Uqba bin al-Harith was a companion of Muhammad, but used to be an enemy of him when he was a Pagan.
According to the Muslim scholar Safiur Rahman Mubarakpuri, when he was still a Pagan, the Quraysh ordered Khubayb bin ‘Adiy to be crucified by Uqba bin al-Harith during the Expedition of Al Raji, because he had killed Uqba bin al-Harith's father.
[1] The killing of Khubyab bin Adi by Uqba bin al-Harith is mentioned in Sahih al-Bukhari as follows: The person who killed Khubaib was Abu Sarua (i.e. 'Uqba bin Al-Harith).
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