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Purpose/aim: In an attempt to increase the service life of dental adhesive interfaces, more hydrolytically and enzymatically-stable methacrylate alternatives, such as methacrylamides, have been proposed. The aim of this study was to investigate polymerization behavior, as well as mechanical and biological properties of experimental adhesives containing multi-functional acrylamides. ethyl]amine -TMAAEA, N,N'-bis(acrylamido) 1,4-diazepane -BAADA, N,N-Diethyl-1,3bis(acrylamido)propane -DEBAAP) or HEMA (2-Hydroxyethyl methacrylate -control) were added at 40 wt% to UDMA. 0.2 wt% DMPA and 0.4 wt% DPI-PF6 were used as initiators. Polymerization kinetics was followed in real-time in near-IR during photoactivation (320-500 nm, at 630 mW/cm 2 ). Water sorption/solubility and flexural strength/modulus were measured according to ISO 4049. 1 H NMR was used to assess monomer degradation kinetics. MTT assay was used to assess cytotoxicity against OD-21 and DPSC cells. Biofilm formation and adhesion were assessed by Luciferase Assay and Impingement technique, respectively. Solvated adhesives (40 vol% ethanol) were used to test interfacial adhesion strength. The results were analyzed by ANOVA/Tukey's test (α = 0.05). Materials and methods: Results:In general, the pure methacrylate mixture had higher rate of polymerization (Rp max ), degree of conversion (DC) at Rp max , and final DC than the acrylamides. Flexural properties after

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