List of opioids
This article includes a list of general references, but it lacks sufficient corresponding inline citations. (January 2012) |
This is a list of opioids, opioid antagonists and inverse agonists.
Opium and poppy straw derivatives[]
Crude opiate extracts whole opium products[]
- Polish heroin (Compote, Kompot)
- 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[]
- Codeine
- Morphine
- Oripavine
- Pseudomorphine
- Thebaine
Structures
Morphides | ||||
---|---|---|---|---|
Codeine | Morphine | Oripavine | Pseudomorphine | Thebaine |
Alkaloid salts mixtures[]
- Pantopon
- Papaveretum (Omnopon)
Semisynthetics including Bentley compounds[]
Morphine family[]
- [1]
- 2,4-Dinitrophenylmorphine
- [2]
- 6-Methylenedihydrodesoxymorphine
- [3]
- Azidomorphine
- Chlornaltrexamine
- Chloroxymorphamine [4]
- Desomorphine (dihydrodesoxymorphine)
- Dihydromorphine
- [5][full citation needed]
- Hydromorphinol
- Methyldesorphine
- Morphine methylbromide
- N-Phenethylnordesomorphine
- N-Phenethyl-14-ethoxymetopon
- N-Phenethylnormorphine
- (metabolite of nicodicodeine)
- RAM-378
Structures of Morphine family
Morphine family | ||||
---|---|---|---|---|
2,4-Dinitrophenylmorphine | 6-Methylenedihydrodesoxymorphine | |||
Azidomorphine | Chlornaltrexamine | Chloroxymorphamine | Desomorphine (Dihydrodesoxymorphine) |
Dihydromorphine |
Hydromorphinol | Methyldesorphine | N-Phenethylnormorphine | ||
RAM-378 | ||||
3,6-diesters of morphine[]
- Acetylpropionylmorphine
- Diacetyldihydromorphine (dihydroheroin, acetylmorphinol)
- Dibutyrylmorphine [1]
- Dibenzoylmorphine (first designer drug)
- Dipropanoylmorphine
- Heroin (diacetylmorphine)
- Nicomorphine
Structures
3,6-diesters of morphine | ||||
---|---|---|---|---|
Acetylpropionylmorphine | Diacetyldihydromorphine (dihydroheroin, acetylmorphinol) | |||
Dibutyrylmorphine | Dibenzoylmorphine | |||
Dipropanoylmorphine | Heroin (diacetylmorphine) |
Nicomorphine |
Codeine-dionine family[]
- 6-Monoacetylcodeine
- Benzylmorphine
- Codeine methylbromide
- Desocodeine [2][permanent dead link]
- (6-O-Methylcodeine) [3]
- [4][permanent dead link]
- Methyldihydromorphine (dihydroheterocodeine)
- Ethylmorphine (dionine)
- Heterocodeine
- Isocodeine [5]
- Pholcodine (morpholinylethylmorphine)
- Myrophine
- Thebacon
- [6]
Structures
Codeine-dionine family | ||||
---|---|---|---|---|
6-Monoacetylcodeine | Benzylmorphine | Codeine methylbromide | Desocodeine | |
Methyldihydromorphine (dihydroheterocodeine) |
Ethylmorphine | Heterocodeine | Isocodeine | |
Pholcodine | Myrophine | |||
Morphinones and morphols[]
- 14-Cinnamoyloxycodeinone
- 14-Ethoxymetopon
- 14-Methoxymetopon
- 14-Phenylpropoxymetopon
- 3-Acetyloxymorphone
- 3,14-Diacetyloxymorphone
- 7-Spiroindanyloxymorphone
- [7]
- [8]
- Acetylmorphone
- α-hydrocodol (=dihydrocodeine, )
- Benzhydrocodone
- cas?
