579479-51-9Relevant articles and documents
Novel tricycloimidazoline derivatives method for production and use thereof as medicaments
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Page/Page column 4-5, (2010/02/11)
The invention relates to compounds of general formula (1) in which R1=H, F or OCH3 and may occupy the 2, 3, 4 or 5 position on the aromatic carbocycle, R2=H or CH3, R3=H, CH3, OH or OCH3, R4=H and R3 and R4 together can be a carbonyl group (C=0), the addition salts and optionally the hydrates of additional salts with pharmaceutically-acceptable mineral or organic acids and the isomers and tautomers thereof.
Preparation of conformationally constrained α2 antagonists: The bicyclo[3.1.0]hexane approach
Bonnaud, Bernard,Funes, Philippe,Jubault, Nathalie,Vacher, Bernard
, p. 3360 - 3369 (2007/10/03)
The aim of the research was to discover antagonists at α2 receptor subtypes potentially more selective than known compounds. We focused on new, conformationally restricted analogues of atipamezole. The key step in the synthetic sequences leading to target compounds relied on a rhodium-catalyzed intramolecular cyclopropanation reaction, the outcome of which varied with the nature of the diazo styrene precursor. Thus, depending on the substitution pattern of the double bond and the electronic properties of the diazo precursors, the cyclopropanes 2 or 7, naphtalenes 8, or pyrazolines 17 were formed. The byproducts 8 and 17 originated from different, nonoverlapping mechanisms. Among the racemates synthesized, three compounds (1a, 22a, and 22b) showed increased selectivity for α2A vs. α2B and α2C receptor subtypes, and consequently were prepared in enantiomerically pure form. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
