ETA: I was asked just last week by someone in our education system if my older son was medicated, come to think of it.
If that happened here it would be in casual conversation with a staff member who felt comfortable enough with me to ask... it wouldn't be formal file information gathering.
I've known parents who've taken their kids on and off meds (doctor supervised of course) purposefully without the teacher knowing to see if there are any differences in class: they have the teacher fill out more assessment checklists to see the results (the teacher not knowing about the meds status removes any bias).
