申请人:KYOWA HAKKO KOGYO CO., LTD
公开号:EP0082501A1
公开(公告)日:1983-06-29
β-Lactam compounds represented by the general formula:
wherein Acyl represents:
[where R, represents a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, a substituted lower alkyl group having 1 to 6 carbon atoms (where the substituent is a cyano group, a halogen atom, a carboxyl group, a lower alkoxycarbonyl group having 2 to 6 carbon atoms, or a carbamoyl group), or a group represented by:
(where R2 and R3 are same or different, and represent hydrogen atoms, lower alkyl groups having 1 to 5 carbon atoms, or a 3 to 6-membered cycloalkylidene group with the carbon atoms bonded thereto; A represents a phenyl or naphtyl group respectively substituted by (OR4)n and further optionally substituted by other group(s); R4 represents a hydrogen atom, or a lower alkanoyl group having 1 to 5 carbon atoms; and m represent 0 or 1; n represents an integer of 1 to 4)], or
[where R5 represents a hydrogen atom, a lower alkanoyl group having 1 to 5 carbon atoms, a carbamoyl group, a lower alkyl group having 1 to 5 carbon atoms, a carbamoyl group substituted by a lower alkanoyl group having 1 to 5 carbon atoms, or a group represented by:
(where R2, R3, A, R4, and n have the same meanings as defined above)]; X represents a methoxy group, an azide group, an amino group, NHCOR6 (where R6 represents a lower alkyl group having 1 to 5 carbon atoms, an amino group, or a lower alkylamino group having 1 to 5 carbon atoms, S - R7 (where R7 represents a substituted or unsubstituted 5 or 6-membered monocyclic or bicyclic heterocyclic group having 1 to 5 nitrogen, oxygen or sulfur atoms), a pyridinium group, or a substituted pyridinium group; and R represents a hydrogen atom, an alkali metal, an alkaline earth metal, an organic ammonium group or an ester residue readily hydrolyzable in vivo. In spite of the above definition, where X is a methoxy group, R, is a hydrogen atom, a lower alkyl group having 1 to 6 carbon atoms, or a substituted lower alkyl group having 1 to 6 carbon atoms (where the substituent is a cyano group, a halogen atom, or a carbamoyl group) have a strong anti-microbial activities against a wide range of Gram positive and Gram negative bacteria.
由通式表示的β-内酰胺化合物:
其中酰基代表:
[其中 R 代表氢原子、具有 1 至 6 个碳原子的低级烷基、具有 1 至 6 个碳原子的取代低级烷基(其中取代基为氰基、卤素原子、羧基、具有 2 至 6 个碳原子的低级烷氧基羰基或氨基甲酰基),或由以下基团代表的基团:
(其中 R2 和 R3 相同或不同,分别代表氢原子、具有 1 至 5 个碳原子的低级烷基或碳原子成键的 3 至 6 元环亚烷基;A 代表分别被 (OR4)n 取代的苯基或萘基,并可进一步任选被其他基团取代;R4 代表氢原子或具有 1 至 5 个碳原子的低级烷酰基;m 代表 0 或 1;n 代表 1 至 4 的整数)],或
[其中 R5 代表氢原子、具有 1 至 5 个碳原子的低级烷酰基、氨基甲酰基、具有 1 至 5 个碳原子的低级烷基、被具有 1 至 5 个碳原子的低级烷酰基取代的氨基甲酰基、或由以下各项代表的基团:
(其中 R2、R3、A、R4 和 n 的含义与上述定义相同)];X 代表甲氧基、叠氮基、氨基、NHCOR6(其中 R6 代表具有 1 至 5 个碳原子的低级烷基、氨基或具有 1 至 5 个碳原子的低级烷基氨基)、S - R7(其中 R7 代表具有 1 至 5 个氮、氧或硫原子的取代或未取代的 5 或 6 元单环或双环杂环基团)、吡啶鎓基团或取代的吡啶鎓基团;R 代表氢原子、碱金属、碱土金属、有机铵基或在体内易水解的酯残基。尽管有上述定义,但其中 X 是甲氧基,R 是氢原子、具有 1 至 6 个碳原子的低级烷基或具有 1 至 6 个碳原子的取代低级烷基(其中取代基是氰基、卤素原子或氨基甲酰基),对多种革兰氏阳性和革兰氏阴性细菌具有很强的抗微生物活性。