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In a search for antituberculous compounds of low toxicity, the isor~icotinyl-hydrazones of monohydroxybenzalde1~ydes and of the corresponding aldehydophenoxyacetic acids were prepared. When tested in uiuo, the isonicotinylhydrazones of 2-formyl-phenosyacetic acid and of 6-methosy-2-forr>l>~l-pllenoxyacetic acid showed the most marked antituberculous activity combined with low tosicity. The preparation of 6-methoxy-2-formyl-pherloxyacetic acid and of the isonicotinylhydrazone of 2-formyl-pherloxyacetic acid are described as representative examples. The results of microanalysis include data which define the antituberculous isonicotillylhydrazo~~es of 2-hydroxybenzaldeh)~de, 4-hydroxybenzaldehyde, and 2-hydroxy-3-methoxybenzaldehyde (0-vanillin). INTRODUCTIONFollowing the discovery of the antituberculous activity of isonicotinic acid hydrazide (isoniazid) by Grunberg and Schnitzer (5) and by Bernstein et al.(1) we recorded the marlied therapeutic action in the experimental tuberculous infection in mice of isonicotinylhydrazones of hydroxy substituted benzaldehydes (8). As a representative example of this group of compounds the isonicotinylhydrazone of 4-hydroxybenzaldehyde (I) was studied more closely (7).The low toxicity in mice shown by (I), as well as by isonicotinylhydrazones of other monohydroxybenzaldehydes, encouraged us to extend our research in this field.As the in vitro antituberculous activity of (I) approaches that of isoniazid, it was considered likely that the limited in vivo activity of thiscompound, as compared to that of isoniazid, may in part be due to its low solubility. I t appeared desirable, therefore, to introduce suitable modifications in the molecular structure to render this type of co~npound more soluble. On the basis of this idea we have prepared, as starting materials for isonicotinylhydrazones, a series of aldehydo-phenoxyacetic acids, namely: 4-formyl-phenoxyacetic acid (3) from 4-hydroxybenzaldehyde, 2-formyl-phenoxyacetic acid (2, 6) from salicylaldehyde, 6-methoxy-2-formyl-phenoxyacetic acid from o-vanillin (2-hydroxy-3-meth-

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