A testimonial to H. H. Henline from past AIEE presidents

Antitubercular Substances. III. Nonpyridinoid Heterocyclic Hýdrazides*

“…I t is perhaps significant that no nuclear substituent in 2-furoic hydrazide will permit of as great a contribution of extended conjugative tautomeric forms such as D, F, and the like to the structure of the molecule as is extant in the otherwise unsubstituted compound; it is to be noted that it is precisely these forms which are analogous to the extreme limiting structures which can be written for 4-pyridyl carboxhydrazide; whether these considerations are the explanation of the relative inactivity of all of the above noted nuclear-substituted furoic hydrazides, or whether they are merely coincidental cannot a t present be stated. The situation with respect to substitution in the hydrazide portion of the molecule is somewhat different and, just as with the hydrazine-substituted isonicotinic hydrazides previously described by us (2), the majority of the corresponding furoic hydrazide derivatives (Nos. [18][19][20][21][22][23][24] had an activity in who of the order of magnitude of that of the parent molecule.…”

“…s ANOTHER aspect of our (1,2) program A directed toward synthetic antitubercular substances we are now describing the preparation of a number of hydrazides and some N*-substituted hydrazides derived from heterocyclic carboxylic acids of other than the pyridine series. Because the pyridyl-2-and -3-hydrazides were reported by Bernstein, et al (3), and the -3-hydrazide subsequently by Bavin, et al (4), to be relatively ineffective tuberculostatic compounds we did not attempt any further modifications in the pyridine series.…”