- Codeinone
- Codoxime
- Conorfone (codorphone)
- IBNtxA
- Thebacon (acetyldihydrocodeinone, dihydrocodeinone enol acetate)
- Hydrocodone
- Hydromorphone
- [9]
- Metopon (=methyldihydromorphinone)
- [10]
- Morphinone
- [11]
- N-Phenethyl-14-ethoxymetopon
- Noroxymorphone
- Oxycodone
- Oxymorphol
- Oxymorphone
- Pentamorphone
- Semorphone
Structures
Morphinones and morphols | ||||
---|---|---|---|---|
14-Cinnamoyloxycodeinone | 14-Ethoxymetopon | 14-Methoxymetopon | 14-Phenylpropoxymetopon | 7-Spiroindanyloxymorphone |
Acetylmorphone | α-hydrocodol (Dihydrocodeine) |
|||
Codeinone | Codorphone | Codol (Codeine Phosphate) |
Codoxime | IBNtxA |
Thebacon | Hydrocodone | Hydromorphone | Metopon (methyldihydromorphinone) | |
Morphinone | N-Phenethyl-14-ethoxymetopon | Oxycodone | ||
Oxymorphol | Oxymorphone | Pentamorphone | Semorphone |
Morphides[]
Structures
Morphides | ||||
---|---|---|---|---|
Chloromorphide | ||||
Dihydrocodeine series[]
- 14-Hydroxydihydrocodeine
- Acetyldihydrocodeine
- Dihydrocodeine
- Dihydrodesoxycodeine (desocodeine)
- Dihydroisocodeine
- Nicocodeine
- Nicodicodeine
Structures
Morphides | ||||
---|---|---|---|---|
14-Hydroxydihydrocodeine | Acetyldihydrocodeine | Dihydrocodeine | Dihydrodesoxycodeine | |
Dihydroisocodeine | Nicocodeine | Nicodicodeine |
Nitrogen morphine derivatives[]
Structures
Morphides | ||||
---|---|---|---|---|
Codeine-N-oxide | Morphine-N-oxide |
Hydrazones[]
- Oxymorphazone
Structures
Hydrazones | ||||
---|---|---|---|---|
Oxymorphazone |
Halogenated morphine derivatives[]
- 1-Iodomorphine
Structures
Other open chain opioids | ||||
---|---|---|---|---|
|
|
1-Iodomorphine | ||
Active opiate metabolites[]
- Codeine-6-glucuronide
- Codeine-N-oxide (genocodeine)[20]
- [21]
- Morphine-6-glucuronide
- 3-Monoacetylmorphine
- 6-Monoacetylmorphine
- Morphine-N-oxide (genomorphine)
- Naltrexol [22]
- Norcodeine
- Normorphine
Structures
Active opiate metabolites | ||||
---|---|---|---|---|
Codeine-N-oxide | Morphine-6-glucuronide | 6-Monoacetylmorphine | ||
Morphine-N-oxide | Naltrexol | Norcodeine | Normorphine | |
Morphinans[]
Morphinan series[]
- 3-Hydroxymorphinan
- [23]
- Cyclorphan
- [24]
- Levorphanol
- Levophenacylmorphan
- Levomethorphan
- Methorphan (racemethorphan)
- Morphanol (racemorphanol)
- Norlevorphanol
- [25]
- Oxilorphan
- Phenomorphan
- Proxorphan
- Ro4-1539
- [26][permanent dead link]Xorphanol
Structures
Other morphinans | ||||
---|---|---|---|---|
Cyclorphan | Dextrallorphan | Levophenacylmorphan | ||
Levomethorphan | Norlevorphanol | Oxilorphan | Phenomorphan | |
Dextromethorphan levomethorphan | Morphanol | Ro4-1539 | Xorphanol | |
Others[]
- *
- Aknadinine
- Butorphanol
- Cyprodime
- Drotebanol
- Ketorfanol
- Nalbuphine
Structures
Other Morphinans | ||||
---|---|---|---|---|
Aknadinine | ||||
Butorphanol | Cyprodime | Drotebanol | ||
