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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
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N-Phenethyl-14-ethoxymetopon is a drug which 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. http://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 medicinal chemistry 48 (9): 3372–8. doi:10.1021/jm040894o. PMID 15857143.

v · d · eOpioids

Opium and
poppy straw
derivatives

Crude opiate extracts/
whole opium products

Compote/Kompot/Polish heroin • Diascordium • B & O Supprettes • Dover's powder • Kendal Black Drop • Laudanum • Mithridate • Opium • Paregoric • Poppy straw concentrate • Poppy tea • Smoking opium • Theriac

Natural opiates

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

Alkaloid salts mixtures	Pantopon • Papaveretum (Omnopon)

Semisynthetics
including
Bentley compounds

Morphine family	2,4-Dinitrophenylmorphine • 6-Methylenedihydrodesoxymorphine • 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 • 7-Spiroindanyloxymorphone • Acetylmorphone • Codeinone • Codorphone • Codoxime • Thebacon (Acetyldihydrocodeinone / Dihydrocodeinone enol acetate) • Hydrocodone • Hydromorphone • Metopon • Morphinone • N-Phenethyl-14-ethoxymetopon • Oxycodone • Oxymorphol • Oxymorphone • Pentamorphone • Semorphone

Morphides	Chloromorphide

Dihydrocodeine series	14-hydroxydihydrocodeine • Acetyldihydrocodeine • Dihydrocodeine • Nicocodeine • Nicodicodeine

Hydrazones	Oxymorphazone

Halogenated morphine derivatives	1-Iodomorphine

Active opiate
metabolites

Morphine-6-glucuronide • 6-Acetylmorphine • Norcodeine • Normorphine

Morphinans

Morphinan series	Cyclorphan • Dextrallorphan • Levorphanol • Levophenacylmorphan • Levomethorphan • Norlevorphanol • Oxilorphan • Phenomorphan • Methorphan / Racemethorphan • Morphanol / Racemorphanol • Ro4-1539 • Xorphanol

Others	Butorphanol • Cyprodime • Drotebanol • Nalbuphine • Sinomenine (Cocculine)

Benzomorphans

8-Carboxamidocyclazocine • Alazocine • Bremazocine • Dezocine • Ketazocine • Metazocine • Pentazocine • Phenazocine

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 • Methadone • Normethadone • Phenadoxone (Heptazone)

Methadols	Dimepheptanol (Racemethadol) • Levacetylmethadol

Moramides	Dextromoramide • Levomoramide • Racemoramide

Thiambutenes	Diethylthiambutene • Dimethylthiambutene • Ethylmethylthiambutene • Piperidylthiambutene • Pyrrolidinylthiambutene • Thiambutene • Tipepidine

Phenalkoxams	Dextropropoxyphene (Propoxyphene) • Dimenoxadol • Dioxaphetyl Butyrate • Levopropoxyphene • Norpropoxyphene

Ampromides	Diampromide • Phenampromide • Propiram

Others	IC-26 • Isoaminile • Lefetamine • R-4066

Anilidopiperidines

3-Allylfentanyl • 3-Methylfentanyl • 3-Methylthiofentanyl • 4-Phenylfentanyl • Alfentanil • α-methylacetylfentanyl • α-methylfentanyl • α-methylthiofentanyl • β-hydroxyfentanyl • β-hydroxythiofentanyl • β-methylfentanyl • Brifentanil • Carfentanil • Fentanyl • Lofentanil • Mirfentanil • Ocfentanil • Ohmefentanyl • Parafluorofentanyl • Phenaridine • Remifentanil • Sufentanil • Thiofentanyl • Trefentanil

Oripavine
derivatives

7-PET • Acetorphine • BU-48 • Buprenorphine • Cyprenorphine • Dihydroetorphine • Etorphine • Norbuprenorphine

Phenazepanes

Ethoheptazine • Meptazinol • Metheptazine • Metethoheptazine • Proheptazine

Pirinitramides

Bezitramide • Piritramide

Benzimidazoles

Clonitazene • Etonitazene

Indoles

18-MC • 7-Hydroxymitragynine • Akuammine • Eseroline • Hodgkinsine • Mitragynine • Pericine

Diphenylmethylpiperazines

BW373U86 • DPI-221 • DPI-287 • DPI-3290 • SNC-80

Opioid peptides
see also: Opioid neuropeptides

Adrenorphin • Amidorphin • Casomorphin • DADLE • DAMGO • Dermorphin • Dynorphin • Endomorphin • Endorphins • Enkephalin • Gliadorphin • Morphiceptin • Nociceptin • Octreotide • Opiorphin • Rubiscolin • TRIMU 5

Others

AD-1211 • AH-7921 • Azaprocin • BDPC • BRL-52537 • Bromadoline • C-8813 • Ciramadol • Doxpicomine • Enadoline • Faxeladol • GR-89696 • Herkinorin • ICI-199,441 • ICI-204,448 • J-113,397 • JTC-801 • Ketamine • LPK-26 • Methopholine • MT-45 • N-Desmethylclozapine • NNC 63-0532 • Nortilidine • O-Desmethyltramadol • Phencyclidine • Prodilidine • Profadol • Ro64-6198 • Salvinorin A • SB-612,111 • SC-17599 • RWJ-394,674 • TAN-67 • Tapentadol • Tifluadom • Tilidine • Tramadol • Trimebutine • U-50,488 • U-69,593 • Viminol • W-18

Opioid antagonists
&
inverse agonists

5'-Guanidinonaltrindole • Alvimopan • Chlornaltrexamine • Cyclazocine • Cyprodime • Diprenorphine (M5050) • JDTic • Levallorphan • Methylnaltrexone • Nalfurafine • Nalmefene • Naloxazone • Naloxonazine • Naloxone • Nalorphine • Naltrexone • Naltriben • Naltrindole • Norbinaltorphimine • Oxilorphan

List of opioids

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Morphine — This article is about the drug. For other meanings, see Morphine (disambiguation). Morphia redirects here. For other uses, see Morphia (disambiguation). Not to be confused with Morphinae, Morphea, or Morpholine. Morphine … Wikipedia
Opiate — For other uses see Opiate (disambiguation), or for the class of drugs see Opioid. Harvesting the poppy pod. In medicine, the term opiate describes any of the narcotic opioid alkaloids found as natural products in the opium poppy plant … Wikipedia
Phencyclidine — Systematic (IUPAC) name … Wikipedia
Loperamide — Imodium redirects here. For the song by Nirvana, see Breed (song). Loperamide Systematic (IUPAC) name … Wikipedia

N-Phenethyl-14-ethoxymetopon

See also

References

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