WinterGreen-WAY (Figure ) photolyzed with a half-life of 4.565 seconds (first-order exponential decay R 2 =0.9652) in DMSO. The predominant products of the reaction were BODIPY alcohol and free WAY-161503 with no significant amounts of other photoproducts detected. Yield of uncaging was quantitative at irradiation times greater than 25 seconds. WinterRed-NDMC (Figure ) photolyzed with a half-life of 16.26 seconds (first-order exponential decay R 2 =0.9883) in ethyl acetate. No significant photoproducts detectable at 325 nm were present upon uncaging. Yield of uncaging was quantitative at irradiation times greater than 75 seconds. The nearly one order of magnitude increase in half life is likely explained by the significantly lower quantum yield of WinterRed photocage. The half-life of both compounds was deemed to be relevant on a biological timescale and indicated that, upon irradiation, payloads of WAY-161503 and NDMC could be released at a concentration relevant for 5HT2C receptor modulation. To test the susceptibility of each compound toward spontaneous hydrolysis, WinterGreen-WAY and WinterRed-NDMC were stored protected from light as a 1mg/mL solution in wet DMSO and ethyl acetate, respectively. The concentration of both solutions remained the same after 24 and 48 hours at room temperature, indicated by HPLC. This result, combined with the biologically relevant half-life of each compound encouraged us to further assay our photocaged compounds for loss of bioactivty at the 5HT2C receptor.