Omega-dialkylaminoalkyl ethers of 3-exo-dialkylamino-(Z)-camphoroximes with antiarrhythmic and local anesthetic activities.
The synthesis of 3-exo-dialkylamino-(Z)-camphoroximes 7 starting from a mixture of 3-endo- and 3-exo-bromocamphornitrimine, hydroxylamine hydrochloride and excess secondary amine (dimethylamine, pyrrolidine, piperidine or morpholine) is described. Compounds 7 gave a series of omega-dialkylaminoalkyl ethers 9, 10 and 11 by reaction of 7 as sodium salts with omega-chloroalkyldialkylamines in DMF solution. Some of compounds 9, 10, 11 showed an appreciable antiarrhythmic and local anesthetic activity in rats and mice, respectively.
Ranise
A
A
Istituto di Scienze Farmaceutiche dell'Università Genova, Italy.
Bondavalli
F
F
Bruno
O
O
Schenone
P
P
Faillace
G
G
Coluccino
A
A
Filippelli
W
W
Di Sarno
A
A
Marmo
E
E
D000588:Amines / Q000138:chemical synthesis / Q000494:pharmacology; D000779:Anesthetics, Local / Q000138:chemical synthesis*; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects; D002164:Camphor / Q000138:chemical synthesis* / Q000494:pharmacology; D004987:Ethers / Q000138:chemical synthesis / Q000494:pharmacology; D006339:Heart Rate / Q000187:drug effects; D051379:Mice; D010091:Oximes / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
D000588:Amines; D000779:Anesthetics, Local; D000889:Anti-Arrhythmia Agents; D004987:Ethers; D010091:Oximes; D002164:Camphor