N-Phenethyl-14-ethoxymetopon

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N-Phenethyl-14-ethoxymetopon

Systematic (IUPAC) name
(5α)-14-ethoxy- 3-hydroxy- 5-methyl- 17-(2-phenylethyl)- 4,5-epoxymorphinan- 6-one
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
ATC code	?
PubChem	CID 11049533
Chemical data
Formula	C₂₇H₃₁N O₄
Mol. mass	433.538 g/mol
SMILES	eMolecules & PubChem
Y (what is this?) (verify)

N-Phenethyl-14-ethoxymetopon is a drug that is a derivative of metopon. It is a potent analgesic, around 60 times stronger than morphine and produces significantly less constipation.^[1]

N-Phenethyl-14-ethoxymetopon acts as an agonist at both μ- and δ-opioid receptors, with a Ki of 0.16nM at μ and 3.14nM at δ.^[2]

References

^ Ananthan, S (2006). "Opioid ligands with mixed μ/δ opioid receptor interactions: An emerging approach to novel analgesics". The AAPS journal 8 (1): E118–25. doi:10.1208/aapsj080114. PMC 2751430. PMID 16584118. //www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2751430.
^ Lattanzi, R; Spetea, M; Schüllner, F; Rief, SB; Krassnig, R; Negri, L; Schmidhammer, H (2005). "Synthesis and biological evaluation of 14-alkoxymorphinans. 22.(1) Influence of the 14-alkoxy group and the substitution in position 5 in 14-alkoxymorphinan-6-ones on in vitro and in vivo activities". Journal of Medical Chemistry 48 (9): 3372–8. doi:10.1021/jm040894o. PMID 15857143.

Opioids

Opium and
poppy straw
derivatives

Crude opiate extracts/
whole opium products

Natural opiates

Opium alkaloids see also: Components of opium	Codeine Morphine Oripavine Pseudomorphine Thebaine

Alkaloid salts mixtures	Pantopon Papaveretum (Omnopon)

Semisynthetics
including
Bentley compounds

Morphine family	2,4-Dinitrophenylmorphine 6-Methylenedihydrodesoxymorphine Azidomorphine Chlornaltrexamine Dihydrodesoxymorphine (Desomorphine) Dihydromorphine Hydromorphinol Methyldesorphine N-Phenethylnormorphine RAM-378

3,6-diesters of morphine	Acetylpropionylmorphine Diacetyldihydromorphine (Dihydroheroin, Acetylmorphinol) Dibenzoylmorphine Dipropanoylmorphine Heroin (Diacetylmorphine) Nicomorphine

Codeine-dionine family	6-Monoacetylcodeine Benzylmorphine Codeine methylbromide Methyldihydromorphine (Dihydroheterocodeine) Ethylmorphine (Dionine) Heterocodeine Morpholinylethylmorphine (Pholcodine) Myrophine

Morphinones and morphols	14-Cinnamoyloxycodeinone 14-Ethoxymetopon 14-Methoxymetopon 14-Phenylpropoxymetopon 6-Methylenedihydrodesoxymorphine 7-Spiroindanyloxymorphone Acetylmorphone Codeinone Codorphone Codoxime IBNtxA Thebacon (Acetyldihydrocodeinone / Dihydrocodeinone enol acetate) Hydrocodone Hydromorphone Metopon Morphinone N-Phenethyl-14-ethoxymetopon Nalmexone Oxycodone Oxymorphol Oxymorphone Pentamorphone Semorphone

Morphides	Chloromorphide

Dihydrocodeine series	14-hydroxydihydrocodeine Acetyldihydrocodeine Dihydrocodeine Nicocodeine Nicodicodeine

Nitrogen morphine derivatives	Morphine-N-Oxide

Hydrazones	Oxymorphazone

Halogenated morphine derivatives	1-Iodomorphine

Active opiate
metabolites

Morphinans

Benzomorphans

4-Phenylpiperidines

Pethidines (Meperidines)	4-Fluoromeperidine Allylnorpethidine Anileridine Benzethidine Carperidine Difenoxin Diphenoxylate Etoxeridine (Carbetidine) Furethidine Hydroxypethidine (Bemidone) Morpheridine Oxpheneridine (Carbamethidine) Pethidine (Meperidine) Pethidine Intermediate A Pethidine Intermediate B (Norpethidine) Pethidine Intermediate C (Pethidinic Acid) Pheneridine Phenoperidine Piminodine Properidine (Ipropethidine) Sameridine

Prodines	Allylprodine Meprodine (α-meprodine / β-meprodine) MPPP (Desmethylprodine) PEPAP Prodine (α-prodine / β-prodine) Prosidol Trimeperidine (Promedol)

Ketobemidones	Acetoxyketobemidone Droxypropine Ketobemidone Methylketobemidone Propylketobemidone

Others	Alvimopan Loperamide Picenadol

Open chain
opioids

Amidones	Dipipanone Isomethadone Levomethadone Methadone Normethadone Norpipanone Phenadoxone (Heptazone)

Methadols	Acetylmethadol Alphacetylmethadol Alphamethadol Betacetylmethadol Betamethadol Dimepheptanol (methadol) Levacetylmethadol Noracymethadol

Moramides	Desmethylmoramide Dextromoramide Levomoramide Moramide/Racemoramide

Thiambutenes	Diethylthiambutene Dimethylthiambutene Ethylmethylthiambutene Piperidylthiambutene Pyrrolidinylthiambutene Thiambutene Tipepidine

Phenalkoxams	Dextropropoxyphene (Propoxyphene) Dimenoxadol Dioxaphetyl Butyrate Levopropoxyphene Norpropoxyphene

Ampromides	Diampromide Phenampromide Propiram

Others	Alimadol IC-26 Isoaminile Lefetamine R-4066

Anilidopiperidines

Oripavine
derivatives

Phenazepanes

Pirinitramides

Benzimidazoles

Indoles

Diphenylmethylpiperazines

Opioid peptides
see also: Opioid neuropeptides

Others

Opioid antagonists &
inverse agonists

Uncategorized opioids

List of opioids

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