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This is a list of opioids, opioid antagonists and inverse agonists.
Opium and poppy straw derivatives
Crude opiate extracts whole opium products
- B&O Supprettes
- Diascordium
- Dover's powder
- Kendal Black Drop
- Laudanum
- Mithridate
- Opium
- Polish heroin (Compote, Kompot)
- Paregoric
- Poppy straw concentrate
- Poppy tea
- Smoking opium
- Theriac
Natural opiates
Opium alkaloids
See also: Components of opium Structures| Morphides | ||||
|---|---|---|---|---|
 Codeine
|
 Morphine
|
 Oripavine
|
 Pseudomorphine
|
 Thebaine
|
Alkaloid salts mixtures
- Pantopon
- Papaveretum (Omnopon)
- Tetrapon
Semisynthetics including Bentley compounds
Morphine family
- 14-Hydroxymorphine
- 2,4-Dinitrophenylmorphine
- 6-Methyldihydromorphine
- 6-Methylenedihydrodesoxymorphine
- 6-Acetyldihydromorphine
- Azidomorphine
- Chlornaltrexamine
- Chloroxymorphamine
- Desomorphine (dihydrodesoxymorphine)
- Dihydromorphine
- Ethyldihydromorphine
- Hydromorphinol
- Methyldesorphine
- Morphine methylbromide
- N-Phenethylnordesomorphine
- N-Phenethyl-14-ethoxymetopon
- N-Phenethylnormorphine
- 6-Nicotinoyldihydromorphine (metabolite of nicodicodeine)
- RAM-378
- Ro-1539
3,6-diesters of morphine
- Acetylpropionylmorphine
- 3,6-Dibutanoylmorphine
- Diacetyldihydromorphine (dihydroheroin, acetylmorphinol)
- Dibutyrylmorphine
- Dibenzoylmorphine (first designer drug)
- Diformylmorphine
- Dipropanoylmorphine
- Heroin (diacetylmorphine)
- Nicomorphine
| 3,6-diesters of morphine | ||||
|---|---|---|---|---|
 Acetylpropionylmorphine
|
3,6-Dibutanoylmorphine |  Diacetyldihydromorphine(dihydroheroin, acetylmorphinol) | ||
 Dibutyrylmorphine
|
 Dibenzoylmorphine
|
 Diformylmorphine
| ||
 Dipropanoylmorphine
|
 Heroin(diacetylmorphine) |
 Nicomorphine
| ||
Codeine-dionine family
- 6-Monoacetylcodeine
- Benzylmorphine
- Codeine methylbromide
- Desocodeine
- Dimethylmorphine (6-O-Methylcodeine)
- Ethyldihydromorphine
- Methyldihydromorphine (dihydroheterocodeine)
- Ethylmorphine (dionine)
- Heterocodeine
- Isocodeine
- Pholcodine (morpholinylethylmorphine)
- Myrophine
- Thebacon
- Transisocodeine
Morphinones and morphols
- 14-Cinnamoyloxycodeinone
- 14-Ethoxymetopon
- 14-Methoxymetopon
- 14-Phenylpropoxymetopon
- 3-Acetyloxymorphone
- 3,14-Diacetyloxymorphone
- 7-Spiroindanyloxymorphone
- 8,14-Dihydroxydihydromorphinone
- Acetylcodone
- Acetylmorphone
- α-hydrocodol (=dihydrocodeine, )
- Benzhydrocodone
- Bromoisopropropyldihydromorphinone cas?
- Codeinone
- Codoxime
- Conorfone (codorphone)
- IBNtxA
- Thebacon (acetyldihydrocodeinone, dihydrocodeinone enol acetate)
- Hydrocodone
- Hydromorphone
- Hydroxycodeine
- Metopon (=methyldihydromorphinone)
- Morphenol
- Morphinone
- Morphol
- N-Phenethyl-14-ethoxymetopon
- Noroxymorphone
- Oxycodone
- Oxymorphol
- Oxymorphone
- Pentamorphone
- Semorphone
Morphides
- α-Chlorocodide (= chlorocodide)
- β-Chlorocodide
- α-Chloromorphide (= chloromorphide)
- Bromocodide
- Bromomorphide
- Chlorodihydrocodide
- Chloromorphide
- Codide
| Morphides | ||||
|---|---|---|---|---|
 α-chlorocodide
|
 β-chlorocodide
|
 Bromomorphide
| ||
 Chlorodihydrocodide.
