Phenomorphan
From Infogalactic: the planetary knowledge core
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Systematic (IUPAC) name | |
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17-(2-Phenylethyl)morphinan-3-ol
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Clinical data | |
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Identifiers | |
CAS Number | 468-07-5 ![]() |
ATC code | none |
PubChem | CID: 5362458 |
ChemSpider | 16735962 ![]() |
UNII | 26HXE4B73P ![]() |
Synonyms | (-)-3-hydroxy- N- (2-phenylethyl) morphinan |
Chemical data | |
Formula | C24H29NO |
Molecular mass | 347.493 g/mol |
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Phenomorphan[1] is an opioid analgesic. It is not currently used in medicine, but has similar side-effects to other opiates, which include itching, nausea and respiratory depression.
Phenomorphan is a highly potent drug due to the N-phenethyl group, which boosts affinity to the μ-opioid receptor, and so phenomorphan is around 10x more potent than levorphanol, which is itself 6-8x the potency of morphine. Other analogues where the N-(2-phenylethyl) group has been replaced by other aromatic rings.[2] are even more potent, with the N-(2-(2-furyl)ethyl) and the N-(2-(2-thienyl)ethyl) analogues being 60x and 45x stronger than levorphanol, respectively.[3]
See also
- 14-Cinnamoyloxycodeinone
- 14-Phenylpropoxymetopon
- 7-PET
- N-Phenethylnormorphine
- N-Phenethylnordesomorphine
- N-Phenethyl-14-ethoxymetopon
- RAM-378
- Ro4-1539
References
- ↑ US patent 2885401, Andre Grussner, Joseph Hellerbach, Otto Schnider, "Process for making morphinan derivatives and products available thereby", published 1956-03-22, issued 1959-05-05
- ↑ US patent 2970147, Andre Grussner, Joseph Hellerbach, Otto Schnider, "3-hydroxy-N-(heterocyclic-ethyl)-morphinans", published 1958-11-26, issued 1961-01-31
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
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Categories:
- Chemical articles having calculated molecular weight overwritten
- Infobox drug articles without a structure image
- Articles without EBI source
- Chemical pages without DrugBank identifier
- Articles without KEGG source
- Drugs not assigned an ATC code
- Synthetic opioids
- Morphinans
- Phenols
- Mu-opioid agonists
- Pharmacology stubs