Today, Green Chemistry encompasses a new attitude toward agrochemical practices, using compounds with well characterized biodegradable and toxicological properties. Our recent paper provides new compounds with low toxicity and auxin-like activity in Arabidopsis thaliana, opening new perspectives in plant growth regulators area. This study continues the previous one, reporting the phytotoxic effect of dual biologically active compounds: ethanolamine 4-amino/nitrobenzoates and corresponding acids at five different concentrations on Cucumis sativus L. seed germination and early seedling growth. Ethanolamine and benzoic acids are compounds of high biological significance, being involved in various physiological processes in plants and used as building blocks in design of drugs. Morphological parameters such as germination rate, root and shoot length, fresh and dry biomass, as well as isocitrate lyase and catalase activities were determined. The experimental data show that amino/nitrobenzoate derivatives affect root elongation and enzyme activity in C. sativus, especially at high concentrations. A strong agravitropic root response was displayed at 0.5 mM, respectively 1 mM concentrations for nitro compounds and an auxin like effect of root development for amino compounds at 0.1 mM. This research might open up the route towards agrochemical applications of this class of compounds as “eco-friendly” plant growth regulators.