Synthesis and antibacterial evaluation of ureides of Baylis-Hillman derivatives.
The synthesis of several 1-(2-cyano-3-aryl-allyl)-3-aryl-urea(thiourea) constructed from the reaction between allylamines generated from Baylis-Hillman acetates and substituted isocyanates and isothiocyanates has been described. Further, their cyclization in the presence of a base led to the formation of 5-arylmethyl-4-imino-3-aryl-3,4-dihydro-1H-pyrimidin-2-ones. All compounds were tested for their antibacterial activity. Few of the compounds showed superior activity or were equipotent to the standard antibacterial agents.
Nag
Somnath
S
Medicinal Chemistry Division, Central Drug Research Institute, PO Box 173, Lucknow 226 001, India.
Pathak
Richa
R
Kumar
Manish
M
Shukla
P K
PK
Batra
Sanjay
S
D000085:Acetates / Q000737:chemistry; D000499:Allylamine / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D003500:Cyclization; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D017953:Isocyanates / Q000737:chemistry; D017879:Isothiocyanates / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D013890:Thiourea / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D014508:Urea / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology
D000085:Acetates; D000900:Anti-Bacterial Agents; D017953:Isocyanates; D017879:Isothiocyanates; D000499:Allylamine; D014508:Urea; D013890:Thiourea