|
 Chloromorphide
|
 Codide
| ||
Dihydrocodeine series
- 14-Hydroxydihydrocodeine
- Acetyldihydrocodeine
- Dihydrocodeine
- Dihydrodesoxycodeine (desocodeine)
- Dihydroisocodeine
- Nicocodeine
- Nicodicodeine
| Morphides | ||||
|---|---|---|---|---|
 14-Hydroxydihydrocodeine
|
 Acetyldihydrocodeine
|
 Dihydrocodeine
|
 Dihydrodesoxycodeine
| |
 Dihydroisocodeine
|
 Nicocodeine
|
 Nicodicodeine
|
||
Nitrogen morphine derivatives
Structures| Morphides | ||||
|---|---|---|---|---|
 1-Nitrocodeine
|
 Codeine-N-oxide
|
 Morphine-N-oxide
| ||
Hydrazones
Structures| Hydrazones | ||||
|---|---|---|---|---|
 Oxymorphazone
| ||||
Halogenated morphine derivatives
Structures| Other open chain opioids | ||||
|---|---|---|---|---|
|
|
| ||
Active opiate metabolites
- Codeine-6-glucuronide
- Codeine-N-oxide (genocodeine)
- Heroin-7,8-oxide
- Morphine-6-glucuronide
- 3-Monoacetylmorphine
- 6-Monoacetylmorphine
- Morphine-N-oxide (genomorphine)
- Naltrexol
- Norcodeine
- Normorphine
| Active opiate metabolites | ||||
|---|---|---|---|---|
| Codeine-N-oxide
|
 Heroin-7,8-oxide
|
 Morphine-6-glucuronide
|
 6-Monoacetylmorphine
| |
| Morphine-N-oxide
|
 Naltrexol
|
 Norcodeine
|
 Normorphine
| |
Morphinans
Morphinan series
- 3-Hydroxymorphinan
- 4-Chlorophenylpyridomorphinan
- Cyclorphan
- Levargorphan
- Levorphanol
- Levophenacylmorphan
- Levomethorphan
- Methorphan (racemethorphan)
- Morphanol (racemorphanol)
- Norlevorphanol
- N-Methylmorphinan
- Oxilorphan
- Phenomorphan
- Proxorphan
- Ro4-1539
- Stephodeline Xorphanol
Others
- 1-Nitroaknadinine * 14-episinomenine
- 5,6-Dihydronorsalutaridine
- 6-Keto Nalbuphine
- Aknadinine
- Butorphanol
- Cephakicine
- Cephasamine
- Cyprodime
- Drotebanol
- Fenfangjine G
- Ketorfanol
- Nalbuphine
- Nalbuphone
- Tannagine
Benzomorphans
- 5,9 alpha-diethyl-2-hydroxybenzomorphan (5,9-DEHB)
- 8-Carboxamidocyclazocine (8-CAC)
- Alazocine
- Anazocine
- Bremazocine
- Butinazocine
- Carbazocine
- Cogazocine
- Cyclazocine
- Dezocine
- Eptazocine
- Etazocine
- Ethylketazocine
- Fedotozine
- Fluorophen
- Gemazocine
- Ibazocine
- Ketazocine
- Metazocine
- Moxazocine
- Pentazocine
- Phenazocine
- Quadazocine
- SKF-10047
- Tonazocine
- Volazocine
- Zenazocine
4-Phenylpiperidines
Pethidines (meperidines)
- 4-Fluoropethidine
- Allylnorpethidine
- Anileridine
- Benzethidine
- Carperidine
- Difenoxin
- Diphenoxylate
- Etoxeridine (carbetidine)
- Furethidine
- Hydroxypethidine (bemidone)
- Morpheridine
- Meperidine-N-oxide
- Oxpheneridine (carbamethidine)
- Pethidine (meperidine)
- Pethidine intermediate A
- Pethidine intermediate B (norpethidine)
- Pethidine intermediate C (pethidinic acid)
- Pheneridine
- Phenoperidine
- Piminodine
- Properidine (ipropethidine)
- Sameridine
Prodines
- Allylprodine
- (α/β)-Meprodine
- Desmethylprodine (MPPP)
- PEPAP
- (α/β)-Prodine
- Prosidol
- Trimeperidine (promedol)
| Prodines | ||||
|---|---|---|---|---|
 Allylprodine
|
 (α/β)-Meprodine
|
 Desmethylprodine (MPPP)
|
 PEPAP
|
