- Pyridazine derivatives, VII. Synthesis and hypotensive activity of 3-hydrazinocycloalkyl[1,2-c]pyridazines and their derivatives.
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The preparation of a series of 3-hydrazinocycloalkyl[1,2-c]pyridazines 7 and some derivatives as hydrazones 8, 9, triazoles 10 and pyrroles 11 are described together with their hypotensive activity in normotensive rats.
- Teran,Ravina,Santana,Garcia-Dominguez,Garcia-Mera,Fontenla,Orallo,Calleja
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- Simple synthesis of ring-fused pyridazin-3-ones
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Bicyclic and tricyclic pyridazin-3-ones, 6,7-dihydro-5H-cyclopenta[e]-2H-pyridazin-3-one (5), 5,6,7,8-tetrahydrobenzo[e]-2H-pyridazin-3-one (6), 9,10-dihydronaphtho[1,2-e]-2H-pyridazin-3-one (15) and 9,10-dihydronaphtho[1,2-e]-2-methylpyridazin-3-one (21) were prepared in a one-pot procedure by reacting, hydrazine hydrate with a corresponding ketocarboxylic acid.
- Suzuki, Koichi,Senoh, Akihiro,Ueno, Kazunori
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p. 723 - 731
(2007/10/03)
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- Preparation of cycloalkano[c]pyridazinones and cycloalkane-condensed pyrrolo[1,2-a]imidazolone, -pyrimidinone and -[1,3]diazepinone stereoisomers
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From the 2-ethoxycarbonylmethyl-1-cycloalkanones (1a-c) with hydrazine, the cyclopenta- (2a), cyclohexa- (2b) and cyclohepta[c]pyridazinones (2c) were prepared. 2a-c were transformed to the corresponding dehydro derivatives (3a-c) by means of a recently-developed smooth oxidation method with CuCl2 in acetonitrile. Compounds (1) reacted with α,ω-alkylenediamines to furnish saturated cycloalkano[6]pyrrolo[1,2-cr]diazinones (4a-f). The structures of 4a-f were determined by 1H- and 13C-NMR methods, including DNOE, DEPT and 2D-HSC measurements, and for 4a also by X-ray analysis. The rings of the 2-perhydroindolone and its homologues are cis-fused, while the NH group of the heterocycle containing two N atoms and the annelational hydrogen are cis in all compounds prepared.
- Csende, Ferenc,Bernath, Gabor,Boecskei, Zsolt,Sohar, Pal,Stajer, Geza
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p. 323 - 330
(2007/10/03)
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