Oxilorphan

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Oxilorphan
Systematic (IUPAC) name
(-)-17-(Cyclopropylmethyl)morphinan-3,14-diol
Identifiers
CAS number	42281-59-4
ATC code	?
PubChem	5361090
Chemical data
Formula	C₂₀H₂₇N O₂
Mol. mass	313.44 g/mol
Synonyms	Oxilorphan
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Oxilorphan is an opioid antagonist from the morphinan family of drugs.

Oxilorphan is a non-selective opioid which is a µ antagonist but a ? partial agonist. It has similar effects to naloxone, and around the same potency as an antagonist.^[1]

Oxilorphan has some weak partial agonist effects^[2] and can produce hallucinogenic effects at high doses, suggesting some kappa opioid agonist action.^[3] It was trialled for the treatment of opiate addiction, but was not developed commercially.^[4]

This pharmacology-related article is a stub. You can help Wikipedia by expanding it.

References

^ Pircio AW, Gylys JA. Oxilorphan (l-N-cyclopropylmethyl-3,14-dihydroxymorphinan): a new synthetic narcotic antagonist. Journal of Pharmacology and Experimental Therapeutics. 1975 Apr;193(1):23-34.
^ Sellers EM, Thakur R. Partial agonist properties and toxicity of oral oxilorphan. Journal of Clinical Pharmacology. 1976 Apr;16(4):183-7.
^ Leander JD. Evidence that nalorphine, butorphanol and oxilorphan are partial agonists at a kappa-opioid receptor. European Journal of Pharmacology. 1983 Jan 21;86(3-4):467-70.
^ Tennant FS Jr, Tate JA, Ruckel E. Clinical trial in post-addicts with oxilorphan (levo-BC-2605): a new narcotic antagonist. Drug and Alcohol Dependence. 1976 Jun;1(5):329-37.

v • d • e

Opioids (N02A)

Opium
derivatives

Whole Opium
Preparations

Diascordium • Dover's powder • 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) • Tetrapon

Semisynthetics

Morphine Family	2,4-Dinitrophenylmorphine • 6-Methyldihydromorphine • 6-Methylenedihydrodesoxymorphine • Dihydrodesoxymorphine (Desomorphine) • Diacetyldihydromorphine (Dihydroheroin) • Dibutanoylmorphine • Dihydromorphine • Dipropanoylmorphine • Ethyldihydromorphine • Heroin (Diacetylmorphine) • Heroin-7,8-Oxide • Hydromorphinol • Methyldesorphine • Nicomorphine • N-Phenethylnormorphine

Codeine-Dionine Family	Acetylcodeine • Benzylmorphine • Codeine methylbromide • Desocodeine • Methyldihydromorphine (Dihydroheterocodeine) • Ethylmorphine (Dionine) • Heterocodeine • Isocodeine • Morpholinylethylmorphine (Pholcodine) • Myrophine • Nalodeine • Transisocodeine

Morphinones	14-Ethoxymetopon • 14-Methoxymetopon • 14-O-Methyloxymorphone • 14-Phenylpropoxymetopon • 7-Spiroindanyloxymorphone • 8,14-Dihydroxydihydromorphinone • Acetylmorphone • Ethyldihydromorphinone • Hydromorphinone • Hydromorphone • Hydroxycodeine • Methyldihydromorphinone • Metopon • Morphinol • Morphinone • N-Phenethyl-14-ethoxymetopon • Oxymorphone • Pentamorphone • Semorphone

Codeinones	1-carboxy-14-hydroxydihydrocodeinone • 1-carbethoxy-14-hydroxydihydrocodeinone • Acetyldihydrocodeinone (Dihydrocodeinone enol acetate) • Codeinone • Codorphone • Codoxime • Hydrocodone • Oxycodone • Thebacon

Dihydrocodeine Series	14-hydroxydihydrocodeine • Acetyldihydrocodeine • Dihydrocodeine • Dihydrodesoxycodeine/Desocodeine • Dihydroisocodeine • Nicocodeine • Nicodicodeine

Nitrogen Morphine Derivatives	Codeine-N-Oxide • Heroin-N-Oxide • Hydromorphone-N-Oxide • Morphine-N-Oxide

Others	a-chlorocodide • Azidomorphine • Chlornaltrexamine • Chloromorphide • Hydromorphazone • Morphazone • Oxymorphazone • Pholcodine

Active Opiate
Metabolites

Codeine-N-Oxide (Genocodeine) • Hydromorphone-N-Oxide • Heroin-7,8-Oxide • Morphine-3-glucuronide • Morphine-6-glucuronide • Monoacetylmorphine • Morphine-N-Oxide (Genomorphine) • Naltrexol • Norcodeine • Normorphine

