Phenomorphan

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Phenomorphan
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Systematic (IUPAC) name
17-(2-phenylethyl)morphinan-3-ol
Legal status
Legal status
Identifiers
CAS Number 468-07-5
ATC code none
PubChem CID 5362458
Synonyms (-)-3-hydroxy- N- (2-phenylethyl) morphinan
Chemical data
Formula C24H29NO
Molar mass 347.493 g/mol[[Script error: No such module "String".]]
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Phenomorphan 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 Other analogues where the N-(2-phenylethyl) group has been replaced by other aromatic rings are even more potent, with the N-(2-(2-furyl)ethyl) and the N-(2-(2-thienyl)ethyl) analogues being 60x and 45x stronger than levorphanol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.[1]


See also

References

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  1. ↑ Hellerbach J, Schnider O, Besendorf H, Pellmont B. Synthetic Analgesics. Part IIA. Morphinans. Pergamon Press, 1966.
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