List of opioids
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This is a list of opioids, opioid antagonists and inverse agonists.
Contents
- 1 Opium and poppy straw derivatives
- 2 Morphinans
- 3 Benzomorphans
- 4 4-Phenylpiperidines
- 5 Open chain opioids
- 6 Anilidopiperidines
- 7 Oripavine derivatives
- 8 Phenazepanes
- 9 Pirinitramides
- 10 Benzimidazoles
- 11 Indoles
- 12 Beta-Amino Ketones
- 13 Diphenylmethylpiperazines
- 14 Opioid peptides
- 15 Others
- 16 Opioid antagonists and inverse agonists
- 17 Biased ligands
- 18 Receptor heteromer targeting ligands
- 19 Uncategorized opioids
- 20 Combination drug formulations containing opioids
- 21 See also
- 22 References
- 23 External links
Opium and poppy straw derivatives[edit]
Crude opiate extracts whole opium products[edit]
Natural opiates[edit]
Opium alkaloids[edit]
See also: Components of opium
Structures
Morphides | ||||
---|---|---|---|---|
Codeine | Morphine | Oripavine | Pseudomorphine | Thebaine |
Alkaloid salts mixtures[edit]
- Pantopon
- Papaveretum (Omnopon)
- Tetrapon
Semisynthetics including Bentley compounds[edit]
Morphine family[edit]
- 14-Hydroxymorphine [1]
- 2,4-Dinitrophenylmorphine
- 6-Methyldihydromorphine [2]
- 6-Methylenedihydrodesoxymorphine
- 6-Acetyldihydromorphine [3]
- Azidomorphine
- Chlornaltrexamine
- Chloroxymorphamine [4]
- Desomorphine (dihydrodesoxymorphine)
- Dihydromorphine
- Ethyldihydromorphine [5][full citation needed]
- Hydromorphinol
- Methyldesorphine
- Morphine methylbromide
- N-Phenethylnordesomorphine
- N-Phenethylnormorphine
- 6-Nicotinoyldihydromorphine (metabolite of nicodicodeine)
- RAM-378
Structures of Morphine family
3,6-diesters of morphine[edit]
- Acetylpropionylmorphine
- 3,6-Dibutanoylmorphine
- Diacetyldihydromorphine (dihydroheroin, acetylmorphinol)
- Dibutyrylmorphine [1]
- Dibenzoylmorphine (first designer drug)
- Diformylmorphine
- Dipropanoylmorphine
- Heroin (diacetylmorphine)
- Nicomorphine
Structures
3,6-diesters of morphine | ||||
---|---|---|---|---|
Acetylpropionylmorphine | 3,6-Dibutanoylmorphine | Diacetyldihydromorphine (dihydroheroin, acetylmorphinol) |
||
Dibutyrylmorphine | Dibenzoylmorphine | Diformylmorphine | ||
Dipropanoylmorphine | Heroin (diacetylmorphine) |
Nicomorphine |
Codeine-dionine family[edit]
- 6-Monoacetylcodeine
- Benzylmorphine
- Codeine methylbromide
- Desocodeine [2]
- Dimethylmorphine (6-O-Methylcodeine) [3]
- Ethyldihydromorphine [4]
- Methyldihydromorphine (dihydroheterocodeine)
- Ethylmorphine (dionine)
- Heterocodeine
- Isocodeine [5]
- Pholcodine (morpholinylethylmorphine)
- Myrophine
- Transisocodeine [6]
Structures
Morphinones and morphols[edit]
- 14-Cinnamoyloxycodeinone
- 14-Ethoxymetopon
- 14-Methoxymetopon
- 14-Phenylpropoxymetopon
- 3-Acetyloxymorphone
- 3,14-Diacetyloxymorphone
- 7-Spiroindanyloxymorphone
- 8,14-Dihydroxydihydromorphinone [7]
- Acetylcodone [8]
- Acetylmorphone
- α-hydrocodol (=Dihydrocodeine, )
- Benzhydrocodone
- Bromoisopropropyldihydromorphinone cas?
