I have never been asked about prescription drugs, that I have with me. Normally, at least in the US, a ninety (90) day supply is considered for personal use. Make sure the meds are in the original containers, with the patients name on it. It is helpful to have the prescription on file with a pharmacy that is both local to you at home and also operates in Alaska. I use Walgreens here and in Wasilla.
Unless the pills are a heavy duty analgesic (pain pills) narcotic based, I wouldn't be concerned. If they are narcotic based, I would give a call to the Canadian authorities.
Not a clue what a PD machine is or does. Is that 600 watts per useage? I use a CPAP machine (controlled pressure) breathing machine for sleep apnea and run it off of 12 volts or thru an inverter, the same one I use to recharge my laptop battery. I carry a jump start car kit and my CPAP will run several nights off of the battery in it.
It shouldn't be too difficult to plan your nights stops at campgrounds where you have power available. Places that run their own generators, check with them to see if it is run 24 hours a day. The last time I stayed at Coal River Lodge, they were turning off their generator at 10:00 PM and back on the next morning about 7:00AM trying to save on fuel costs. That worked fine for me.