It sure sounds like your motor is trying to start against pressure. If it can start below 50 psi like you say and run up to 175 or whatever its set too your tank check valve is leaking or the unloader is bad.
If your motor doesn't have thermal overloads, be careful repeated trying it and letting the breaker trip it out, you will likely burn out some windings or cook the insulation. I have a 10 hp single phase on my bandsaw mill and I have to start it unloaded then throw the clutch or it pops my 60 amp breaker. Even unloaded I can see my meter hit 200 amps so I'm sure it goes higher for a bit. I used to run it on 50 feet of #4 SOW, its now on 100 ft of #6 SOW which is too small but watching the ammeter it only peaks out a tiny fraction of the time operating, normally at only 20 amps or so.