Prodine
|
 Prosidol
|
Prosidol
|
|||
Ketobemidones
Structures| Ketobemidones | |||||
|---|---|---|---|---|---|
 Acetoxyketobemidone
|
 Droxypropine
|
 Ketobemidone
|
 Methylketobemidone
|
 Propylketobemidone
|
|
Others
Structures| Other phenylpiperidines | |||
|---|---|---|---|
 Alvimopan
|
 Loperamide
|
 LS-115509
|
 Picenadol
|
Open chain opioids
Amidones
- Dextromethadone
- Dipipanone
- Dipyanone
- Isomethadone
- Levoisomethadone
- Levomethadone
- Methadone
- Methadone intermediate
- Normethadone
- Norpipanone
- Phenadoxone (heptazone)
| Amidones | ||||
|---|---|---|---|---|
|
|
|
 Levoisomethadone
| |
 Noracetylmethadol
|
 Levomethadone
|
Methadone
|
 Methadone intermediate
| |
 Normethadone
|
 Norpipanone
|
 Phenadoxone
|
 Pipidone
| |
Methadols
- Acetylmethadol
- Alphaacetylmethadol
- Alphamethadol
- Betacetylmethadol
- Betamethadol
- Dimepheptanol (racemethadol)
- Isomethadol
- Levacetylmethadol
- Noracymethadol
| Other open chain opioids | ||||
|---|---|---|---|---|
|
|
|
| |
Moramides
Structures| Other open chain opioids | ||||
|---|---|---|---|---|
|
|
|
|
|
Thiambutenes
- Diethylthiambutene
- Dimethylthiambutene
- Ethylmethylthiambutene
- Piperidylthiambutene
- Pyrrolidinylthiambutene
- Thiambutene
| Thiambutenes | ||||
|---|---|---|---|---|
|
|
| ||
|
|
| ||
Phenalkoxams
- Dextropropoxyphene (propoxyphene)
- Dimenoxadol
- Dioxaphetyl butyrate
- Levopropoxyphene
- Norpropoxyphene
- Pyrroliphene
| Phenalkoxams | ||||
|---|---|---|---|---|
Dextropropoxyphene |
|
|
|
|
Ampromides
Structures| Ampromides | ||||
|---|---|---|---|---|
|
|
| ||
Others
Structures| Other open chain opioids | ||||
|---|---|---|---|---|
|
|
|
|
|
Anilidopiperidines
- 3-Allylfentanyl
- 3-Methylfentanyl
- 3-Methylthiofentanyl
- 4-Phenylfentanyl
- Alfentanil
- α-Methylacetylfentanyl
- α-Methylfentanyl
- α-Methylthiofentanyl
- Benzylfentanyl
- β-hydroxyfentanyl
- β-hydroxythiofentanyl
- β-Methylfentanyl
- Brifentanil
- Butyrfentanyl
- Carfentanil
- Fentanyl
- Lofentanil
- N-Methylcarfentanil
- Mirfentanil
- Ocfentanil
- Ohmefentanyl
- Parafluorofentanyl
- Phenaridine
- R-30490
- Remifentanil
- Sufentanil
- Thenylfentanyl
- Thiofentanyl
- Trefentanil
Oripavine derivatives
- 7-PET
- Acetorphine
- Alletorphine (N-allyl-noretorphine)
- BU-48
- Buprenorphine
- Buprenorphine-3-glucuronide
- Cyprenorphine
- Dihydroetorphine
- Etorphine
- Homprenorphine
- 18,19-Dehydrobuprenorphine (HS-599)
- N-cyclopropylmethylnoretorphine
- Nepenthone
- Norbuprenorphine
- Norbuprenorphine-3-glucuronide
- Thevinone
- Thienorphine
Phenazepanes
Structures| Phenazepanes | ||||
|---|---|---|---|---|
|
|
|
|
|
Pirinitramides
Structures| Pirinitramides | ||||
|---|---|---|---|---|
|
| |||
Benzimidazoles
Structures| Benzimidazoles | ||||
|---|---|---|---|---|
|
|
|
|
|
Indoles
- 18-Methoxycoronaridine
- 7-Acetoxymitragynine
- 7-Hydroxymitragynine
- ψ-Akuammigine
- Akuammidine
- Akuammine
- Coronaridine
- Eseroline
- Hodgkinsine
- Ibogaine
- Mitragynine
- Mitragynine pseudoindoxyl
