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  1. World Encyclopedia
  2. Oxycodegol - Wikipedia
Oxycodegol - Wikipedia
From Wikipedia, the free encyclopedia
Oxycodegol
Names
IUPAC name
(4R,4aS,7S,7aR,12bS)-9-methoxy-7-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-3-methyl-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-4a-ol
Other names
Oxicodegol; Loxicodegol; NKTR-181
Identifiers
CAS Number
  • 1211231-76-3 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 64854462
DrugBank
  • DB14146
IUPHAR/BPS
  • 10652
KEGG
  • D11424
PubChem CID
  • 73673720
UNII
  • J2WIV0JMML
InChI
  • InChI=1S/C31H49NO10/c1-32-9-8-30-27-23-4-5-24(35-3)28(27)42-29(30)25(6-7-31(30,33)26(32)22-23)41-21-20-40-19-18-39-17-16-38-15-14-37-13-12-36-11-10-34-2/h4-5,25-26,29,33H,6-22H2,1-3H3/t25-,26+,29-,30-,31+/m0/s1
    Key: RQHILGKAOIGUHU-XPLSERNMSA-N
SMILES
  • CN1CC[C@]23[C@@H]4[C@H](CC[C@]2([C@H]1CC5=C3C(=C(C=C5)OC)O4)O)OCCOCCOCCOCCOCCOCCOC
Properties
Chemical formula
C31H49NO10
Molar mass 595.730 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Oxycodegol (also known as loxicodegol and NKTR-181) is an experimental μ-opioid receptor agonist for the treatment of pain.[1][2] It has had success for back pain as an alternative to traditional opioids,[3] which have potential for abuse. It acts more slowly on the central nervous system, reducing risk for abuse and respiratory depression.[1]

References

[edit]
  1. ^ a b Advokat, Claire D.; Comaty, Joseph E.; Julien, Robert M. (2019). Julien's Primer of Drug Action: a comprehensive guide to the actions, uses, and side effects of psychoactive drugs. New York: Worth Publishers. p. 565. ISBN 978-1-319-20054-1.
  2. ^ "NKTR-181 (Oxycodegol) Oral Tablets for. Chronic Low Back Pain". Food and Drug Administration. Archived from the original on 24 December 2020.
  3. ^ Markman, John; Gudin, Jeffrey; Rauck, Richard; Argoff, Charles; Rowbotham, Matthew; Agaiby, Eva; Gimbel, Joseph; Katz, Nathaniel; Doberstein, Stephen K; Tagliaferri, Mary; Lu, Lin; Saddhanti, Suresh; Hale, Martin (June 2019). "SUMMIT-07: a randomized trial of NKTR-181, a new molecular entity, full mu-opioid receptor agonist for chronic low-back pain". PAIN. 160 (6): 1374–1382. doi:10.1097/j.pain.0000000000001517. PMC 6553961. PMID 30747908.
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Opioid receptor modulators
μ-opioid
(MOR)
Agonists
(abridged;
full list)
  • 3-HO-PCP
  • 7-Acetoxymitragynine
  • 7-Hydroxymitragynine
  • ψ-Akuammigine
  • α-Chlornaltrexamine
  • α-Narcotine
  • Acetyldihydrocodeine
  • Acetylfentanyl
  • Acrylfentanyl
  • Adrenorphin (metorphamide)
  • AH-7921
  • Akuammicine
  • Akuammidine
  • Alfentanil
  • Anileridine
  • Apparicine
  • β-Endorphin
  • BAM-12P
  • BAM-18P
  • BAM-22P
  • Benzhydrocodone
  • Benzylmorphine
  • Bezitramide
  • Biphalin
  • BU08070
  • Buprenorphine
  • Butorphan
  • Butorphanol
  • Butyrfentanyl
  • BW373U86
  • Carfentanil
  • Casokefamide
  • Cebranopadol
  • Chloroxymorphamine
  • Codeine
  • DADLE
  • DAMGO (DAGO)
  • Dermorphin
  • Desmetramadol (desmethyltramadol)
  • Desomorphine
  • Deumitragynine
  • Dextromoramide
  • Dextropropoxyphene (propoxyphene)
  • Dezocine
  • Dimenoxadol
  • Dimethylaminopivalophenone
  • Eluxadoline
  • Diamorphine (heroin)
  • Dihydrocodeine