- Codeinone
- Codol (= Codeine Phosphate [9], )
- Codoxime
- Conorfone (codorphone)
- IBNtxA
- Thebacon (acetyldihydrocodeinone, dihydrocodeinone enol acetate)
- Hydrocodone
- Hydromorphone
- Hydroxycodeine [10]
- Metopon (=Methyldihydromorphinone)
- Morphenol [11]
- Morphinone
- Morphol [12]
- N-Phenethyl-14-ethoxymetopon
- Noroxymorphone
- Oxycodone
- Oxymorphol
- Oxymorphone
- Pentamorphone
- Semorphone
Structures
Morphides[edit]
- α-Chlorocodide (= Chlorocodide) [13]
- β-Chlorocodide [14]
- α-Chloromorphide (= Chloromorphide)
- Bromocodide [15]
- Bromomorphide [16]
- Chlorodihydrocodide [17]
- Chloromorphide
- Codide [18]
Structures
Dihydrocodeine series[edit]
Structures
Nitrogen morphine derivatives[edit]
Structures
Morphides | ||||
---|---|---|---|---|
1-Nitrocodeine | Codeine-N-oxide | Morphine-N-oxide |
Hydrazones[edit]
Structures
Hydrazones | ||||
---|---|---|---|---|
Oxymorphazone |
Halogenated morphine derivatives[edit]
Active opiate metabolites[edit]
Structures
Active opiate metabolites | ||||
---|---|---|---|---|
Codeine-N-oxide | Heroin-7,8-oxide | Morphine-6-glucuronide | 6-Monoacetylmorphine | |
Morphine-N-oxide | Naltrexol | Norcodeine | Normorphine | |
Morphinans[edit]
Morphinan series[edit]
Structures
Others[edit]
Structures
Benzomorphans[edit]
- 5,9 alpha-diethyl-2-hydroxybenzomorphan (5,9-DEHB) [28]
- 8-Carboxamidocyclazocine (8-CAC)
- Alazocine
- Anazocine [29]
- Bremazocine
- Butinazocine [30]
- Carbazocine [31]
- Cogazocine
- Cyclazocine
- Dezocine
- Eptazocine
- Etazocine [32]
- Ethylketazocine [33]
- Fedotozine [34]
- Fluorophen [35]
- Gemazocine [36]
- Ibazocine [37]
- Ketazocine
- Metazocine
- Moxazocine [38]
- Pentazocine
- Phenazocine
- Quadazocine [39]
- SKF-10047
- Thiazocine [40]
- Tonazocine
- Volazocine
- Zenazocine[41]
Structures
4-Phenylpiperidines[edit]
Pethidines (meperidines)[edit]
- 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
Structures
Prodines[edit]
- Allylprodine
- (α/β)-Meprodine
- Desmethylprodine (MPPP)
- PEPAP
- (α/β)-Prodine
- Prosidol
- Trimeperidine (promedol)
Structures
Ketobemidones[edit]
Structures
Others[edit]
Structures
Other phenylpiperidines | ||||
---|---|---|---|---|
Alvimopan | Loperamide | Picenadol |
Open chain opioids[edit]
Amidones[edit]
Structures
Methadols[edit]
Moramides[edit]
Thiambutenes[edit]
Structures
Phenalkoxams[edit]
Structures
Phenalkoxams | ||||
---|---|---|---|---|
Dextropropoxyphene |
||||
Ampromides[edit]
Others[edit]
Anilidopiperidines[edit]
- 3-Allylfentanyl
- 3-Methylfentanyl
- 3-Methylthiofentanyl
- 4-Phenylfentanyl
- Alfentanil
- α-Methylacetylfentanyl
- α-Methylfentanyl
- α-Methylthiofentanyl
- Benzylfentanyl [47]
- β-hydroxyfentanyl
- β-hydroxythiofentanyl
- β-Methylfentanyl
- Brifentanil
- Butyrfentanyl
- Carfentanil
- Fentanyl
- Lofentanil
- N-Methylcarfentanil
- Mirfentanil
- Ocfentanil
- Ohmefentanyl
- Parafluorofentanyl
- Phenaridine
- R-30490
- Remifentanil
- Sufentanil
- Thenylfentanyl [48]
- Thiofentanyl
- Trefentanil
Structures
Oripavine derivatives[edit]
- 7-PET
- Acetorphine
- Alletorphine (N-allyl-noretorphine)
- BU-48
- Buprenorphine
- Buprenorphine-3-glucuronide
- Cyprenorphine
- Dihydroetorphine
- Etorphine
- Homprenorphine
- 18,19-Dehydrobuprenorphine (HS-599) [49] [50]
- N-cyclopropylmethylnoretorphine [51]
