Antibacterial N-[omega,omega'-bis(alicyclic and aryl)-sec-alkyl]-1,3-diamino-2-propanol dihydrochloride salts.
A series of 14 antibacterial N-[omega,omega'-bis(cycloalkyl, bicyclo[2.2.1]heptyl, and substituted phenyl)-sec-alkyl]-1,3-diamino-2-propanol dihydrochloride salts were synthesized as potential topical antiseptics and disinfectants. Four derivatives which were particularly effective against Pseudomonas aeruginosa encompassed the three diverse ring-type substituents and an 8-n-pentadecyl moiety. The calculated Hansch hydrophobic parameter (pi) for the N-substituents of the more efficient compounds were in the range 7.0--9.0 and correlated with minimal inhibitory activity as a parabola for all of the products under the assay conditions. The potencies against Gram-positive and other Gram-negative bacteria were comparable to benzalkonium chloride and chlorhexidine.
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D001419:Bacteria / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D011412:Propanolamines / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D011412:Propanolamines