I'm late to the party on this topic but I think you can do this pretty easily with EventLoggers.com (disclosure: my site).
You can set a "Notification" on any Event for when it's Logged or if it's not Logged for a chosen period of time...
That setup sends me an email if I don't log meds for a day (in my case, a multivitamin). But you could set the email to email@example.com and do an "if email, then X" applet to do whatever you like, such as start playing a song on your phone or flash your smart lights, or whatever.
Ping me if you'd like some help setting something up. I'm very interested in IFTTT but I'm definitely not a power user.