(5R,6R)-3-(2-aminoethylsulfanyl)-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

• 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: (5R,6R)-3-(2-aminoethylsulfanyl)-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• 化学式: C₁₁H₁₆N₂O₄S
• 分子量: 272.32
• InChiKey: WKDDRNSBRWANNC-BBVRLYRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  6

文献信息

• Beta-lactam antibiotics, their preparation, pharmaceutical compositions containing them and their preparation
  申请人：BEECHAM GROUP PLC

  公开号：EP0024832A1

  公开（公告）日：1981-03-11

  The compounds of the formula: and pharmaceutically acceptable salts and in-vivo hydrolysable esters thereof wherein R' is a hydrogen atom or a group selected from OH, OSO3H or a pharmaceutically acceptable salt or C1-4 alkyl ester thereof, OR2, SR3, OCOR2, OCO2R3 or OCONHR3, where R2 is a C1-6 alkyl group or an optionally substituted benzyl group and R3 is a C1-6 alkyl group or an optionally substituted benzyl or an optionally substituted phenyl group; and R22 is a hydrogen atom, C1-6 alkyl, C2-6 alkenyl, C3-6 alkynyl wherein the triple bond is not present on the carbon adjacent to the sulphur atom, aralkyl, C1-6 alkanoyl, aralkanoyl, aryloxyalkanoyl or arylcarbonyl, any of such R22 groups being optionally substituted; with the proviso that when R22 is 2-aminoethyl R' must be SR3 or OSOaH or a pharmaceutically acceptable salt or C1-4 alkyl ester thereof; have been found to be antibacterially active. Their use is described as are processes for their preparation.

  式中的化合物： 及其药学上可接受的盐和体内可水解的酯 其中 R' 是氢原子或选自 OH、OSO3H 或其药学上可接受的盐或 C1-4 烷基酯、OR2、SR3、OCOR2、OCO2R3 或 OCONHR3 的基团，其中 R2 是 C1-6 烷基或任选取代的苄基，R3 是 C1-6 烷基或任选取代的苄基或任选取代的苯基；R22是氢原子、C1-6烷基、C2-6烯基、C3-6炔基（其中与硫原子相邻的碳上不存在三键）、芳烷基、C1-6烷酰基、芳烷酰基、芳氧基烷酰基或芳羰基，其中任何一个R22基团均可任选取代；但当R22是2-氨基乙基时，R'必须是SR3或OSOaH或其药学上可接受的盐或C1-4烷基酯。本文介绍了它们的用途及其制备工艺。
• Process for the preparation of antibiotics
  申请人：BEECHAM GROUP PLC

  公开号：EP0028151A1

  公开（公告）日：1981-05-06

  The present invention provides a process for the preparation of a compound of the formula (O): wherein R° is -SCH2CH2NH2 which process comprises the reaction of a cleavable ester of a compound of the formula (0) wherein R° is H with an optionally protected compound XCH2CH2NH2 wherein X is a displaceable group.

  本发明提供了一种制备式（O）化合物的工艺： 其中 R°为-SCH2CH2NH2，该工艺包括将式（0）化合物（其中 R°为 H）的可裂解酯与任选保护的化合物 XCH2CH2NH2（其中 X 为可置换基团）反应。
• US4386029A
  申请人：——

  公开号：US4386029A

  公开（公告）日：1983-05-31
• US4473578A
  申请人：——

  公开号：US4473578A

  公开（公告）日：1984-09-25