HIPAA/HiTech regulations, in the US, pretty much makes using unsupported software illegal, but that only applies to the management of Legally Protected Health Care Information.
So I can’t use OpenBSD to host your health insurance or treatment data* but I can use Uncle Joe’s Fly-By-Night Heart Surgery Software from 1987, no problem!
I guess we really can’t expect sane regulation from an industrialized nation that adamantly refuses to allow single-payer health care,** though.
* unless I contract or build a maintenance organization to provide OS support for it.
** apparently because it’s just too cheap, reliable and simple for massive insurance company profiteering.