  • Dihydroetorphine
  • Dihydromorphine
  • Dinalbuphine sebacate
  • Diphenoxylate
  • Dipipanone
  • Dynorphin A
  • Embutramide
  • Endomorphin-1
  • Endomorphin-2
  • Eseroline
  • Ethylmorphine
  • Etorphine
  • Fentanyl
  • Fluorophen
  • Frakefamide
  • Furanylfentanyl
  • Hemorphin-4
  • Herkinorin
  • Hodgkinsine
  • Hydrocodone
  • Hydromorphinol
  • Hydromorphone
  • IBNtxA
  • Ketamine
  • Ketobemidone
  • Kratom
  • Laudanosine
  • Lefetamine
  • Leu-enkephalin
  • Levacetylmethadol
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Loperamide
  • Loxicodegol
  • LS-115509
  • Matrine
  • MEB-1170
  • Meptazinol
  • Met-enkephalin (metenkefalin)
  • Methadone
  • Metkefamide
  • Metopon
  • Mitragynine
  • Mitragynine pseudoindoxyl
  • Morphiceptin
  • Morphine
  • Nalbuphine
  • Naloxone benzoylhydrazone (NalBzOH)
  • Nalmexone
  • Naltalimide
  • Neopine
  • NFEPP
  • Nicocodeine
  • Nicodicodine
  • Nicomorphine
  • Norketamine
  • Nufenoxole
  • Octreotide
  • Oliceridine
  • Oxycodegol (NKTR-181)
  • Oxymorphone-3-methoxynaltrexonazine (OM-3-MNZ)
  • Oripavine
  • Oxycodone
  • Oxymorphazone
  • Oxymorphonazine
  • Oxymorphone
  • Oxymorphone phenylhydrazone
  • OxyPNPH
  • Papaver somniferum (opium)
  • Pentazocine
  • Pericine
  • Pethidine (meperidine)
  • Phenazocine
  • Phencyclidine
  • Piminodine
  • Piritramide
  • PL-017
  • Prodine
  • Propiram
  • PZM21
  • Racemethorphan
  • Racemorphan
  • Remifentanil
  • Salsolinol
  • SC-17599
  • Sinomenine
  • SR-17018
  • Sufentanil
  • Susineridine
  • Tapentadol
  • Tetrahydropapaveroline
  • TH-030418
  • Thebaine
  • Thienorphine
  • Tianeptine
  • Tilidine
  • Tramadol
  • Trimebutine
  • TRIMU 5
  • TRV734
  • Tubotaiwine
  • U-47700
  • Valorphin
  • Viminol
  • Xorphanol
Antagonists
  • (3S,4S)-Picenadol
  • 2-(S)-N,N-(R)-Viminol
  • 3CS-nalmefene
  • 4-Caffeoyl-1,5-quinide
  • 4′-Hydroxyflavanone
  • 4',7-Dihydroxyflavone
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • 18-MC
  • α-Gliadin
  • β-Chlornaltrexamine
  • β-Funaltrexamine
  • Akuammine
  • Alvimopan
  • AM-251
  • Apigenin
  • AT-076
  • Axelopran
  • Bevenopran
  • Catechin
  • Catechin gallate
  • Clocinnamox
  • CTAP
  • CTOP
  • Cyclofoxy
  • Cyprodime
  • Diacetylnalorphine
  • Diprenorphine
  • ECG
  • EGC
  • Epicatechin
  • Eptazocine
  • Gemazocine
  • Ginsenoside R
  • Hyperoside
  • Ibogaine
  • JDTic
  • Levallorphan
  • Lobeline
  • LY-255582
  • LY-2196044
  • Methocinnamox
  • Methylnaltrexone
  • Methylsamidorphan
  • Naldemedine
  • Nalmefene
  • Nalodeine (N-allylnorcodeine)
  • Nalorphine
  • Nalorphine dinicotinate
  • Naloxazone
  • Naloxegol
  • Naloxol
  • Naloxonazine
  • Naloxone
  • Naltrexazone
  • Naltrexonazine
  • Naltrexone
  • Naltrindole
  • Naringenin
  • Noribogaine
  • Oxilorphan
  • Pawhuskin A
  • Rimonabant
  • Quadazocine
  • Samidorphan
  • Taxifolin
δ-opioid
(DOR)
Agonists
  • 3CS-nalmefene
  • 6'-GNTI
  • 7-SIOM
  • ADL-5747 (PF-04856881)
  • ADL-5859
  • Alazocine (SKF-10047)
  • Amoxapine
  • AR-M100390 (ARM390)
  • AZD2327
  • β-Endorphin
  • BAM-18P
  • Biphalin
  • BU-48
  • Butorphan
  • Butorphanol
  • BW373U86
  • Casokefamide
  • Cebranopadol
  • Codeine
  • Cyclazocine
  • DADLE
  • Deltorphin A
  • Deltorphin I
  • Deltorphin II
  • Desmethylclozapine
