Alexa was very helpful with my inlaws. We had them scattered throughout the house in case of falls. Neither of them would wear the life alert necklace. What I never found was a good app for medication reminders.
For medication reminders and dosing, we use Hero Health devices. https://herohealth.com/
Have you tried the WebMD app/skill? https://www.webmd.com/webmd-medreminders-syncing