Morphinans

Morphinan Series	4-chlorophenylpyridomorphinan • Cyclorphan • Dextro-3-hydroxy-N-allylmorphinan • Dextromethorphan • Dextrorphan • Dimemorfan • Levargorphan • Levallorphan • Levorphanol • Levorphan • Levophenacylmorphan • Levomethorphan • Norlevorphanol • N-Methylmorphinan • Oxilorphan • Phenomorphan • Methorphan / Racemethorphan • Racemorphan • Ro4-1539 • Stephodeline • Xorphanol

Others	1-Nitroaknadinine • 14-episinomenine • 5,6-Dihydronorsalutaridine • 6-Ketonalbuphine • Aknadinine • Butorphanol • Cephakicine • Cephasamine • Cyprodime • Drotebanol • Fenfangjine G • Nalbuphine • Sinococuline • Sinomenine (Cocculine) • Tannagine

Benzomorphans

5,9-DEHB • Allylnormetazocine • Anazocine • Bremazocine • Cogazocine • Cyclazocine • Dezocine • Eptazocine • Etazocine • Ethylketocyclazocine • Fluorophen • Ketazocine • Metazocine • Pentazocine • Phenazocine • Quadazocine • Thiazocine • Tonazocine • Volazocine • Zenazocine

4-Phenylpiperidines

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

Prodines	Allylprodine • Isopromedol • Meprodine (a-meprodine / ß-meprodine) • MPPP (Desmethylprodine) • PEPAP • Prodine (a-prodine / ß-prodine) • Prosidol • Trimeperidine (Promedol)

Ketobemidones	Acetoxyketobemidone • Droxypropine • Ketobemidone • Methylketobemidone • Propylketobemidone

Others	Alvimopan • Loperamide • Picenadol

Open Chain
Opioids

Amidones	Dextromethadone • Dextroisomethadone • Dipipanone • Hexalgon (Norpipanone) • Isomethadone • Levoisomethadone • Levomethadone • Methadone • Methadone intermediate • Normethadone • Norpipanone • Phenadoxone (Heptazone) • Pipidone

Methadols	Dimepheptanol (Racemethadol) • Levacetylmethadol • Levomethadyl acetate (Acetylmethadol) • Noracetylmethadol

Moramides	Dextromoramide • Levomoramide • Moramide intermediate • Racemoramide

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

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

Ampromides	Diampromide • Phenampromide • Propiram

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

Anilidopiperidines

3-Allylfentanyl • 3-Methylfentanyl • 3-Methylthiofentanyl • Alfentanil • a-methylacetylfentanyl • a-methylfentanyl • a-methylthiofentanyl • Benzylfentanyl • ß-hydroxyfentanyl • ß-hydroxythiofentanyl • ß-methylfentanyl • Brifentanil • Carfentanil • Fentanyl • Lofentanil • Mirfentanil • Ocfentanil • Ohmefentanyl • Parafluorofentanyl • Phenaridine • Remifentanil • Sufentanil • Thenylfentanyl • Thiofentanyl • Trefentanil

Oripavine
derivatives

7-PET • Acetorphine • Alletorphine • BU-48 • Buprenorphine • Butorphine • Cyprenorphine • Dihydroetorphine • Diprenorphine (M5050) • Etorphine • N-cyclopropylmethyl-noretorphine • Nepenthone • Norbuprenorphine • Thevinone • Thienorphine

Phenazepines

Ethoheptazine • Meptazinol • Metheptazine • Metethoheptazine • Proheptazine

Pirinitramides

Bezitramide • Piritramide

Benzimidazoles

Clonitazene • Etonitazene • Nitazene

Indoles

18-MC • 7-Acetoxymitragynine • 7-Hydroxymitragynine • Akuammidine • Akuammine • Eseroline • Hodgkinsine • Ibogaine • Mitragynine • Noribogaine • Pericine • ?-Akuammigine

Diphenylmethylpiperazines

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

Opioid peptides
see also: The Opioid Peptides

Casomorphin • DADLE • DALDA • DAMGO • Dermenkephalin • Dermorphin • Deltorphin • DPDPE • Dynorphin • Endomorphin • Endorphin • Enkephalin • Gliadorphin • Morphiceptin • Nociceptin • Octreotide • Opiorphin • Rubiscolin • TRIMU 5

