1-Azabicyclo(3.2.0)heptane-2-carboxylic acid, 3-((2-(acetylamino)ethyl)thio)-6-(1-hydroxyethyl)-7-oxo- | 74660-91-6

• 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: 1-Azabicyclo(3.2.0)heptane-2-carboxylic acid, 3-((2-(acetylamino)ethyl)thio)-6-(1-hydroxyethyl)-7-oxo-
• 英文别名: 3-(2-acetamidoethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• CAS: 74660-91-6
• 化学式: C₁₃H₂₀N₂O₅S
• 分子量: 316.38
• InChiKey: ARJTYOGGADEZMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  6

文献信息

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

  公开号：EP0008888A1

  公开（公告）日：1980-03-19

  The compounds of the formula (II) : and salts and esters thereof wherein R, is a lower alkyl group, an aralkyl group or is a lower alkyl group substituted on other than the carbon atom to which the sulphur atom is attached by a CO2R3, OR4, N(R5)COR6, N(R5)CO2R6 or N(R5)R7 group or by a C02R3 and a N(R5)COR6 group wherein R3 is a group such that CO2R3 is a carboxylic acid group or a salt or lower alkyl or benzyl ester thereof; R4 is a hydrogen atom or a lower alkyl, lower acyl, benzyloxycarbonyl or p-nitrobenzyloxycarbonyl group or a CONR8R9 group, R5 is a hydrogen atom or a lower alkyl group; R6 is a lower alkyl, benzyl or p-nitrobenzyl group; R7 is a hydrogen atom or a lower alkyl aralkyl, benzhydryl or trityl group; R8 is a hydrogen atom or a lower alkyl or phenyl group; R9 is a hydrogen atom or a lower alkyl group; and R2 is a hydrogen atom or an azidoloweralkyl group or a group CR10R11R12 wherein R10 is a hydrogen atom or a hydroxyl group; R11 is a hydrogen atom or a lower alkyl group; and R12 is a hydrogen atom, loweracyloxyloweralkyl group, hydroxyloweralkyl group, tower alkyl group, a benzyl group, a phenyl group or is joined to R11 to form part of a C5-7 carbocylic ring or is a group of the formula CH(OH)R13 or CHX wherein R13 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR14R1 group where R14 is a hydrogen atom or a lower alkyl, phenyl, CNCO2R16 or COR16 group where R16 is lower alkyl, phenyl or benzyl group and R15 is a hydrogen atom or a lower alkyl group or is joined to R14 to form part of a CS.7 carbocyclic ring; except all isomers of thienamycin and except compounds wherein R2 is ethyl or 1-hydroxyethyl and R, is β-aminoethyl or β-acetamidoethyl and except compounds wherein R2 is isopropyl and R1 is trans β-acetamidoethyl, are antibacterials. Their preparation and their use in pharmaceutical compositions are described.

  式 (II) ： 及其盐和酯 其中 R，是低级烷基、芳烷基或在硫原子所连接的碳原子以外的碳原子上被 CO2R3、OR4、N(R5)COR6、N(R5)CO2R6 或 N(R5)R7 基团或被 C02R3 和 N(R5)COR6 基团取代的低级烷基，其中 R3 是 CO2R3 是羧酸基或其盐或低级烷基或苄基酯的基团；R4 是氢原子或低级烷基、低级酰基、苄氧羰基或对硝基苄氧羰基或 CONR8R9 基团； R5 是氢原子或低级烷基； R6 是低级烷基、苄基或对硝基苄基； R7 是氢原子或低级烷基芳基、苯甲基或三苄基； R8 是氢原子或低级烷基或苯基；R9 是氢原子或低级烷基；以及 R2 是氢原子或叠氮低级烷基或 CR10R11R12 基团，其中 R10 是氢原子或羟基；R11 是氢原子或低级烷基；和 R12 是氢原子、低级乙氧基低级烷基、羟基低级烷基、塔式烷基、苄基、苯基或与 R11 连接形成 C5-7 碳环的一部分，或者是式 CH(OH)R13 或 CHX 的基团，其中 R13 是氢原子或低级烷基，X 是氧原子或 CR14R1 基团，其中 R14 是氢原子或低级烷基、CNCO2R16或COR16基团，其中R16是低级烷基、苯基或苄基，R15是氢原子或低级烷基，或与R14连接形成CS的一部分。7除了噻那霉素的所有异构体，除了 R2 是乙基或 1-羟乙基和 R 是 β-氨基乙基或 β-乙酰氨基乙基的化合物，除了 R2 是异丙基和 R1 是反式 β-乙酰氨基乙基的化合物，这些化合物都是抗菌剂。本文介绍了它们的制备方法及其在药物组合物中的用途。