update users set
        first_name=':\', 
        last_name='',
        username='kunigamirensuka',
        free_msg_used=0,
        free_media_used=0,
        vip_until=null,
        bot_active='2023-04-14 20:41:39'
        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 'kunigamirensuka',
        free_msg_used=0,
        free_media_used=0,
       ...' at line 2