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List of opioids

Summary

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

Opium poppy (Papaver somniferum) flower

Opium and poppy straw derivatives edit

 
Seedhead of opium poppy with white latex

Crude opiate extracts whole opium products edit

Natural opiates edit

Opium alkaloids edit

Structures
Morphides
  Codeine   Morphine   Oripavine   Pseudomorphine   Thebaine

Alkaloid salts mixtures edit

Semisynthetics including Bentley compounds edit

Morphine family edit

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 edit

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

Codeine-dionine family edit

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 edit

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 edit

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

Dihydrocodeine series edit

Structures
Morphides
  14-Hydroxydihydrocodeine   Acetyldihydrocodeine   Dihydrocodeine   Dihydrodesoxycodeine
  Dihydroisocodeine   Nicocodeine   Nicodicodeine

Nitrogen morphine derivatives edit

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

Hydrazones edit

Structures
Hydrazones
  Oxymorphazone

Halogenated morphine derivatives edit

Structures
Other open chain opioids
 

1-Bromocodeine

 

1-Chlorocodeine

 

1-Iodomorphine

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

 
Levomethorphan

Morphinan series edit

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

Others edit

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 edit

[36]-->

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 edit

 
Pethidine

Pethidines (meperidines) edit

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 edit

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

Ketobemidones edit

Structures
Ketobemidones
 Acetoxyketobemidone   Droxypropine   Ketobemidone   Methylketobemidone   Propylketobemidone

Others edit

Structures
Other phenylpiperidines
 Alvimopan   Loperamide   LS-115509   Picenadol

Open chain opioids edit

 
Methadone

Amidones edit

Structures
Amidones
 

Dextromethadone

 

Dipipanone

 

Isomethadone

  Levoisomethadone
  Noracetylmethadol   Levomethadone   Methadone  Methadone intermediate
  Normethadone   Norpipanone   Phenadoxone   Pipidone

Methadols edit

Structures
Other open chain opioids
 

Alphaacetylmethadol

 

Dimepheptanol

 

Levacetylmethadol

 

Noracetylmethadol

Moramides edit

Structures
Other open chain opioids
 

Desmethylmoramide

 

Dextromoramide

 

Levomoramide

 

Moramide intermediate

 

Racemoramide

Thiambutenes edit

Structures
Thiambutenes
 

Diethylthiambutene

 

Dimethylthiambutene

 

Ethylmethylthiambutene

 

Piperidylthiambutene

 

Thiambutene

 

Tipepidine

Phenalkoxams edit

Structures
Phenalkoxams
 

Dextropropoxyphene
(propoxyphene)

 

Dimenoxadol

 

Dioxaphetyl butyrate

 

Levopropoxyphene

 

Norpropoxyphene

Ampromides edit

Structures
Ampromides
 

Diampromide

 

Phenampromide

 

Propiram

Others edit

Structures
Other open chain opioids
 

Embutramide

 

IC-26

 

Isoaminile

 

Lefetamine

 

R-4066

Anilidopiperidines edit

 
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 edit

 
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 edit

Structures
Phenazepanes
 

Ethoheptazine

 

Meptazinol

 

Metheptazine

 

Metethoheptazine

 

Proheptazine

Pirinitramides edit

Structures
Pirinitramides
 

Bezitramide

 

Piritramide

Benzimidazoles edit

Structures
Benzimidazoles
 

Clonitazene

 

Etonitazene

 

Isotonitazene

 

Metonitazene

 

Nitazene: R = hydrogen

Indoles edit

Structures
Indoles
 

18-Methoxycoronaridine

 

7-Acetoxymitragynine

 

7-Hydroxymitragynine

 

Akuammidine

 

Akuammine

 

Eseroline

 

Hodgkinsine

 

Mitragynine

 

Pericine

 

Pseudoakuammigine

Beta-Amino Ketones edit

Structures
Indoles
 

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

Diphenylmethylpiperazines edit

Structures
Diphenylmethylpiperazines
 

BW373U86

 

DPI-221

 

DPI-287

 

DPI-3290

 

SNC-80

Opioid peptides edit

 
β-neoendorphin

Dynorphins edit

Structures
Dynorphins
  Big dynorphin   Dynorphin A   Dynorphin B

Endomorphins edit

Endorphins edit

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

Enkephalins edit

Structures
Enkephalins
  DADLE   DAMGO   Deltorphin   Met-enkephalin   Leu-enkephalin

Propeptides edit

Others / unknown edit

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

Opioid antagonists and inverse agonists edit

Biased ligands edit

Receptor heteromer targeting ligands edit

Uncategorized opioids edit

Structures
Uncategorized opioids
 

Alimadol

 

Anilopam

 

Asimadoline

 

FE 200665

 

Fedotozine

 

MCOPPB

 

Nalfurafine

  Nalodeine  

Nalorphine

 

Nalorphine dinicotinate

 

SoRI-9409

Combination drug formulations containing opioids edit

See also edit

References edit

  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.

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

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