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Plovdiv (Bulgarian: Пловдив, pronounced [ˈpɫɔvdif]) is the second-largest city of Bulgaria, located in the historical region of Thrace. It has a population of 346,893 as of 2018 and 675,000 in the greater metropolitan area. Plovdiv is the culture capital of Bulgaria. It is an important economic, transport, cultural, and educational center. There is evidence of habitation in Plovdiv dating back to the 6th millennium BCE, when the first Neolithic settlements were established.
During most of its recorded history, Plovdiv was known in the West by the name Philippopolis (Greek: Φιλιππούπολη; Turkish: Filibe; "Philip's Town") after Philip II of Macedon conquered the city in the 4th century BCE. The city was originally a Thracian settlement and subsequently was invaded by Persians, Greeks, Celts, Romans, Goths, Huns, Bulgars, Slavs, Rus people, Crusaders, and Turks. On 4 January 1878, at the end of the Russo-Turkish War (1877–1878), Plovdiv was taken away from Ottoman rule by the Russian army. It remained within the borders of Bulgaria until July of the same year, when it became the capital of the autonomous Ottoman region of Eastern Rumelia. In 1885, Plovdiv and Eastern Rumelia joined Bulgaria.
Plovdiv is situated in a fertile region of south-central Bulgaria on the two banks of the Maritsa River.
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São Paulo (, Portuguese: [sɐ̃w̃ ˈpawlu] (listen); Portuguese for 'Saint Paul') is a city in the Southeast Region of Brazil. Listed by the GaWC as an alpha global city, the municipality of São Paulo is the most populous city proper in Brazil, the Americas, the Western Hemisphere and the Southern Hemisphere, as well as the world's 4th largest city proper by population, despite being overlooked by Rio de Janeiro. Additionally, São Paulo is the largest Portuguese-speaking city in the world. The city serves as the capital of the surrounding state of São Paulo, the most populous and wealthiest state in Brazil. It exerts strong international influences in commerce, finance, arts and entertainment. The city's name honors the Apostle, Saint Paul of Tarsus. The city's metropolitan area, the Greater São Paulo, ranks as the most populous in Brazil and the 12th most populous on Earth. The process of conurbation between the metropolitan areas around the Greater São Paulo (Campinas, Santos, Jundiaí, Sorocaba and São José dos Campos) created the São Paulo Macrometropolis, a megalopolis with more than 30 million inhabitants, one of the most populous urban agglomerations in the world.Having the largest economy by GDP in Latin America and the Southern Hemisphere, the city is home to the São Paulo Stock Exchange. Paulista Avenue is the economic core of São Paulo. The city has the 11th largest GDP in the world, representing alone 10.7% of all Brazilian GDP and 36% of the production of goods and services in the state of São Paulo, being home to 63% of established multinationals in Brazil, and has been responsible for 28% of the national scientific production in 2005, as measured by the number of science papers published in journals.The metropolis is also home to several of the tallest skyscrapers in Brazil, including the Mirante do Vale, Edifício Itália, Banespa, North Tower and many others.