The adhesion force between two cyclopentane hydrate particles was directly measured using an improved micromechanical force apparatus. Adhesion forces decreased between 22 and 87% with the addition of approximately 1000 ppm of various carboxylic acid derivatives. The effect of simple, saturated carboxylic acids (such as decanoic acid) may be fully explained by a decrease in water-oil interfacial tension. More complex carboxylic acids, such as L-lysine and D-tyrosine amino acids, migrate slowly to the water-oil interface and subsequently are ineffective at weakening the capillary water bridge between hydrate particles in the 30-second formation/destruction timescale. A 4-membered polynuclear aromatic carboxylic acid (1-pyreneacetic acid) exhibited a decreased adhesion force larger than the prediction from decreased interfacial tension, suggesting an alteration in hydrate surface wettability. We present a numerical solution of one hydrate slurry viscosity model for a simple pipeline scenario, where the difference in adhesion force between mineral oil and 1-pyreneacetic acid can shift shear requirements by an order of magnitude.