The half-neutralization potentials (HNP) of a series of biologically active fluoromethanesulfonamides were determined in 67% N, N-dimethylformamide-water. A plot of aqueous pKa vs. HNP for nine methanesulfonamides and fluoromethanesulfonamides in the series was used to calculate the pKa's of the remaining water-insoluble sulfonamides. The pKa's of eight aryl-substituted 1,1,1 -trifluoro-lV-phenylmethanesulfonamides correlated better with the Hammett substituent constant than with ~or

or toxicological symptoms and all the birds remained healthy throughout the study. Feed consumption was significantly reduced at the 300 g/ton level and the birds in this group ended th$ medication period gaining 60% as much weight as the control group. There were no discernible differences in the quality of the eggs or the egg shell.

A series of isosteres of 3-benzoyltrifluoromethanesulfonanilide involving alternatives to the carbonyl linking group was synthesized and screened for antiinflammatory activity in the carrageenan rat paw edema test. The systems examined were of the type m-CF3SO2NH-C6H4-X-C6H5, where X was -CROH-, -CHR-, -CH(OH)CH2-, -COCH2-, -CH2CO-, greater than C equal to CR2, -CR equal to CH, -C identical to C-, -CH2CH2-, CONH-, -NR-, -O-, -S(O)n- (n equal to 0,1,2), and carbon-carbon single bond. Many ortho and para derivatives were also tested. Several of these new trifluoromethanesulfonanilides proved equipotent with phenylbutazone. The effects on the anticarrageenan activity of both the nature and ring position of X are discussed.

Notes 1413 the mixture was cooled and filtered to give 4.6 g. of O-methyl benzothiazole-2-carboxaldoxime, m.p. 65-68°.Anal. Found: C, 55.7; H, 4.4. This product (4.0 g.) and 10 ml. of methyl iodide in 75 ml. of methanol were refluxed for 85 hr. Ether was added to give 0.6 g. of an orange solid, m.p. 201-203°dec.

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