- Nepenthone [52] [53]
- Norbuprenorphine
- Norbuprenorphine-3-glucuronide
- Thevinone [54]
- Thienorphine [55]
Structures
Phenazepanes[edit]
Pirinitramides[edit]
Benzimidazoles[edit]
Indoles[edit]
Structures
Beta-Amino Ketones[edit]
Structures
Diphenylmethylpiperazines[edit]
Opioid peptides[edit]
Dynorphins[edit]
Structures
Dynorphins | ||||
---|---|---|---|---|
Big dynorphin | Dynorphin A | Dynorphin B | ||
Endomorphins[edit]
Endorphins[edit]
Structures
Enkephalins[edit]
Structures
Enkephalins | ||||
---|---|---|---|---|
DADLE | DAMGO | Dermenkephalin | Met-enkephalin | Leu-enkephalin |
Propeptides[edit]
Others / unknown[edit]
- Adrenorphin
- Amidorphin
- Biphalin
- Casokefamide
- Casomorphins
- Cytochrophin-4
- DALDA (Tyr-D-Arg-Phe-Lys-NH2)[57] [58]
- Deltorphin A
- Deltorphin I
- Deltorphin II
- Deprolorphin
- Dermorphin
- DPDPE [59]
- Frakefamide
- Gliadorphin
- Gluten exorphinss
- Hemorphin-4
- Metkefamide
- Morphiceptin
- Nociceptin
- Octreotide
- Opiorphin
- Rubiscolin
- Soymorphins
- Spinorphin
- TRIMU 5
- Tynorphin
- Valorphin
- Zyklophin
Structures
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[edit]
- 3-(3-Methoxyphenyl)-3-ethoxycarbonyltropane
- AD-1211
- AH-7921
- Axomadol
- Azaprocin
- BDPC
- Bisnortilidine [60] [61]
- 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-47,700
- U-50,488
- U-69,593
- Viminol
- 1-(4-Nitrophenylethyl)piperidylidene-2-(4-chlorophenyl)sulfonamide (W-18)
Opioid antagonists and inverse agonists[edit]
- 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 [62]
- Diprenorphine (M5050)
- Fedotozine
- ICI-174864
- J-113,397
- JDTic
- JTC-801
- Levallorphan
- LY-2456302
- LY-255582
- Methocinnamox
- Methylnaltrexone
- ML350
- Naldemedine
- Nalfurafine
- Nalmefene
- Nalmexone [63]
- Nalodeine (N-allylnorcodeine) [64]
- Naloxazone
- Naloxegol
- Naloxol
- Naloxonazine
- Naloxone
- Naloxone benzoylhydrazone
- Nalorphine
- Naltrexone
- Naltriben
- Naltrindole
- Norbinaltorphimine
- Oxilorphan
- PF-4455242
- S-allyl-3-hydroxy-17-thioniamorphinan (SAHTM)[65]
- Samidorphan
- SR-16430
Biased ligands[edit]
Receptor heteromer targeting ligands[edit]
Uncategorized opioids[edit]
- ADL-5859
- Alimadol
- Amentoflavone
- Anilopam [66] +HCl
- Asimadoline
- Cannabidiol
- Cyproterone acetate
- FE 200665
- Fedotozine
- HZ-2
- Kolokol-1
- Kratom
- Matrine
- MCOPPB
- Menthol
- MT-7716
- Nalfurafine
- Nalorphine
- Nalorphine dinicotinate
- PZM21
- Proglumide
- Ro65-6570
- SoRI-9409
- Spiradoline
- SR-8993
- SR-16435
- Tetrahydrocannabinol
Structures
Uncategorized opioids | ||||
---|---|---|---|---|
Nalodeine | ||||
Combination drug formulations containing opioids[edit]
- Buprenorphine/naloxone
- Buprenorphine/samidorphan (ALKS-5461)
- Bupropion/naltrexone
- 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
- Oxycodone/aspirin
- Oxycodone/naloxone
- Oxycodone/paracetamol
See also[edit]
- List of opioids by visual 2D molecular skeletal renderings (bundled remotely, click "show" after following link)
- List of Schedule I drugs (US)
References[edit]
- ^ 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. 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. doi:10.1073/pnas.1016277108. PMC 3064379. PMID 21385944.
External links[edit]
- 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