Alexander the Great

Alexander the Great was a historical figure in Earth history. It was later revealed, in 2269, that the immortal Flint was, in fact, the former Alexander. 

A 23rd century analogy made by James T. Kirk regarding the creation of the Human Augments, whose superior ability breed superior ambition, was compared to creating a group of Alexanders and Napoléons. 

In 2268, Spock listed Alexander with Ramses, Napoléon, Caesar, Hitler and Lee Kuan as examples of Earthmen whose desire for absolute power corrupted them absolutely. 

Later that year, Fleet Captain Garth of Izar listed Alexander with Napoléon, Caesar, Hitler, Lee Kuan, and Krotus as leaders who had failed at making the ultimate conquest.