Q. Can someone that needs caffeine relief on Yom Kippur to be able to fast and daven properly, use a caffeine suppository that also contains Tylenol, even if that medicine is not needed?
A. Chelkas Yaakov (2: 83), based on Maharsham (1: 123), and Achiezer (3: 61), as well as other Poskim (See Derech Sicha p. 380), permit the use of suppositories for caffeine relief for those suffering from headaches and other symptoms of distress, even on Yom Kippur. Besides, for those who are permitted to take medicine then, there is also a Halachic benefit when it is taken via a suppository instead of orally.
Horav Shlomo Miller’s opinion is that if one has only available a suppository that contains in addition to the needed caffeine some unneeded Tylenol, in case of need it can be used.
Rabbi A. Bartfeld as advised by Horav Shlomo Miller and Horav Aharon Miller Shlit’a