Nalbuphine | Sinococuline | Sinomenine |
Benzomorphans[]
- (5,9-DEHB) [27]
- 8-Carboxamidocyclazocine (8-CAC)
- Alazocine
- Anazocine [28]
- Bremazocine
- Butinazocine [29]
- Carbazocine [30]
- Cogazocine
- Cyclazocine
- Dezocine
- Eptazocine
- Etazocine [31][permanent dead link]
- Ethylketazocine [32]
- Fedotozine [33]
- Fluorophen [34]
- Gemazocine [35][permanent dead link]
- Ibazocine [36][permanent dead link]
- Ketazocine
- Metazocine
- Moxazocine [37]
- Pentazocine
- Phenazocine
- Quadazocine [38]
- SKF-10047
- [39]
- Tonazocine
- Volazocine
- Zenazocine[40]
Structures
Benzomorphans | ||||
---|---|---|---|---|
8-Carboxamidocyclazocine | Alazocine | Anazocine | Bremazocine | |
Butinazocine | Carbazocine | Cogazocine | Cyclazocine | Dezocine |
Eptazocine | Etazocine | Ethylketocyclazocine | Fedotozine | Fluorophen |
Gemazocine | Ibazocine | Ketazocine | Metazocine | Moxazocine |
Pentazocine | Phenazocine | Quadazocine | Tonazocine | |
Volazocine | Zenazocine |
4-Phenylpiperidines[]
Pethidines (meperidines)[]
- 4-Fluoropethidine
- 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
Structures
Pethidines (meperidines) | ||||
---|---|---|---|---|
4-Fluoropethidine | 8-Carboxamidocyclazocine | Allylnorpethidine | Anileridine | Benzethidine |
Carperidine | Difenoxin | Diphenoxylate | Etoxeridine | Furethidine |
Hydroxypethidine | Morpheridine | Oxpheneridine | Pethidine | |
Pethidine intermediate A | Pethidine intermediate B | Pethidine intermediate C | Pheneridine | Phenoperidine |
Piminodine | Properidine | Sameridine |
Prodines[]
- Allylprodine
- (α/β)-Meprodine
- Desmethylprodine (MPPP)
- PEPAP
- (α/β)-Prodine
- Prosidol
- Trimeperidine (promedol)
Structures
Prodines | ||||
---|---|---|---|---|
Allylprodine | (α/β)-Meprodine | Desmethylprodine (MPPP) | PEPAP | Prodine |
Prosidol | Prosidol |
Ketobemidones[]
Structures
Others[]
Open chain opioids[]
Amidones[]
- Dextromethadone [41]
- Dipipanone
- Isomethadone [42]
- Levomethadone
- Methadone
- Methadone intermediate [43]
- Normethadone
- Norpipanone [44]
- Phenadoxone (heptazone)
Structures
Amidones | ||||
---|---|---|---|---|
Dipipanone |
||||
Levomethadone | Methadone | Methadone intermediate | ||
Normethadone | Norpipanone | Phenadoxone | Pipidone | |
Methadols[]
- Acetylmethadol
- Alphaacetylmethadol
- Alphamethadol
- Betacetylmethadol
- Betamethadol
- Dimepheptanol (racemethadol)
- Isomethadol
- Levacetylmethadol
- Noracymethadol
Structures
Other open chain opioids | ||||
---|---|---|---|---|
Alphaacetylmethadol |
| |||
Moramides[]
- Desmethylmoramide
- Dextromoramide
- Levomoramide
- Moramide intermediate [45]
- Racemoramide
Structures
Other open chain opioids | ||||
---|---|---|---|---|
Desmethylmoramide |
||||
Thiambutenes[]
- Diethylthiambutene
- Dimethylthiambutene
- Ethylmethylthiambutene
- Piperidylthiambutene
- Pyrrolidinylthiambutene
- Thiambutene