- Noribogaine
- Pericine
- Pseudoakuammigine
| Indoles | ||||
|---|---|---|---|---|
|
|
|
|
|
|
|
-Mitragynine_Structural_Formula_V1.svg)
|
|
|
Beta-Amino Ketones
Structures| Indoles | |||||
|---|---|---|---|---|---|
-2,2-dimethyl-1-phenylpropan-1-one.svg)
3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one (Beta-amine ketone 'compound 29') | |||||
Diphenylmethylpiperazines
Structures| Diphenylmethylpiperazines | ||||
|---|---|---|---|---|
|
|
|
|
|
Opioid peptides
Dynorphins
Structures| Dynorphins | ||||
|---|---|---|---|---|
 Big dynorphin
|
 Dynorphin A
|
 Dynorphin B
| ||
Endomorphins
Endorphins
Structures| Dynorphins | ||||
|---|---|---|---|---|
 Beta-endorphin
|
 Alpha-endorphin
|
 Gamma-endorphin
|
 α-neoendorphin
|
β-neoendorphin
|
Enkephalins
Structures| Enkephalins | ||||
|---|---|---|---|---|
 DADLE
|
 DAMGO
|
 Deltorphin
|
 Met-enkephalin
|
 Leu-enkephalin
|
Propeptides
Others / unknown
- Adrenorphin
- Amidorphin
- Biphalin
- Casokefamide
- Casomorphins
- Cytochrophin-4
- DALDA (Tyr-D-Arg-Phe-Lys-NH2)
- Deltorphin I
- Deltorphin II
- Deprolorphin
- Dermorphin
- DPDPE
- Frakefamide
- Gliadorphin
- Gluten exorphins
- Hemorphin-4
- Metkefamide
- Morphiceptin
- Nociceptin
- Octreotide
- Opiorphin
- Rubiscolin
- Soymorphins
- Spinorphin
- TRIMU 5
- Tynorphin
- Valorphin
- Zyklophin
| Other or unknown opioid peptides | ||||
|---|---|---|---|---|
 Adrenorphin
|
 Amidorphin
|
 Casomorphin
|
 DALDA
|
Deltorphin
|
 Dermorphin
|
 DPDPE
|
 Endomorphin-1 Endomorphin-2
|
 Gliadorphin
|
 Morphiceptin
|
 Nociceptin
|
 Octreotide
|
 Opiorphin
|
Rubiscolin
|
 TRIMU 5
|
Others
- 3-(3-Methoxyphenyl)-3-ethoxycarbonyltropane
- AD-1211
- AH-7921
- Axomadol
- Azaprocin
- BDPC
- Bisnortilidine
- BRL-52537
- Bromadol
- Bromadoline
- Ciprefadol
- Ciramadol
- Doxpicomine
- Enadoline
- Faxeladol
- GR-89696
- Herkinorin
- ICI-199,441
- ICI-204,448
- Ketamine
- KNT-42
- LPK-26
- Lufuradom
- Metofoline
- MT-45
- Desmethylclozapine
- Nexeridine
- NNC 63-0532
- Nortilidine
- O-Desmethyltramadol
- Phenadone
- Phencyclidine
- Prodilidine
- Profadol
- Ro64-6198
- Salvinorin A
- Salvinorin B ethoxymethyl ether
- Salvinorin B methoxymethyl ether
- SB-612,111
- SC-17599
- RWJ-394,674
- TAN-67
- Tapentadol
- Thiobromadol (C-8813)
- Tifluadom
- Tilidine
- Tramadol
- Trimebutine
- U-47700
- U-50,488
- U-69,593
- Viminol
- 1-(4-Nitrophenylethyl)piperidylidene-2-(4-chlorophenyl)sulfonamide (W-18)
Opioid antagonists and inverse agonists
- 4-Caffeoyl-1,5-quinide
- 5'-Guanidinonaltrindole
- β-Funaltrexamine
- 6β-Naltrexol
- 6β-Naltrexol-d4
- Alvimopan
- AT-076
- Binaltorphimine
- BU09059
- Buprenorphine
- Chlornaltrexamine
- Clocinnamox
- Cyclazocine
- Cyprodime
- Diacetylnalorphine
- Diprenorphine (M5050)
- Fedotozine
- ICI-174864
- J-113,397
- JDTic
- JTC-801
- Levallorphan
- LY-2456302
- LY-255582
- Methocinnamox
- Methylnaltrexone
- ML350
- Naldemedine
- Nalfurafine
- Nalmefene
- Nalmexone
- Nalodeine (N-allylnorcodeine)
- Naloxazone
