Synthesis and analgetic activity of nicotinic esters of morphine derivatives.
The synthesis of morphine nicotinates is described using nicotinyl chloride in the presence of pyridine. Isomorphine and isocodeine nicotinates were prepared from the corresponding morphine and codeine derivatives with nicotinic acid in the presence of triphenylphosphine and diethyl azodicarboxylate. Unexpectedly the reaction of 14-hydroxy-dihydromorphinone derivatives was anomalous, enolesters were formed. The analgetic activity of selected compounds was determined.
Hosztafi
S
S
Alkaloida Chemical Company Ltd., Tiszavasvári, Hungary.
Köhegyi
I
I
Simon
C
C
Fürst
Z
Z
D000701:Analgesics, Opioid / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D003061:Codeine / Q000031:analogs & derivatives / Q000494:pharmacology; D004357:Drug Synergism; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D009022:Morphine Derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009539:Nicotinic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010147:Pain Measurement / Q000187:drug effects; D051381:Rats; D017208:Rats, Wistar; D012890:Sleep / Q000187:drug effects
D000701:Analgesics, Opioid; D009022:Morphine Derivatives; D009539:Nicotinic Acids; D003061:Codeine