  • Desmetramadol (desmethyltramadol)
  • Dezocine
  • Diamorphine (heroin)
  • Dihydroetorphine
  • Dihydromorphine
  • DPDPE
  • DPI-221
  • DPI-3290
  • DSLET
  • Ethylketazocine
  • Etorphine
  • Fentanyl
  • FIT
  • Fluorophen
  • Hemorphin-4
  • Hydrocodone
  • Hydromorphone
  • Ibogaine
  • Isomethadone
  • JNJ-20788560
  • KNT-127
  • Kratom
  • Laudanosine
  • Leu-enkephalin
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Lofentanil
  • Met-enkephalin (metenkefalin)
  • Metazocine
  • Metkefamide
  • Mitragynine
  • Mitragynine pseudoindoxyl
  • Morphine
  • N-Phenethyl-14-ethoxymetopon
  • Norbuprenorphine
  • NalBzOH
  • Oripavine
  • Oxycodone
  • Oxymorphone
  • Pethidine (meperidine)
  • Proglumide
  • Racemethorphan
  • Racemorphan
  • RWJ-394674
  • Samidorphan
  • SB-235863
  • SNC-80
  • SNC-162
  • TAN-67 (SB-205,607)
  • TH-030418
  • Thebaine
  • Thiobromadol (C-8813)
  • Tonazocine
  • Tramadol
  • TRV250
  • Xorphanol
  • Zenazocine
Antagonists
  • 4',7-Dihydroxyflavone
  • 5'-NTII
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • α-Santolol
  • β-Chlornaltrexamine
  • Apigenin
  • AT-076
  • Axelopran
  • Bevenopran
  • BNTX
  • Catechin
  • Catechin gallate
  • Clocinnamox
  • Diacetylnalorphine
  • Diprenorphine
  • ECG
  • EGC
  • Eluxadoline
  • Epicatechin
  • ICI-154129
  • ICI-174864
  • LY-255582
  • LY-2196044
  • Methylnaltrexone
  • Methylnaltrindole
  • N-Benzylnaltrindole
  • Nalmefene
  • Nalorphine
  • Naltrexone
  • Naltriben
  • Naltrindole
  • Naloxone
  • Naringenin
  • Noribogaine
  • Pawhuskin A
  • Quadazocine
  • SDM25N
  • SoRI-9409
  • Taxifolin
  • Thienorphine
κ-opioid
(KOR)
Agonists
  • 3CS-nalmefene
  • 6'-GNTI
  • 8-CAC
  • 18-MC
  • 14-Methoxymetopon
  • β-Chlornaltrexamine
  • β-Funaltrexamine
  • Adrenorphin (metorphamide)
  • Akuammicine
  • Alazocine (SKF-10047)
  • Allomatrine
  • Apadoline
  • Asimadoline
  • BAM-12P
  • BAM-18P
  • BAM-22P
  • Big dynorphin
  • Bremazocine
  • BRL-52537
  • Butorphan
  • Butorphanol
  • BW373U86
  • Cebranopadol
  • Ciprefadol
  • CR665
  • Cyclazocine
  • Cyclorphan
  • Cyprenorphine
  • Desmetramadol (desmethyltramadol)
  • Diamorphine (heroin)
  • Diacetylnalorphine
  • Difelikefalin
  • Dihydroetorphine
  • Dihydromorphine
  • Dinalbuphine sebacate
  • Diprenorphine
  • Dynorphin A
  • Dynorphin B (rimorphin)
  • Eluxadoline
  • Enadoline
  • Eptazocine
  • Erinacine E
  • Ethylketazocine
  • Etorphine
  • Fedotozine
  • Fentanyl
  • Gemazocine
  • GR-89696
  • GR-103545
  • Hemorphin-4
  • Herkinorin
  • HS665
  • Hydromorphone
  • HZ-2
  • Ibogaine
  • ICI-199,441
  • ICI-204,448
  • Ketamine
  • Ketazocine
  • Laudanosine
  • Leumorphin (dynorphin B-29)
  • Levallorphan
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Lofentanil
  • LPK-26
  • Lufuradom
  • Matrine
  • MB-1C-OH
  • MEB-1170
  • Menthol
  • Metazocine
  • Metkefamide
  • Mianserin
  • Mirtazapine
  • Morphine
  • Moxazocine
  • MR-2034
  • N-MPPP
  • Nalbuphine
  • NalBzOH
  • Nalfurafine
  • Nalmefene
  • Nalodeine (N-allylnorcodeine)
  • Nalorphine
  • Naltriben
  • Niravoline
  • Norbuprenorphine
  • Norbuprenorphine-3-glucuronide
  • Noribogaine
  • Norketamine
  • Oripavine
  • Oxa-noribogaine
  • Oxilorphan
  • Oxycodone
  • Pentazocine
  • Pethidine (meperidine)
  • Phenazocine
