To inhibit the hydration and dispersion of shale in drilling, a new amine-terminated hyperbranched oligomer (HBO-NH 2 ) shale inhibitor was synthesized. Compared with linear polymer inhibitors and inorganic salts, HBO-NH 2 possessed a unique hyperbranched structure and plenty of amine groups. The characterization of HBO-NH 2 was done through the aid of Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance hydrogen spectroscopy, and time of flight mass spectrum. Upon thermogravimetric analysis, HBO-NH 2 demonstrated favorable thermal stability below 180 C. As a shale inhibitor, the interlayer spacing of wet bentonite treated with HBO-NH 2 was significantly reduced from 1.9070 to 1.3422 nm in X-ray diffraction analysis. The recovery rate of shale cuttings reached the highest (76.85%) at 120 C, when the concentration of HBO-NH 2 was 3 wt %. Due to the adsorption of protonated primary amine groups on bentonite particles, the zeta potential absolute value of bentonite base slurry was maintained in a relatively low range of 5-10 mV after HBO-NH 2 treatment. Also, FTIR analysis suggested that hydrogen bonds existed between bentonite and HBO-NH 2 . In scanning electron microscope analysis, the inhibition of HBO-NH 2 was observed by the curl degree of bentonite.