TY - JOUR T1 - THE TOXICITY, TREPONEMICIDAL ACTIVITY, AND POTENTIAL THERAPEUTIC UTILITY OF SUBSTITUTED PHENYLARSENOXIDES III. MONOSUBSTITUTED COMPOUNDS: ACIDS, ESTERS, BENZOPHENONE, METHYLSULFONE JF - Journal of Pharmacology and Experimental Therapeutics JO - J Pharmacol Exp Ther SP - 221 LP - 227 VL - 70 IS - 2 AU - HARRY EAGLE AU - RALPH B. HOGAN AU - GEORGE O. DOAK AU - HARRY G. STEINMAN Y1 - 1940/10/01 UR - http://jpet.aspetjournals.org/content/70/2/221.abstract N2 - The relative treponemicidal activity in vitro and toxicity in white mice have been determined for o-, m-, and p-COOH, o- and p-SO3Na, p-OCH2COOH, p-CH=CHCOOH, p-CH2COOH, p-(CH2)2COOH, p-(CH2)3COOH, p-NHCO(CH)2COOH, m-COOC2H5, p-COOC2H5, p-COC6H5, p-COCH3, and p-SO2CH3 phenylarsenoxides. In general, mono-substitution with an acidic group markedly inhibited the activity and decreased the potential therapeutic utility of phenylarsenoxide. The mechanism of that inhibition is discussed in the text. Blocking the acidic group, either by esterification, or as in the acetophenone, benzophenone and methylsulfone compounds, largely removed the inhibitory effect of the acid on treponemicidal activity, and with two of the compounds resulted in a ratio of treponemicidal activity:toxicity significantly exceeding that of phenylarsenoxide. ER -