Structures
Thiambutenes | ||||
---|---|---|---|---|
Ethylmethylthiambutene | ||||
Thiambutene |
Tipepidine | |||
Phenalkoxams[]
- Dextropropoxyphene (propoxyphene)
- Dimenoxadol
- Dioxaphetyl butyrate
- Levopropoxyphene
- Norpropoxyphene
Structures
Phenalkoxams | ||||
---|---|---|---|---|
Dextropropoxyphene |
Levopropoxyphene |
Norpropoxyphene | ||
Ampromides[]
Structures
Ampromides | ||||
---|---|---|---|---|
Others[]
Anilidopiperidines[]
- 3-Allylfentanyl
- 3-Methylfentanyl
- 3-Methylthiofentanyl
- 4-Phenylfentanyl
- Alfentanil
- α-Methylacetylfentanyl
- α-Methylfentanyl
- Benzylfentanyl [46]
- β-hydroxythiofentanyl
- β-Methylfentanyl
- Brifentanil
- Butyrfentanyl
- Carfentanil
- Fentanyl
- Lofentanil
- N-Methylcarfentanil
- Mirfentanil
- Ocfentanil
- Ohmefentanyl
- Parafluorofentanyl
- Phenaridine
- R-30490
- Remifentanil
- Sufentanil
- [47]
- Thiofentanyl
- Trefentanil
Structures
Anilidopiperidines | ||||
---|---|---|---|---|
3-Allylfentanyl | 3-Methylfentanyl | 3-Methylthiofentanyl | 4-Phenylfentanyl | Alfentanil |
Alphamethylacetylfentanyl | Alphamethylfentanyl | Alphamethylthiofentanyl | Benzylfentanyl | Betahydroxyfentanyl |
Betahydroxythiofentanyl | Betamethylfentanyl | Brifentanil | Carfentanil | Fentanyl |
Lofentanil | Mirfentanil | Ocfentanil | Ohmefentanyl | Parafluorofentanyl |
Phenaridine | Remifentanil | Sufentanil | 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) [48] [49]
- [50]
- [51] [52]
- Norbuprenorphine
- Norbuprenorphine-3-glucuronide
- Thevinone [53]
- Thienorphine [54]
Structures
Oripavine derivatives | ||||
---|---|---|---|---|
7-PET | Acetorphine | Alletorphine | BU-48 | Buprenorphine |
Cyprenorphine | Dihydroetorphine | Etorphine | Homprenorphine | 18,19-Dehydrobuprenorphine |
Norbuprenorphine | Thevinone | Thienorphine | ||
Phenazepanes[]
- Ethoheptazine
- Meptazinol
- Metheptazine
- Metethoheptazine
- Proheptazine
Structures
Phenazepanes | ||||
---|---|---|---|---|
Ethoheptazine |
Meptazinol |
|||
Pirinitramides[]
- Bezitramide
- Piritramide
Structures
Pirinitramides | ||||
---|---|---|---|---|
Piritramide | ||||
Benzimidazoles[]
- Clonitazene
- Etonitazene
- Isotonitazene
- Metonitazene
Structures
Benzimidazoles | ||||
---|---|---|---|---|
Etonitazene |
Isotonitazene |
Metonitazene |
Nitazene: R = hydrogen | |
Indoles[]
- 18-Methoxycoronaridine
- 7-Hydroxymitragynine
- Akuammine
- Coronaridine
- Eseroline
- Hodgkinsine
- Ibogaine
- Mitragynine
- Mitragynine pseudoindoxyl
- Noribogaine
- Pericine
- Pseudoakuammigine
Structures
Indoles | ||||
---|---|---|---|---|
18-Methoxycoronaridine |
|
7-Hydroxymitragynine |
|
Akuammine |
Mitragynine |
Pericine |
Pseudoakuammigine |
Beta-Amino Ketones[]
- 3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one
Structures
Indoles | |||||
---|---|---|---|---|---|
3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one (Beta-amine ketone 'compound 29') |
