Juden Raus (1936)

A sort of amalgam of Monopoly and Halma, where the objective was to collect as many Jews as you could, and get them off the board. The pieces were little pawns wearing pointed medieval Jewish hats; the players moved them by rolling dice; the child winning was the one whose Jews scurried out, 'off to Palestine!' through the gates of a walled city.

In fact, according to gaming historians Andrew Morris-Friedman and Ulrich Schädler:
“Juden Raus!” (Jews Out!) – History’s most infamous board game
Board games can be used by cultural historians to gain insights into the values of different cultures. Many modern games have been based on the theme of teaching moral values of the cultures that produce them. One game of moral values however, stands out as the most infamous board game of all time. The game from Germany, “Juden Raus!” (Jews Out!) depicts the policy of racial hatred that defines the Nazi era. It was designed as a family board game that simulates the start of the persecution against the Jewish people of that era. As to the surprise of the producer of the game he had miscalculated: heavily criticized by the Nazis, the announced “bestseller” flopped, even before it was properly marketed.

http://www.boardgamestudies.info/studies/issue6/article.shtml?morris-friedman.txt