honeywhite
Bluelighter
- Joined
- Apr 5, 2012
- Messages
- 90
With respect to those more advanced in their studies of chemistry than I, I apologise in advance if my knowledge of the nomenclature of what I am discussing is lacking.
I am curious if there exist compounds related to morphia in the same way as is diamorphine (known in America as diacetylmorphine and the world over by its trade name of Heroin). For those that don't know, diamorphine is morphia with its two hydroxyl groups (R-OH) replaced with acetyl groups (R-CH3CO); much like morphia, it is supplied as a hydrochloride salt (i.e. an ionic compound, with the hydrochloride being the anion) for oral or parenteral use.
Dihydromorphinone (hydromorphone or dilaudid) and dioxymorphinone (oxymorphone) are also analogues of morphia---to be specific, ketones thereof (hydrogenated and oxygenated, respectively). Then there are dihydro analogues: dihydromorphine, dihydromethylmorphine (dihydrocodeine), dihydrodiamorphine.
What I'm wondering is whether dia(cetyl)morphine is the "type compound" for yet another class of analogues, in which the only change is the replacement of the hydroxyl group with something else. If such a class does exist, I would assume the synthesis would use a different carboxylic anhydride. Hypothetical di-X-morphine analogues, then, would include dibenzomorphine, dibutyromorphine, disuccynomorphine...
Am I right or wrong in this?
I am curious if there exist compounds related to morphia in the same way as is diamorphine (known in America as diacetylmorphine and the world over by its trade name of Heroin). For those that don't know, diamorphine is morphia with its two hydroxyl groups (R-OH) replaced with acetyl groups (R-CH3CO); much like morphia, it is supplied as a hydrochloride salt (i.e. an ionic compound, with the hydrochloride being the anion) for oral or parenteral use.
Dihydromorphinone (hydromorphone or dilaudid) and dioxymorphinone (oxymorphone) are also analogues of morphia---to be specific, ketones thereof (hydrogenated and oxygenated, respectively). Then there are dihydro analogues: dihydromorphine, dihydromethylmorphine (dihydrocodeine), dihydrodiamorphine.
What I'm wondering is whether dia(cetyl)morphine is the "type compound" for yet another class of analogues, in which the only change is the replacement of the hydroxyl group with something else. If such a class does exist, I would assume the synthesis would use a different carboxylic anhydride. Hypothetical di-X-morphine analogues, then, would include dibenzomorphine, dibutyromorphine, disuccynomorphine...
Am I right or wrong in this?