Synthesis and antileishmanial activity of 5-(5-nitroaryl)-2-substituted-thio-1,3,4-thiadiazoles

Figures & data

Figure 1.  Synthesis of 5-(5-nitroaryl)-2-substituted-1,3,4-thiadiazoles. Reagents and conditions; (a) NH₄Fe(SO₄)₂, H₂O, reflux; (b) NaNO₂, HCl, Cu; (c) Thiourea, EtOH, reflux, then HCl; (d) R-X, ethanol, KOH, rt.

Table 1.  Structures and in vitro activities of compounds 5–19 against the promastigote form of L. major.

Compound	Ar	R	IC50 (µM)a
5			1.51
6			1.76
7			3.16
8			2.62
9			1.57
10			1.31
11			1.26
12			1.52
13			1.77
14			1.85
15			1.11
16			2.65
17			2.21
18			2.86
19			1.43

^aThe values represent the mean. The IC₅₀ of glucantime was 30 ± 0.19 mg/ mL as the standard drug.