Synthesis and antifungal activity of new hydrazide derivatives

Figures & data

Table 1.  Some characteristics of the synthesized compounds.

Comp.	R1	R2	R3	R4	Yield (%)	M.p. (°C)	Mol. Formula	Mol. Weight
C1	H	H	H	Cl	75	141–143	C19H19ClN2O2	342
C2	H	H	H	NO2	85	199–201	C19H19N3O4	353
C3	H	H	H	N(CH3)2	66	155–156	C21H25N3O2	351
C4	H	H	H	OCH3	68	130–132	C20H22N2O3	338
C5	H	H	H	CH3	62	148–150	C20H22N2O2	322
C6	H	Cl	H	H	73	135–136	C19H19ClN2O2	342
C7	H	H	NO2	H	81	207–208	C19H19N3O4	353
C8	CH3	H	H	H	63	171–173	C20H22N2O2	322
C9	CH3	H	H	OH	71	180–181	C20H22N2O3	338

Table 2.  MIC values (mg/mL) of compounds C1–C9.

Compounds	A	B	C	D	E	F	G	H
C1	0.5	0.25	0.25	0.25	0.0312	0.125	0.25	0.0625
C2	0.125	0.0312	0.125	0.0625	0.0156	0.0625	0.125	0.0312
C3	0.5	0.5	1	0.5	0.25	0.25	1	0.5
C4	0.5	0.25	0.25	0.5	0.25	0.25	0.5	0.5
C5	>2	>2	1	1	0.5	1	1	1
C6	0.25	0.125	0.25	0.25	0.0625	0.0625	0.25	0.0625
C7	0.125	0.0625	0.125	0.125	0.0156	0.0625	0.25	0.0312
C8	>2	1	1	>2	1	1	>2	>2
C9	0.5	0.5	0.25	0.5	0.25	0.25	0.5	0.25
Ketoconazole	0.0625	0.0625	0.125	0.0312	0.0078	0.0312	0.25	0.0156

A, Candida albicans (clinical isolate obtained from Osmangazi University, Faculty of Medicine, Department of Microbiology, Eskisehir, Turkey); B, Candida albicans (ATCC 90028); C, Candida glabrata (clinical isolate obtained from Eskisehir Osmangazi University, Faculty of Medicine, Department of Microbiology, Eskisehir, Turkey); D, Candida utilis (NRLLY-900); E, Candida tropicalis (NRLLY-12968); F, Candida krusei (NRLLY-7179); G, Candida zeylanoides (NRLL Y-1774); H, Candida parapsilosis (NRLL Y-12696).

Scheme 1.  Synthetic route to the title compounds.