205 5-Amino-1-aryl-1H-tetrazole verfügen mit muskelrelaxierenden und antiinflammatorischen [1,2], antiarthritischen, analgetischen und ulcustherapeutischen [3,4] sowie coccidiostatischen [5, 6] Eigenschaften über ein breites biologisches Wirkungsspektrum. Für isomere 5-Arylamino-1H-tetrazole und die unsubstituierte Leitstruktur 5-Amino-1H-tetrazol wurden darüber hinaus Abstract. A series of 20 5-amino-1-aryl-1H-tetrazoles was synthesized by diazotation of corresponding 1-amino-3-arylguanidines and tested for growth-inhibiting activity against autotrophic Chlorella vulgaris cultures. In the used tests the different algae growth was quantified by photometric measurements at 680 nm. From obtained dosage-effectivity relationships the reciprocal values of isoeffective concentrations c 50 were derived and defined as activity parameters A in QSAR (quantitative structure-activity relationship) studies. It could be shown that the algistatitic activity (log A) of the tested heterocycles strongly depends on hydrophobicity described by their octan-1-ol/water partition coefficients (log P). The calculated linear relationships between log A and log P can be significantly improved by separate treatment of meta-/paraand ortho-substituted compounds or using an indicator variable to describe the lower activity of ortho-substituted 5-amino-1-aryl-1H-tetrazoles in common regression equations. The results are discussed and compared with analogous QSAR found for earlier tested series of N-heterocycles and compounds with urea structure.
Abb. 1 Über Extinktionsmessungen (E) erhaltene Wachstumskurven (a) wirkstoffbehandelter Chlorella-vulgaris-Kulturen(¿ c = 4,05×10 -3 mol l -1 , Ú c = 3,22×10 -3 mol l -1 , q c = 2,57×10 -3 mol l -1 , Î c = 2,06×10 -3 mol l -1 , p c = 1,61×10 -3 mol l -1 , + c = 1,03×10 -3 mol l -1 , c = 6,43×10 -4 mol l -1 , Kontrollkultur) und daraus resultierende Dosis-Wirkungs-Kurven (b) zur Ermittlung der Aktivitätsparameter log A 1 und log A 2 für die algistatische Wirksamkeit von 5-Amino-1-phenyl-1H-tetrazol (vgl. Text)