President Donald Trump’s administration on Thursday announced sanctions against more than 20 Iranian individuals and entities responsible for the Islamic Republic’s deadly crackdown on protesters and skirting of international sanctions on the country’s oil output.

Trump previously promised to “help” protesters after the Iranian government responded to nationwide demonstrations by killing thousands of its own citizens. For days, the president’s national security team had prepared military options for Trump to choose from, with American officials signaling that U.S. airstrikes could hit Iran in the near future.