update users set
        first_name='ero ;\', 
        last_name='',
        username='xLosAngeles',
        free_msg_used=3,
        free_media_used=0,
        vip_until=null,
        bot_active='2023-02-13 18:55:14'
        where id='1744450299'

You have an error in your SQL syntax; check the manual that corresponds to your MariaDB server version for the right syntax to use near 'xLosAngeles',
        free_msg_used=3,
        free_media_used=0,
        vip...' at line 2