Pertaining to the molecular design, it is particularly worth emphasizing that the linkage of the Indo moiety not only causes the molecule to target COX‐2 inhibition but also directly upgrades the Type II photosensitizing parent, Cy, to a highly efficient Type I anti‐hypoxia photosensitizer and elucidates for the first time the unique Type I photodynamic mechanism of Indo‐Cy under the excited‐state double radical configuration in depth through theoretical calculations. Here, PTGS2 is linked to hypoxia.