Epithienamycin C | 63599-16-6

• 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: Epithienamycin C
• 英文别名: (5R,6S)-3-(2-acetamidoethylsulfanyl)-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• CAS: 63599-16-6
• 化学式: C₁₃H₁₈N₂O₅S
• 分子量: 314.36
• InChiKey: VUDXUIMGYZQRKK-SKWCMTHISA-N

物化性质

• 沸点：
  628.5±55.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

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：
  0.62
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  6

文献信息

• Esters of beta-lactam antibiotics, a process for their preparation pharmaceutical compositions containing them and the compounds for use as antibacterial agents
  申请人：BEECHAM GROUP PLC

  公开号：EP0004132A1

  公开（公告）日：1979-09-19

  The compounds of the formulae (V) - (X): wherein R is a group of the sub-formula (a), (b) or (c): Artwork s where Ri is a hydrogen atom or a methyl or ethyl group; R2 is a lower alkyl, lower-alkylaryl or aryl group; and R3 is a -CHR4-CHR4 orCRs=CRs group where R4 is a hydrogen atom or a methyl group and Rs is a hydrogen atom, a methyl group or R4 and R5 together with the carbon atoms to which they are attached form the residue of a phenyl group or of a phenyl group substituted by one or two lower alkyl or lower alkoxyl groups of fluorine, chlorine or bromine atoms; and R1 is a lower alkyl, lower alkenyl, lower alkynyl or aralkyl group; are antibacterial agents. Their preparation and compositions are described.

  式 (V) - (X) 的化合物： 其中 R 是子式 (a)、(b) 或 (c) 的基团： 作品 s 其中 Ri 是氢原子或甲基或乙基；R2 是低级烷基、低级烷芳基或芳基；其中 R4 是氢原子或甲基，Rs 是氢原子、甲基或 R4 和 R5 与它们所连接的碳原子一起形成苯基或被一个或两个氟、氯或溴原子的低级烷基或低级烷氧基取代的苯基的残基；以及 R1 是低级烷基、低级烯基、低级炔基或芳烷基。本文介绍了它们的制备方法和成分。
• Alkylcarbapenems, their preparation, use in pharmaceutical compositions and intermediates
  申请人：BEECHAM GROUP PLC

  公开号：EP0005349A1

  公开（公告）日：1979-11-14

  This invention provides the antibacterial compounds of the formula (I): and salts and cleavable esters thereof wherein A is a C=CH-CH3 or CH-CH2-CH3 group and Y is a -S-CH2CH2-, -S-CH = CH- or -SO-CH = CH- group. The invention also relates to process for the preparation of the said compounds and pharmaceutical compositions containing them.

  本发明提供了式(I)的抗菌化合物： 及其盐和可裂解酯，其中 A 是 C=CH-CH3 或 CH-CH2-CH3 基团，Y 是 -S-CH2CH2-、-S-CH = CH- 或 -SO-CH = CH- 基团。 本发明还涉及上述化合物的制备工艺和含有这些化合物的药物组合物。
• Process for the preparation of beta-lactam antibiotics
  申请人：BEECHAM GROUP PLC

  公开号：EP0044142A1

  公开（公告）日：1982-01-20

  The present invention provides a process for the preparation of antibacterially active carbapenems of the formula: and salts and esters thereof wherein R1 and R2 are independently hydrogen or an organic group bonded via a carbon atom and R3 is a group NR4R5 wherein R4 optionally substituted alkyl, aryl and aralkyl, and R5 is hydrogen or optionally substituted alkyl or R3 is optionally substituted aryl or alkyl: which process comprises the reaction of a C-3 mercapto carbapenem with an aziridine (CH2)2NCOR3.

  本发明提供了一种制备具有抗菌活性的式碳青霉烯类化合物的工艺： 及其盐和酯 其中 R1 和 R2 独立地为氢或通过碳原子键合的有机基团，R3 为基团 NR4R5，其中 R4 为任选取代的烷基、芳基和芳烷基，R5 为氢或任选取代的烷基或 R3 为任选取代的芳基或烷基：该工艺包括 C-3 硫代碳青霉烯与氮丙啶 (CH2)2NCOR3 反应。
• Beta-lactam antibiotics, their preparation and use
  申请人：BEECHAM GROUP PLC

  公开号：EP0044170A1

  公开（公告）日：1982-01-20

  The present invention provides the compounds of the formula (II): and salts and esters thereof wherein R3 is a hydrogen atom or is an organic bonded via a carbon atom to the carbapenem ring, n is zero or one, X is a saturated or unsaturated hydrocarbon radical optionally substituted by bromo or chloro, and R4 is a C1-6 alkyl, C2-6 alkenyl, C1-10 aralkyl or aryl group, any of such groups R4 being optionally substituted. These compounds are useful as antibacterial agents.

  本发明提供了式(II)化合物： 及其盐和酯，其中 R3 是氢原子或通过碳原子与碳青霉烯环结合的有机物，n 是零或一，X 是饱和或不饱和的烃基，可任选被溴或氯取代，R4 是 C1-6 烷基、C2-6 烯基、C1-10 芳基或芳基，其中任一基团 R4 可任选被取代。这些化合物可用作抗菌剂。
• Inhibitors of bacterial growth
  申请人：THE JOHNS HOPKINS UNIVERSITY

  公开号：US10695322B2

  公开（公告）日：2020-06-30

  New antimicrobials targeting L,D-transpeptidases, non-classical cysteine peptidases, have been developed and their unique chemical structures identified. Carbapenems and penems of the present invention are unique among β-lactams as they acylate and inhibit L,D-transpeptidases, which likely results in their superior antimicrobial potency. These new antimicrobial agents can be used alone, or in combination with other classic antimicrobial agents that target D,D transpeptidases, when treating bacterial infections.

  针对非典型半胱氨酸肽酶 L,D-反肽酶的新型抗菌剂已经开发出来，并确定了其独特的化学结构。本发明的碳青霉烯类和青霉烯类在β-内酰胺类药物中是独一无二的，因为它们能酰化并抑制 L,D-转肽酶，这可能是它们具有卓越抗菌效力的原因。在治疗细菌感染时，这些新型抗菌剂可单独使用，也可与其他针对 D,D-转肽酶的经典抗菌剂联合使用。