Synthesis of some 6-alkylureido-4-aryl-2(1H)-pyridones: further transformations and pharmacological activity
Year: 2015
Type: article
Abstract: The Michael addition of enaminoesters to coumarins (1) does not lead to the formation of simple adducts3but to the rearranged 4-aryl-2-pyridone4a. Now,N-carbamoylation of the 6-amino-2-pyridone4awith alkyl isocyanates and further transformation of the corresponding novel ureido-2-pyridone derivatives6a–ginto chromeno[3,4-c]pyridines5d,gandO-acetyl derivatives7a–gare reported. All newly synthesized compounds were characterized by means of1H/13C NMR, MS, IR spectra and elemental analysis. The structure of the ureide6fand of theN-cyclohexyl-O-acetyl derivative7gwere additionally confirmed by crystal structure determinations. Acute toxicity after intraperitoneal administration, blood clotting time, analgesic activity and the effects on the hexobarbital sleeping time were tested on laboratory animals (compounds4a,6a,6c,6dand6g).
Source: Zeitschrift für Naturforschung B
Institutions: Medical University of Sofia, University of Stuttgart
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W2564415693