、C1-C4 烷基或 C1-C.烷氧基，该化合物是等量的式三芳基亚磷酸酯与氯或溴在基本无水的惰性有机溶剂中反应的动力学控制产物。 和氯或溴在基本无水的惰性有机溶剂中的反应，其中包括在惰性有机溶剂中将卤化化合物与稳定量的叔胺碱或选自路易斯酸-金属卤化物、五氯化磷或溴的络合剂混合；但当 X 为 Cl 时，络合剂不是溴。
• New cephem compounds, processes for preparation thereof and pharmaceutical composition comprising the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0048915A2

  公开（公告）日：1982-04-07

  A compound of the formula: wherein R1 is amino or protected amino, R2 is carboxy (lower) alkyl or protected carboxy (lower) alkyl, R3 is halogen or lower alkoxy, and R4 is carboxy or protected carboxy, and a pharmaceutically acceptable salt thereof, and processes for their preparation and also a pharmaceutically composition comprising, as an effective ingredient, the above compound in association with pharmaceutically acceptable carriers.

  一种式中 R1 为氨基或受保护氨基，R2 为羧基（低级）烷基或受保护羧基（低级）烷基，R3 为卤素或低级烷氧基，R4 为羧基或受保护羧基的化合物及其药学上可接受的盐，以及它们的制备工艺和一种药用组合物，其中作为有效成分，上述化合物与药学上可接受的载体结合在一起。