Wikipedia

List of opioids

This is a list of opioids, opioid antagonists and inverse agonists.

Opium poppy (Papaver somniferum) flower

Opium and poppy straw derivatives

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Seedhead of opium poppy with white latex

Crude opiate extracts whole opium products

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Natural opiates

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Opium alkaloids

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See also: Components of opium
Structures
Morphides
  Codeine   Morphine   Oripavine   Pseudomorphine   Thebaine

Alkaloid salts mixtures

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Semisynthetics including Bentley compounds

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Morphine family

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Structures of Morphine family
Morphine family
 14-Hydroxymorphine  2,4-Dinitrophenylmorphine  6-Methyldihydromorphine  6-Methylenedihydrodesoxymorphine  6-Acetyldihydromorphine hydrochloride
  Azidomorphine   Chlornaltrexamine   Chloroxymorphamine  Desomorphine
(Dihydrodesoxymorphine) 		  Dihydromorphine
  Ethyldihydromorphine   Hydromorphinol   Methyldesorphine   N-Phenethylnormorphine  6-nicotinoyldihydromorphine
  RAM-378

3,6-diesters of morphine

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Structures
3,6-diesters of morphine
  Acetylpropionylmorphine 3,6-Dibutanoylmorphine  Diacetyldihydromorphine
(dihydroheroin, acetylmorphinol)
  Dibutyrylmorphine   Dibenzoylmorphine   Diformylmorphine
  Dipropanoylmorphine  Heroin
(diacetylmorphine) 		  Nicomorphine

Codeine-dionine family

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Structures
Codeine-dionine family
 6-Monoacetylcodeine   Benzylmorphine  Codeine methylbromide   Desocodeine   Dimethylmorphine
(6-O-Methylcodeine)
  Ethyldihydromorphine   Methyldihydromorphine
(dihydroheterocodeine) 		 Ethylmorphine   Heterocodeine   Isocodeine
  Pholcodine   Myrophine   Transisocodeine

Morphinones and morphols

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Structures
Morphinones and morphols
  14-Cinnamoyloxycodeinone   14-Ethoxymetopon   14-Methoxymetopon   14-Phenylpropoxymetopon   7-Spiroindanyloxymorphone
  8,14-Dihydroxydihydromorphinone   Acetylcodone   Acetylmorphone   α-hydrocodol
(Dihydrocodeine) 		  Bromoisopropropyldihydromorphinone
  Codeinone   Codorphone   Codol
(Codeine Phosphate) 		  Codoxime   IBNtxA
  Thebacon   Hydrocodone   Hydromorphone   Hydroxycodeine  Metopon
(methyldihydromorphinone)
  Morphenol   Morphinone   Morphol   N-Phenethyl-14-ethoxymetopon   Oxycodone
  Oxymorphol   Oxymorphone   Pentamorphone   Semorphone

Morphides

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Structures
Morphides
  α-chlorocodide   β-chlorocodide   Bromomorphide
  Chlorodihydrocodide.   Chloromorphide   Codide

Dihydrocodeine series

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Structures
Morphides
  14-Hydroxydihydrocodeine   Acetyldihydrocodeine   Dihydrocodeine   Dihydrodesoxycodeine
  Dihydroisocodeine   Nicocodeine   Nicodicodeine

Nitrogen morphine derivatives

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Structures
Morphides
  1-Nitrocodeine   Codeine-N-oxide   Morphine-N-oxide

Hydrazones

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Structures
Hydrazones
  Oxymorphazone

Halogenated morphine derivatives

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Structures
Other open chain opioids
 

1-Bromocodeine

 

1-Chlorocodeine

 

1-Iodomorphine

Active opiate metabolites

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Structures
Active opiate metabolites
 Codeine-N-oxide  Heroin-7,8-oxide  Morphine-6-glucuronide  6-Monoacetylmorphine
 Morphine-N-oxide   Naltrexol   Norcodeine   Normorphine

Morphinans

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Levomethorphan

Morphinan series

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Structures
Other morphinans
  4-chlorophenylpyridomorphinan   Cyclorphan   Dextrallorphan   Levargorphan   Levophenacylmorphan
  Levomethorphan   Norlevorphanol   N-Methylmorphinan   Oxilorphan   Phenomorphan
  Dextromethorphan   levomethorphan   Morphanol   Ro4-1539   Stephodeline   Xorphanol

Others

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Structures
Other Morphinans
  1-Nitroaknadinine   14-episinomenine   5,6-Dihydronorsalutaridine   6-Keto Nalbuphine   Aknadinine
  Butorphanol   Cephakicine   Cephasamine   Cyprodime   Drotebanol
  Fenfangjine G   Nalbuphine   Sinococuline   Sinomenine   Tannagine

Benzomorphans

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Structures
Benzomorphans
 5,9 alpha-diethyl-2-hydroxybenzomorphan
(5,9-DEHB) 		  8-Carboxamidocyclazocine   Alazocine   Anazocine   Bremazocine
  Butinazocine   Carbazocine   Cogazocine   Cyclazocine   Dezocine
  Eptazocine   Etazocine   Ethylketocyclazocine   Fedotozine   Fluorophen
  Gemazocine   Ibazocine   Ketazocine   Metazocine   Moxazocine
  Pentazocine   Phenazocine   Quadazocine   Thiazocine   Tonazocine
  Volazocine   Zenazocine

4-Phenylpiperidines

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Pethidine

Pethidines (meperidines)

