Synthesis and uncoupling activities of hydrophobic thioureas.

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Abstract
Various N-aryl-N''-phenylthioureas, N,N''-diarylthioureas and N-(1,2,4-triazol-yl)-N''-aryl-thioureas were prepared and examined for uncoupling activities. Substitution at the 4-position of the phenyl groups of diaryl thioureas is evidently very important for uncoupling activities. Diphenyl thioureas substituted with .gtoreq. 2 halogen atoms exhibited strong activities. The highest activity was exhibited by a compound containing nitro groups on both phenyl groups. The hydrophobicity and acidic nature of the compound are evidently of primary importance for uncoupling activities. A remarkable decrease in activity was observed with the thioureas which were substituted with pyridine and 1,2,4-triazole rings. The reaction of phenyl isothiocyanate with 3-amino-1,2,4-triazole was also studied.