Regioisomeric 5(3)-aminomethyl-3(5)-phenylisoxazoles: synthesis, spectroscopic discrimination, and muscarinic activity.
The regioselective synthesis of isomeric 5(3)-aminomethyl-3(5)-phenyl isoxazoles using different methods is described. Spectroscopic data, especially mass spectrometric fragmentation, were used to identify and characterize the regioisomers. The muscarinic activity of these isoxazoles was assayed on isolated guinea-pig ileum and atria as well as on isolated rabbit vas deferens.
Dannhardt
G
G
Johannes Gutenberg-Universität, Fachbereich Chemie und Pharmazie, Institut für Pharmazie, Mainz, Germany.
Lambrecht
G
G
Laufer
S
S
Mutschler
E
E
Schweiger
J
J
D000818:Animals; D018678:Cholinergic Agents / Q000032:analysis / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects*; D009200:Myocardial Contraction / Q000187:drug effects; D010080:Oxazoles / Q000032:analysis / Q000138:chemical synthesis* / Q000494:pharmacology; D011817:Rabbits; D014649:Vas Deferens / Q000187:drug effects
D018678:Cholinergic Agents; D010080:Oxazoles