For us there was a big sleep regression around 18 months - they are hitting HUGE cognitive milestones and all sorts of anxieties set in. I definitely wouldn't cut the nap any more. Do you wake him from his nap? I actually wonder if he may be overtired? I would also try pain meds to rule out teething, the 1 year molars AND the canines can both be awful, and long before there is any physical sign of teething on the gums.