High performance environment-friendly organic friction modifier (OFM) additives are crucial for reducing energy loss and greenhouse gases due to friction and wear. In this study, we designed and synthesized a new type of TEMPO-based OFMs which contain a cyclic structure and free radical. In addition to friction and wear measurements, surface adsorption characteristics of the OFMs were measured with quartz crystal microbalance (QCM). We confirmed that Amide-TEMPO exhibits better friction and wear reduction effect than the conventional glyceryl monooleate. The friction coefficient correlated negatively with the adsorption equilibrium constant, but it showed no correlation with the adsorption density. The anti-wear performance showed no correlation with both adsorption equilibrium constant and adsorption density, suggesting that it is difficult to interpret the wear characteristics simply from the static adsorption characteristics measured by QCM.