  • Proxorphan
  • Racemethorphan
  • Racemorphan
  • RB-64
  • Salvinorin A (salvia)
  • Salvinorin B ethoxymethyl ether
  • Salvinorin B methoxymethyl ether
  • Samidorphan
  • Spiradoline (U-62066)
  • TH-030418
  • Thienorphine
  • Tifluadom
  • Tricyclic antidepressants (e.g., amitriptyline, desipramine, imipramine, nortriptyline)
  • U-50488
  • U-54494A
  • U-69593
  • Xorphanol
Antagonists
  • 4′-Hydroxyflavanone
  • 4',7-Dihydroxyflavone
  • 5'-GNTI
  • 6'-GNTI
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • β-Chlornaltrexamine
  • Buprenorphine/samidorphan
  • Amentoflavone
  • ANTI
  • Apigenin
  • Arodyne
  • AT-076
  • Aticaprant
  • Axelopran
  • AZ-MTAB
  • Binaltorphimine
  • BU09059
  • Buprenorphine
  • Catechin
  • Catechin gallate
  • CERC-501 (LY-2456302)
  • Clocinnamox
  • CVL-354
  • Cyclofoxy
  • Dezocine
  • DIPPA
  • EGC
  • ECG
  • Epicatechin
  • Hyperoside
  • JDTic
  • LY-255582
  • LY-2196044
  • LY-2444296
  • LY-2459989
  • LY-2795050
  • MeJDTic
  • Methylnaltrexone
  • ML190
  • ML350
  • MR-2266
  • N-Fluoropropyl-JDTic
  • Naloxone
  • Naltrexone
  • Naltrindole
  • Naringenin
  • Navacaprant
  • Norbinaltorphimine
  • Noribogaine
  • Pawhuskin A
  • PF-4455242
  • RB-64
  • RU-24213
  • Quadazocine
  • Taxifolin
  • UPHIT
  • Zyklophin
Nociceptin
(NOP)
Agonists
  • (Arg14,Lys15)Nociceptin
  • ((pF)Phe4)Nociceptin(1-13)NH2
  • (Phe1Ψ(CH2-NH)Gly2)Nociceptin(1-13)NH2
  • Ac-RYYRWK-NH2
  • Ac-RYYRIK-NH2
  • BU08070
  • Buprenorphine
  • Cebranopadol
  • Dihydroetorphine
  • Etorphine
  • JNJ-19385899
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • MCOPPB
  • MT-7716
  • NNC 63-0532
  • Nociceptin (orphanin FQ)
  • Nociceptin (1-11)
  • Nociceptin (1-13)NH2
  • Norbuprenorphine
  • Racemethorphan
  • Racemorphan
  • Ro64-6198
  • Ro65-6570
  • SCH-221510
  • SCH-486757
  • SR-8993
  • SR-16435
  • Sunobinop (S-117957)
  • TH-030418
Antagonists
  • (Nphe1)Nociceptin(1-13)NH2
  • AT-076
  • BAN-ORL-24
  • BTRX-246040 (LY-2940094)
  • J-113397
  • JTC-801
  • NalBzOH
  • Nociceptin (1-7)
  • Nocistatin
  • SB-612111
  • SR-16430
  • Thienorphine
  • Trap-101
  • UFP-101
Others
  • Enkephalinase inhibitors: Amastatin
  • BL-2401
  • Candoxatril
  • D-Phenylalanine
  • Dexecadotril (retorphan)
  • Ecadotril (sinorphan)
  • Kelatorphan
  • Racecadotril (acetorphan)
  • RB-101
  • RB-120
  • RB-3007
  • Opiorphan
  • Selank
  • Semax
  • Spinorphin
  • Thiorphan
  • Tynorphin
  • Ubenimex (bestatin)
  • Propeptides: β-Lipotropin (proendorphin)
  • Prodynorphin
  • Proenkephalin
  • Pronociceptin
  • Proopiomelanocortin (POMC)
  • Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)


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Retrieved from "https://teknopedia.ac.id/w/index.php?title=Oxycodegol&oldid=1332210019"
Categories:
  • Mu-opioid receptor agonists
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  • Nitrogen heterocycles
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  • Methoxy compounds
  • Experimental drugs
  • Ethoxy compounds
  • Analgesic stubs
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Pusat Layanan

UNIVERSITAS TEKNOKRAT INDONESIA | ASEAN's Best Private University
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Phone: (0721) 702022
Email: pmb@teknokrat.ac.id