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Synthesis and antibacterial activity of 5-adamantan-1-yl-methyl analogues of trimethoprim

Orzeszko, B.; Fedoryński, M.ł; Laudy, A.E.; Starościak, B.J.; Orzeszko, A.

Acta Poloniae Pharmaceutica 63(5): 374-377

2006

ISSN/ISBN: 0001-6837
PMID: 17357587
Document Number: 603937
A series of new trimethoprim [5-(3,4,5-trimethoxy-benzyl)-pyrimidine-2,4- diamine] analogues were prepared by condensation of adamantane-1-carbaldehyde with 3-methoxypropionitrile, followed by reaction of resulting mixture of 2-adamantan-1-ylmethyl-3-methoxy-acrylonitrile and 3-adamantan-1-yl-2-methoxymethyl-acrylonitrile with guanidine, acetamidine and thiourea, respectively. The activity of compounds obtained and sulfamethoxazole, alone and in combination, against several bacterial strains, as well as fungi was investigated.

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