.beta.-lactam antibiotics and processes for their...

C - Chemistry – Metallurgy – 07 – D

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260/104.3, 260/1

C07D 499/70 (2006.01) C07D 233/38 (2006.01) C07D 499/00 (2006.01) C07D 501/20 (2006.01) C07D 503/00 (2006.01) C07D 505/00 (2006.01)

Patent

CA 1064020

Abstract 6- [.alpha.(Imidazolidin-2-on-1-ylcarbonylamino)-sub- stitiuted acetamido]penicillanic acids, and the correspondingly 7-substituted ceph-3em-4-carboxylic acids, characterized by the presence of a methyleneamino or substituted methylene- amino group on the 3-nitrogen atom of the imidazoline ring are prepared through acylation of an 6-[.alpha.-(amino)substituted acetamido]penicillaic acid or the corresponding 7-[.alpha.-(amino)- substituted acetamido]ceph-3-em-4-carboxylic acid with a reactive nucleofugic derivative of a 3-methyleneaminoimidazoli- din-2-on-1-carboxylic acid. The compounds, of which 6-[.alpha.- (3-benzaliminoimidazolidin-2-on-1-ylcarboxylamio)cyclohexa- 1,4 dien-1-ylacetamido]penicillanic acid and 7-[.alpha.-(3-furylidene- aminoimidazolidin-2-on-1-ylcarbonylamino)phenylacetamido]- 3-(3-methylthiadiazol-5-ylthiomethyl)ceph-3-em-4-carboxylic acid are typical examples, are antibacterial agents.

239913

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