Ionization of Sulfonamides

Mechanism of Silver Sulfadiazine Action on Burn Wound Infections

“…AgSD, on the contrary, showed a moderate initial dissociation, with continual release of silver over the time observed. The ionization constants of the sulfonamides (10), and possibly of the other compounds also, would appear to contribute importantly to the differences in the antibacterial activity of their silver salts. To estimate the obtainable silver ions on the wound surface when these different silver salts were used, the bacterial binding of silver from the supernatant and sediments of human serum reacted with these compounds was measured. Considerable amounts of AgSC, AgSM, and AgST remained unreacted in the sediment; the uptake from these compounds was much less, presumably because of their slow dissociation rates, hence the non-availability of silver ions.…”

The Comparative Effect of Some Sulfonamides on Experimental Trichinosis in White Mice

“…It was decided to administer the sulfonamides by incorporating them in the ration (Bieter et al, 1939(Bieter et al, , 1940 rather than in the water (Seastone, 1937) or at frequent daily intervals (Feinstone et al, 1938). It was thought too inconvenient and disturbing to the host to administer the drug individually several times daily throughout the long therapy period, and in the water it was doubted that the host would get sufficient quantities of some of the sulfa drugs since Fox and Rose (1942) reported a low solubility rate for some of the sulfonamides to be tested. Incorporating the drugs in the ration appeared likely to be the most feasible method of administration, because the frequent and regular feeding habit of the mouse insured the presence of sufficient quantities of the various sulfonamides in the intestine to maintain a desirable constant blood and tissue concentration.…”

Antimalarials: Screening of (Orally Administered) Silver Sulfonamides against <i>Plasmodium berghe</i><i>i</i>

“…Attempts to determine its structure by X-ray crystallography failed because the crystals obtained were not adequate. It is believed that the silver moiety is attached to the sulfonamido-nitrogen [14,15]. The drug is extremely stable in the pres ence of various prosthetic groups such as flavin-type enzymes, exerting its antibacterial effect topically by the deposition of silver in the bacterial DNA [16][17][18].…”