Diphenylmethylpiperazines[]
Opioid peptides[]
Dynorphins[]
- Big dynorphin
- Dynorphin A
- Dynorphin B
- Leumorphin
Structures
Dynorphins | ||||
---|---|---|---|---|
Big dynorphin | Dynorphin A | Dynorphin B | ||
Endomorphins[]
- Endomorphin-1
- Endomorphin-2
Endorphins[]
Structures
Dynorphins | ||||
---|---|---|---|---|
Beta-endorphin | Alpha-endorphin | Gamma-endorphin | α-neo-endorphin | β-neo-endorphin |
Enkephalins[]
- DADLE
- DAMGO
- Deltorphin [55]
- Met-enkephalin
- Leu-enkephalin
Structures
Enkephalins | ||||
---|---|---|---|---|
DADLE | DAMGO | Deltorphin | Met-enkephalin | Leu-enkephalin |
Propeptides[]
- Proenkephalin
- Proendorphin
- Proopiomelanocortin
Others / unknown[]
- Adrenorphin
- Amidorphin
- Biphalin
- Casokefamide
- Casomorphins
- Cytochrophin-4
- (Tyr-D-Arg-Phe-Lys-NH2)[56] [57]
- Deltorphin I
- Dermorphin
- DPDPE [58]
- Frakefamide
- Gliadorphin
- Gluten exorphins
- Hemorphin-4
- Metkefamide
- Morphiceptin
- Nociceptin
- Octreotide
- Opiorphin
- Rubiscolin
- Spinorphin
- TRIMU 5
- Tynorphin
- Valorphin
- Zyklophin
Structures
Other or unknown opioid peptides | ||||
---|---|---|---|---|
Adrenorphin | Amidorphin | Casomorphin | Deltorphin | |
Dermorphin | DPDPE | Endomorphin-1 Endomorphin-2 |
Gliadorphin | Morphiceptin |
Nociceptin | Octreotide | Opiorphin | Rubiscolin | TRIMU 5 |
Others[]
- AD-1211
- AH-7921
- Axomadol
- Azaprocin
- BDPC
- Bisnortilidine [59] [60]
- BRL-52537
- Bromadol
- Bromadoline
- Ciprefadol
- Ciramadol
- Doxpicomine
- Enadoline
- Faxeladol
- GR-89696
- Herkinorin
- ICI-199,441
- ICI-204,448
- Ketamine
- 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 [61]
- Diprenorphine (M5050)
- Fedotozine
- J-113,397
- JDTic
- JTC-801
- Levallorphan
- LY-2456302
- LY-255582
- Methylnaltrexone
- Naldemedine
- Nalfurafine
- Nalmefene
- Nalmexone [62]
- Nalodeine (N-allylnorcodeine) [63]
- Naloxazone
- Naloxegol
- Naloxol
- Naloxonazine
- Naloxone
- Nalorphine
- Naltrexone
- Naltriben
- Naltrindole
- Norbinaltorphimine
- Oxilorphan
- PF-4455242
- (SAHTM)[64]
- Samidorphan
Biased ligands[]
- 6'-Guanidinonaltrindole
- 7-Hydroxymitragynine
- Herkinorin
- ICI-199,441
- Noribogaine
- Oliceridine
- RB-64
- TRV734
Receptor heteromer targeting ligands[]
Uncategorized opioids[]
- Alimadol
- Amentoflavone
- Anilopam [65] +HCl
- Asimadoline
- Cyproterone acetate
- FE 200665
- Fedotozine
- HZ-2
- Kolokol-1
- Matrine
- MCOPPB
- Menthol
- Nalfurafine
- Nalorphine
- Nalorphine dinicotinate
- PZM21
- Proglumide
- SoRI-9409
- Spiradoline
- SR-16435
Structures
Uncategorized opioids | ||||
---|---|---|---|---|
FE 200665 |
||||
Nalfurafine |
Nalodeine |
Nalorphine |
Nalorphine dinicotinate | |
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[permanent dead link] 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
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