Thebaine (
paramorphine), also known as
codeine methyl enol ether, is an
opiate alkaloid, its name coming from the
Greek Θῆβαι,
Thēbai (Thebes), an ancient city in
Upper Egypt. A minor constituent of
opium, thebaine is chemically similar to both
morphine and
codeine, but has stimulatory rather than depressant effects. At high doses, it causes convulsions similar to
strychnine poisoning. The synthetic
enantiomer (+)-thebaine does show analgesic effects apparently mediated through opioid receptors, unlike the inactive natural enantiomer (−)-thebaine. Thebaine is not used therapeutically, but as the main alkaloid extracted from
Papaver bracteatum (Iranian poppy), it can be converted industrially into a variety of compounds including
oxycodone,
oxymorphone,
nalbuphine,
naloxone,
naltrexone,
buprenorphine and
etorphine.