Propoxyphenes

Phenylpropylamines are another stmctural class of receptor agonist. The two most important members are methadone [76-99-3] C2 H2yNO, (8) (17), discovered in Germany during World War II, and propoxyphene [469-62-5] C22H22NO2, (9). 

Levopropoxyphene [2338-37-6] (42), the optical antipode of the dextrorotatory analgetic propoxyphene, is an antitussive without analgetic activity. The 2-naphthalenesulfonate salt has a less unpleasant taste than the hydrochloride salt, and is widely used. Clinical effectiveness has been demonstrated against pathological and artificially induced cough, but the potency is somewhat less than codeine. The compound is reported not to cause addiction. Levopropoxyphene can be prepared (62) by first resolving [ -dimethylamino-CX-methylpropiophenone with dibenzoyl-(+)-tartaric acid. The resolved... 

More radical dissection of the morphine molecule was in progress concurrently with the work above. The chemistry of the series of analgesics that rely on an acyclic skeleton, the compounds related to methadone, is discussed earlier. Suffice it to say that this series of agents, with the possible exception of propoxyphene, seem to share abuse and addiction potential with their polycyclic counterparts. 

Benzethonium chloride Benzphetamine HCI Bephenium hydroxynaphthoate Bufeniode Diazoxide Ifenprodil tartrate Phenoxybenzamine HCI Propoxyphene HCI Tiopronin T ribenoside... 

---