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Structures
Pethidines (meperidines)
 4-Fluoropethidine   8-Carboxamidocyclazocine   Allylnorpethidine   Anileridine   Benzethidine
  Carperidine   Difenoxin   Diphenoxylate   Etoxeridine   Furethidine
  Hydroxypethidine   Morpheridine   Meperidine-N-oxide   Oxpheneridine   Pethidine
  Pethidine intermediate A   Pethidine intermediate B   Pethidine intermediate C   Pheneridine   Phenoperidine
  Piminodine  Properidine   Sameridine

Prodines

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Structures
Prodines
 Allylprodine   (α/β)-Meprodine   Desmethylprodine (MPPP)   PEPAP   Prodine
  Prosidol   Prosidol

Ketobemidones

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Structures
Ketobemidones
 Acetoxyketobemidone   Droxypropine   Ketobemidone   Methylketobemidone   Propylketobemidone

Others

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Structures
Other phenylpiperidines
 Alvimopan   Loperamide   LS-115509   Picenadol

Open chain opioids

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Methadone

Amidones

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Structures
Amidones
 

Dextromethadone

 

Dipipanone

 

Isomethadone

  Levoisomethadone
  Noracetylmethadol   Levomethadone   Methadone  Methadone intermediate
  Normethadone   Norpipanone   Phenadoxone   Pipidone

Methadols

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Structures
Other open chain opioids
 

Alphaacetylmethadol

 

Dimepheptanol

 

Levacetylmethadol

 

Noracetylmethadol

Moramides

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Structures
Other open chain opioids
 

Desmethylmoramide

 

Dextromoramide

 

Levomoramide

 

Moramide intermediate

 

Racemoramide

Thiambutenes

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Structures
Thiambutenes
 

Diethylthiambutene

 

Dimethylthiambutene

 

Ethylmethylthiambutene

 

Piperidylthiambutene

 

Thiambutene

 

Tipepidine

Phenalkoxams

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Structures
Phenalkoxams
 

Dextropropoxyphene
(propoxyphene)

 

Dimenoxadol

 

Dioxaphetyl butyrate

 

Levopropoxyphene

 

Norpropoxyphene

Ampromides

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Structures
Ampromides
 

Diampromide

 

Phenampromide

 

Propiram

Others

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Structures
Other open chain opioids
 

Embutramide

 

IC-26

 

Isoaminile

 

Lefetamine

 

R-4066

Anilidopiperidines

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Fentanyl
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   Thenylfentanyl   Thiofentanyl
  Trefentanil

Oripavine derivatives

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Thienorphine
Structures
Oripavine derivatives
  7-PET   Acetorphine   Alletorphine   BU-48   Buprenorphine
  Cyprenorphine   Dihydroetorphine   Etorphine   Homprenorphine  18,19-Dehydrobuprenorphine
 N-cyclopropylmethylnoretorphine   Nepenthone   Norbuprenorphine   Thevinone   Thienorphine

Phenazepanes

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Structures
Phenazepanes
 

Ethoheptazine

 

Meptazinol

 

Metheptazine

 

Metethoheptazine

 

Proheptazine

Pirinitramides

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Structures
Pirinitramides
 

Bezitramide

 

Piritramide

Benzimidazoles

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Structures
Benzimidazoles
 

Clonitazene

 

Etonitazene

 

Isotonitazene

 

Metonitazene

 

Nitazene: R = hydrogen

Indoles

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Structures
Indoles
 

18-Methoxycoronaridine

 

7-Acetoxymitragynine

 

7-Hydroxymitragynine

 

Akuammidine

 

Akuammine

 

Eseroline

 

Hodgkinsine

 

Mitragynine

 

Pericine

 

Pseudoakuammigine

Beta-Amino Ketones

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Structures
Indoles
 

3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one (Beta-amine ketone 'compound 29')

Diphenylmethylpiperazines

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Structures
Diphenylmethylpiperazines
 

BW373U86

 

DPI-221

 

DPI-287

 

DPI-3290

 

SNC-80

Opioid peptides

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β-neoendorphin

Dynorphins

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Structures
Dynorphins
  Big dynorphin   Dynorphin A   Dynorphin B

Endomorphins

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Endorphins

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Structures
Dynorphins
  Beta-endorphin   Alpha-endorphin   Gamma-endorphin   α-neoendorphin   β-neoendorphin

Enkephalins

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Structures
Enkephalins
  DADLE   DAMGO   Deltorphin   Met-enkephalin   Leu-enkephalin

Propeptides

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Others / unknown

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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

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Opioid antagonists and inverse agonists

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Biased ligands

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Receptor heteromer targeting ligands

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Uncategorized opioids

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Structures
Uncategorized opioids
 

Alimadol

 

Anilopam

 

Asimadoline

 

FE 200665

 

Fedotozine

 

MCOPPB

 

Nalfurafine

  Nalodeine  

Nalorphine

 

Nalorphine dinicotinate

 

SoRI-9409

Combination drug formulations containing opioids

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See also

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References

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  1. ^ ChemIndex CAS Registry Number 3371-56-0
  2. ^ ChemIndex CAS Registry Number 509-56-8
  3. ^ ChemIndex CAS Registry Number 63715-94-6
  4. ^ NCBI PubChem SID 750205
  5. ^ chembase [permanent dead link‍] cbid_346222
  6. ^ 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.
  7. ^ 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.
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  • 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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