Others

Azaprocin • BDPC • Befiradol • Bisnortilidine • BRL-52537 • C-8813 • Ciramadol • Enadoline • Faxeladol • Herkinorin • J-113,397 • JTC-801 • Methopholine • NNC 63-0532 • Nortilidine • O-Desmethyltramadol • Prodilidine • Phenadone • Ro64-6198 • Salvinorin A • SB-612,111 • SC-17599 • RWJ-394,674 • TAN-67 • Tapentadol • Tecodine • Tifluadom • Tilidine • Tramadol • Viminol • W-18 • Zipeprol

Opioid Antagonists
&
Inverse-Agonists

5'-Guanidinonaltrindole • ß-Funaltrexamine • 6ß-Naltrexol • Alvimopan • Amiphenazole • Binaltorphimine • Clocinnamox • Cyclazocine • Cyprodime • Diprenorphine (M5050) • Fedotozine • Levallorphan • Methocinnamox • Methylnaltrexone • Nalfurafine • Nalmefene • Nalmexone • Naloxazone • Naloxonazine • Naloxone • Naloxone benzoylhydrazone • Nalorphine • Naltrexone • Naltriben • Naltrindole • Norbinaltorphimine • Oxilorphan • S-allyl-3-hydroxy-17-thioniamorphinan (SAHTM)

