N′-(4-Fluorobenzylidene)-3,4,5-trimethoxybenzohydrazide

Abstract

The title compound, C17H17FN2O4, is of inter­est due to its potential pharmaceutical and agrochemical activity. All three meth­oxy groups are twisted with respect to the attached aromatic ring [C—C—O—C torsion angles = 10.43 (18), 97.38 (14), −19.34 (17)°] and the phenyl ring makes a dihedral angle of 40.6 (2)° with the plane through the remaining atoms in the mol­ecule. Inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains running along the c axis.

Design, Synthesis, Crystal Structure, In Vitro and In Silico Evaluation of New N′-Benzylidene-4-tert-butylbenzohydrazide Derivatives as Potent Urease Inhibitors

“…The resulting hydrazone was crystallized in a monoclinic Pbca space group with only one molecule in the asymmetric unit, as shown in Figure 3 . The bond lengths and bond angles of the molecule fall within the expected range for similar molecules [ 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 ]. The crystal data for the compound is given in Table 2 , whereas the bond lengths and the reported ranges are given in Table 5 .…”

“…The crystal data for the compound is given in Table 2 , whereas the bond lengths and the reported ranges are given in Table 5 . It is apparent from the table that the bond length for the hydrazide moiety N2–N3 is 1.395 (3) Å, for the Schiff base linkage N2–C9 is 1.260 ( 4 ) Å, and for the N3–C10 is 1.332 ( 4 ) [ 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 ]. The two phenyl rings connected by hydrazide moiety are rather twisted in comparison with other related examples.…”

The crystal structure of 4-tert-butyl-N′-[(E)-(4-fluoro-3-methoxyphenyl)methylidene]benzohydrazide, C19H21F1N2O2

“…Structural reports of synthetic 4-fluorobenzohydrazide derivatives have started to appear in the literature only as recently as 2004; reports of such single crystal structure determinations continue to be released to date emphasizing their abiding relevance [5][6][7][8][9][10][11][12][13][14][15]. Hydrazide compounds and their role as ligands in complexes are studied due to widespread interest in their biological activities [16], for which the fluoro substituent is supposedly important for reasons ofinter alia -solubility, pharmaceutical application and in vivo monitoring.…”