Antonin Dolohov

Antonin Dolohov has a long, pale, and twisted face. He is confirmed in Harry Potter and the Half-Blood Prince to be one of Voldemort's first Death Eaters, being present at the Hog's Head when Voldemort comes to Hogwarts to request a teaching position and hide the diadem Horcrux. This makes him at least sixty years old at the time of the battle in the Department of Mysteries. Dolohov is one of the five Death Eaters who murder Gideon and Fabian Prewett (Molly Weasley's brothers). He also tortures many Muggles and opponents of Voldemort during the first war. Dolohov is imprisoned in Azkaban but escapes during the mass break-out.
He participates in the battle of the Department of Mysteries, where he causes injury to Hermione, but is imprisoned again, and returns to Azkaban prison. He escapes once more some time before the events of Harry Potter and the Deathly Hallows. He tracks Harry, Ron, and Hermione to a Muggle cafe after they use Voldemort's name. He and his companion Rowle are stunned, and have their memories erased by Hermione and then are punished by Voldemort. Dolohov participates in the Battle of Hogwarts, killing Remus Lupin, whom Aberforth Dumbledore last sees fighting with him. He is also seen dueling with Dean Thomas until Parvati Patil uses the Body-bind Curse on him. Dolohov and Yaxley are later sent to look for Harry, and they mistakenly thought the boy would not give himself up. When the battle recommences, Professor Flitwick finally defeats him.