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Oxilorphan	Oxime	Oximes
Oximeter	Oximetry	Oximinotransferase
Oximoron	Oxindol	Oxindole
Oxinium	Oxiracetam	Oxirane
Oxis	Oxisol	Oxisols
Oxistat	Oxitol	Oxitone
Oxizole	Oxiá	Oxiés
Oxjam	Oxjam Cardiff Chill	Oxkintok
Oxkutzcab	Oxleas NHS Foundation Trust	Oxleas Wood
Oxleas Woods	Oxley	Oxley, Australia
Oxley, Australian Capital Territory	Oxley, Canberra	Oxley, NSW
Oxley, New South Wales	Oxley, New South Wales, Australia	Oxley, Ontario
Oxley, Queensland	Oxley, Victoria	Oxley, West Midlands
Oxley, Wolverhampton	Oxley "Walford attacker"	Oxley (EastEnders)
Oxley Airlines	Oxley College	Oxley College (Burradoo, NSW)
Oxley College (Chirnside Park, Victoria)	Oxley College (disambiguation)	Oxley County, New South Wales
Oxley Creek	Oxley Creek, Queensland	Oxley Creek (Queensland)
Oxley High	Oxley High School	Oxley Highway
Oxley Park	Oxley Park, New South Wales	Oxley Shire
Oxley Vale, New South Wales	Oxley Wild Rivers National Park	Oxley collage
Oxley railway station, Brisbane	Oxleyan Pygmy Perch	Oxleyan pygmy perch
Oxlip	Oxlips	Oxlow Cavern
Oxly, Missouri	Oxmantown	Oxmo Puccino
Oxmoor	Oxmoor Center	Oxmoor Farm
Oxna	Oxnam	Oxnard
Oxnard, CA	Oxnard, California	Oxnard, ca
Oxnard-Thousand Oaks-Ventura, CA MSA	Oxnard-Thousand Oaks-Ventura, California	Oxnard (Amtrak station)
Oxnard (CA)	Oxnard (Metrolink station)	Oxnard - Land of No Toilets
Oxnard AFB	Oxnard Air Force Base	Oxnard Airport
Oxnard Boulevard	Oxnard College	Oxnard Elementary School District
Oxnard Field	Oxnard Freeway	Oxnard High School
Oxnard Plain	Oxnard Sessions, Vol.1	Oxnard Sessions, Vol.2
Oxnard Sessions, Vol. I	Oxnard Strike of 1903	Oxnard Transportation Center
Oxnard Union High School District	Oxo	Oxo-acid
Oxo (band)	Oxo (disambiguation)	Oxo (food)
Oxo Tower	Oxo alcohol	Oxo anion
Oxo cation	Oxo process	Oxo spatulas
Oxo synthesis	Oxoacetic acid	Oxoacid
Oxoacids	Oxoanion	Oxoanions
Oxoathres	Oxobacter	Oxoboxo River
Oxoboxo River, Connecticut	Oxocarbon	Oxoeicosanoid
Oxoeicosanoid receptor 1	Oxoferin	Oxogate
Oxoglutarate	Oxoglutarate dehydrogenase	Oxoglutarate dehydrogenase (NADP+)
Oxoglutarate dehydrogenase (succinyl-transferring)	Oxoglutaric acid	Oxoguanine glycosylase
Oxoguanosine	Oxolamine	Oxolane
Oxole	Oxolinic acid	Oxom Xahitya Xabha
Oxom Xahityo Xobha	Oxomalonate	Oxomalonic acid
Oxomemazine	Oxomiya	Oxon
Oxon, England	Oxon.	Oxon (chemical)
Oxon (disambiguation)	Oxon (university)	Oxon Cove Park
Oxon Cove Park and Oxon Hill Farm	Oxon Creek	Oxon England
Oxon Hill	Oxon Hill, MD	Oxon Hill, Maryland
Oxon Hill-Glassmanor, MD	Oxon Hill-Glassmanor, Maryland	Oxon Hill (MD)
Oxon Hill High School	Oxon Hill Manor	Oxon Hill Senior High School
Oxon Hoath	Oxone	Oxonia
Oxonian	Oxonians	Oxonica
Oxoniensia	Oxoniensis	Oxonium
Oxonium ion	Oxonmoot	Oxooctyl alcohol
Oxopentanoic acid	Oxossi	Oxosuccinic acid
Oxotremorine	Oxotrichlorobis(triphenylphosphine)rhenium(V)	Oxovasin
Oxoxdara	Oxoxdere	Oxoxd?r?
Oxpecker	Oxpeckers	Oxpens
Oxpens Road	Oxpheneridine	Oxpheneridine (Carbamethidine)
Oxpheneridine (Carbamethidine)	Oxphos	Oxprenolol
Oxprenolol hydrochloride	Oxrecs	Oxred
Oxsana Blazowska	Oxsana Domnina	Oxshott
Oxshott Heath	Oxshott Woods	Oxshott railway station
Oxslip	Oxsolaren	Oxsoralen
Oxspring	Oxspring, South Yorkshire	Oxspring railway station
Oxtail	Oxtail soup	Oxted
Oxted Line	Oxted School	Oxted hockey club
Oxted line	Oxted railway station	Oxter
Oxton	Oxton, Cheshire	Oxton, Merseyside
Oxton, Nottinghamshire	Oxton, Scottish Borders	Oxtongue
Oxtongue Lake, Ontario	Oxtotitlan	Oxtotitlán
Oxtriphylline	Oxu	Oxud
Oxudercinae	Oxuitza	Oxum
Oxumare	Oxumaré	Oxus
Oxus River	Oxus Treasure	Oxus civilization
Oxus river	Oxus valley	Oxut
Oxwich	Oxwich, Swansea	Oxwich Bay
Oxwich Castle	Oxwich Green	Oxwich Green, Swansea
Oxwick	Oxwitik	Oxxford Clothes
Oxxford clothes	Oxxford university	Oxxo
Oxy	Oxy-Cope rearrangement	Oxy-Fuel Welding and Cutting
Oxy-Hydrogen	Oxy-acetylene	Oxy-acetylene torch
Oxy-contin	Oxy-fuel	Oxy-fuel combustion
Oxy-fuel combustion process	Oxy-fuel technology	Oxy-fuel torch
Oxy-fuel welding	Oxy-fuel welding and cutting	Oxy-gas
Oxy-gas torch	Oxy-hydrogen	Oxy-hydrogen flame
OxyContin	OxyHydrogen	OxyPowder
OxyS RNA	OxyVita	Oxy (disambiguation)
Oxy Cotton	Oxy acetylene	Oxy cutting
Oxy group	Oxy moron	Oxya, Karditsa
Oxyacetalene	Oxyacetylene	Oxyacetylene torch
Oxyacetylene welding	Oxyacetylene welding torch	Oxyacetylene welding torches
Oxyacid	Oxyaena	Oxyaenidae
Oxyagnostus	Oxyambulyx ochracea	Oxyanion
Oxyanion hole	Oxyanions	Oxyanthus
Oxyanthus montanus	Oxyanthus okuensis	Oxyarsenides
Oxyartes	Oxyathres	Oxyathres of Heraclea
Oxyathres of Persia	Oxybeles	Oxybelia
Oxybelis	Oxybelis aeneus	Oxybelis fulgidus
Oxybenzone	Oxybii	Oxybismethane
Oxybuprocain	Oxybuprocaine	Oxybutinin
Oxybutynin	Oxybutynin chloride	Oxycanus
Oxycarpus	Oxycation	Oxycephaly
Oxycerites	Oxychaeta	Oxychaeta dicksoni
Oxychem	Oxychilidae	Oxychilus
Oxychilus agostinhoi	Oxychilus amaltheae	Oxychilus basajauna
Oxychilus cellarius	Oxychilus draparnaudi	Oxychilus inopinatus
Oxychilus lineolatus	Oxychilus oglasicola	Oxychinolin
Oxychoridae	Oxycinchophen	Oxyclean
Oxycoccus	Oxycoccus microcarpus	Oxycoccus palustris
Oxycod	Oxycodone	Oxycodone hcl

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