It was a capital of the estate of the Bulgarian feudal lord, later Emperor Konstantin Asen in the middle of the 13th century. The Byzantine Empire took advantage of the decline in Skopje to regain influence in the area, but lost control of it once again in 1282 to King Stefan Uro* II Milutin of Serbia. Milutin's grandson, Stefan Du*an, made Skopje his capital, from which he was proclaimed Tsar in 1346, subsequently making it the capital of the Serbian Empire.
Milutin
Stefan Du*an