75715-81-0Relevant academic research and scientific papers
Synthesis and Immunological Activity of 5,6,6a,8,9,11a-Hexahydronaphthimidazothiazoles and 5,6,6a,9,10,11a-Hexahydronaphthimidazothiazoles
Saito, Masahiko,Kayama, Yasutaka,Watanabe, Tamaki,Fukushima, Hisashi,Hara, Takeshi,et al.
, p. 1364 - 1372 (1980)
A series of 5,6,6a,8,9,11a-hexahydronaphthimidazothiazoles (17 and 20) and 5,6,6a,9,10,11a-hexahydronaphthimidazothiazoles (18) has been synthesized with cis- and/or trans-1,2-diamino-1,2,3,4-tetrahydronaphthalenes (12) as the key intermediates and subsequently evaluated for immunological activity (effects on antibody formation and delayed-type hypersensitivity reaction).Among the compounds tested, trans-5,6,6a,8,9,11a-hexahydronaphthimidazo(2,1-b>thiazole (trans-17a) and (+/-)-5,6,6aβ-8,9,11aα-hexahydro-8β-hydroxy-9β-methyl-8α-phenylnaphthimidazothiazole (20a) showed the largest immunological activity in mice with a magnitude comparable to that of levamisole and were found to be considerably less toxic than levamisole in an acute toxicological study.The structures of 18a and 20a were determined by X-ray crystallography.
Cyclic Isothioureido Compounds II (1). Reaction of trans-3a,4,5,9b-Tetrahydronaphthimidazoline-2-thiones with α-Bromoketones
Hara, Takeshi,Kayama, Yasutaka,Fukushima, Hisashi
, p. 1089 - 1093 (2007/10/02)
The reaction of trans-3a,4,5,9b-tetrahydronaphthimidazoline-2-thiones (8) with α-bromoketones gave, depending upon the structure of the α-bromoketones, reaction solvent and reaction temperature, the hydrobromides of tetrahydronaphthimidazoli