- Naloxegol
- Naloxol
- Naloxonazine
- Naloxone
- Naloxone benzoylhydrazone
- Nalorphine
- Naltrexone
- Naltriben
- Naltrindole
- Norbinaltorphimine
- Oxilorphan
- PF-4455242
- S-allyl-3-hydroxy-17-thioniamorphinan (SAHTM)
- Samidorphan
- SR-16430
Biased ligands
- 6'-Guanidinonaltrindole
- 7-Hydroxymitragynine
- Herkinorin
- ICI-199,441
- Noribogaine
- Oliceridine
- RB-64
- TRV734
Receptor heteromer targeting ligands
Uncategorized opioids
- ADL-5859
- Alimadol
- Amentoflavone
- Anilopam +HCl
- Asimadoline
- Cyproterone acetate
- FE 200665
- Fedotozine
- HZ-2
- Kolokol-1
- Matrine
- MCOPPB
- Menthol
- MT-7716
- Nalfurafine
- Nalorphine
- Nalorphine dinicotinate
- PZM21
- Proglumide
- Ro65-6570
- SoRI-9409
- Spiradoline
- SR-8993
- SR-16435
| Uncategorized opioids | ||||
|---|---|---|---|---|
|
|
| ||
|
|
| ||
|
 Nalodeine
|
|
| |
|
||||
Combination drug formulations containing opioids
- Buprenorphine/naloxone
- Buprenorphine/samidorphan (ALKS-5461)
- Co-codamol (codeine phosphate/paracetamol)
- Co-codaprin (codeine phosphate/aspirin)
- Co-dydramol (dihydrocodeine tartrate/paracetamol)
- Co-proxamol (dextropropoxyphene/paracetamol)
- Fentanyl/fluanisone
- Hydrocodone/ibuprofen
- Hydrocodone/paracetamol
- Loperamide/simethicone
- Morphine/naltrexone
- Naltrexone/bupropion
- Oxycodone/aspirin
- Oxycodone/naloxone
- Oxycodone/paracetamol
See also
- List of opioids by visual 2D molecular skeletal renderings (bundled remotely, click "show" after following link)
- List of Schedule I drugs (US)
- Gray death
References
- ChemIndex CAS Registry Number 3371-56-0
- ChemIndex CAS Registry Number 509-56-8
- ChemIndex CAS Registry Number 63715-94-6
- NCBI PubChem SID 750205
- chembase cbid_346222
- Gomes I, Fujita W, Gupta A, Saldanha SA, Saldanha AS, Negri A, Pinello CE, Eberhart C, Roberts E, Filizola M, Hodder P, Devi LA (2013). "Identification of a μ-δ opioid receptor heteromer-biased agonist with antinociceptive activity". Proc. Natl. Acad. Sci. U.S.A. 110 (29): 12072–7. Bibcode:2013PNAS..11012072G. doi:10.1073/pnas.1222044110. PMC 3718106. PMID 23818586.
- Yekkirala AS, Lunzer MM, McCurdy CR, Powers MD, Kalyuzhny AE, Roerig SC, Portoghese PS (2011). "N-naphthoyl-beta-naltrexamine (NNTA), a highly selective and potent activator of μ/kappa-opioid heteromers". Proc. Natl. Acad. Sci. U.S.A. 108 (12): 5098–103. Bibcode:2011PNAS..108.5098Y. doi:10.1073/pnas.1016277108. PMC 3064379. PMID 21385944.
External links
- Carbonate derivatives of 14β-hydroxycodeine "viz., 14β-hydroxy-6-O-(methoxycarbonyl)codeine, 6-O-methoxycarbonyl-14β-(methoxycarbonyloxy)codeine, and 14β-acetoxy-6-O-methoxy-carbonylcodeine, potential substrates for ring C modification in morphinane (sic) alkaloids, were synthesized for the first time." Russian Chemical Bulletin. August 2008, Volume 57, Issue 8, pp 1773–1774. Date: 11 Aug 2009; I. V. Evsikova, S. K. Moiseev, P. V. Petrovskii, V. N. Kalinin. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1739–1740