List of opioids

Last updated

Opium poppy (Papaver somniferum) flower Papaver April 2010-13 crop.jpg
Opium poppy (Papaver somniferum) flower

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

Contents

Opium and poppy straw derivatives

Seedhead of opium poppy with white latex Opium pod cut to demonstrate fluid extraction1.jpg
Seedhead of opium poppy with white latex

Crude opiate extracts whole opium products

Natural opiates

Opium alkaloids

Structures
Morphides
Codein - Codeine.svg Codeine Morphin - Morphine.svg Morphine Oripavin.svg Oripavine Pseudomorphine skeletal.svg Pseudomorphine Thebaine skeletal.svg Thebaine

Alkaloid salts mixtures

Semisynthetics including Bentley compounds

Morphine family

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

3,6-diesters of morphine

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

Codeine-dionine family

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

Morphinones and morphols

Structures
Morphinones and morphols
14-Cinnamoyloxycodeinone.png 14-Cinnamoyloxycodeinone 14-ethoxymetopon.svg 14-Ethoxymetopon 14-Methoxymetopon.svg 14-Methoxymetopon 14-phenylpropoxymetopon.svg 14-Phenylpropoxymetopon 7-Spiroindanyloxymorphone.svg 7-Spiroindanyloxymorphone
8,14-Dihydroxydihydromorphinone.svg 8,14-Dihydroxydihydromorphinone Acetyldihydrocodeine Hydrochloride.svg Acetylcodone Acetylmorphone.svg Acetylmorphone Dihydrocodeine.svg α-hydrocodol
(Dihydrocodeine) 		No image available.svg Bromoisopropropyldihydromorphinone
Codeinone.svg Codeinone Conorfone2DCSD.svg Codorphone Codeine phosphate.svg Codol
(Codeine Phosphate)		 Codoxime.svg Codoxime IBNtxA structure.png IBNtxA
Thebacon structure.svg Thebacon Hydrocodone.svg Hydrocodone Hydromorphone.svg Hydromorphone Hydroxycodeine.svg Hydroxycodeine Metopon.png Metopon
(methyldihydromorphinone)
Morphenol.svg Morphenol Morphinone.svg Morphinone Morphol.svg Morphol N-Phenethyl-14-ethoxymetopon.svg N-Phenethyl-14-ethoxymetopon Oxycodone.svg Oxycodone
Oxymorphol.svg Oxymorphol Oxymorphone.svg Oxymorphone Pentamorphone.png Pentamorphone Semorphone.svg Semorphone

Morphides

Structures
Morphides
Alpha-chlorocodide.svg α-chlorocodide Beta-chlorocodide.svg β-chlorocodide Bromomorphide.svg Bromomorphide
Chlorodihydrocodide.svg Chlorodihydrocodide. Chloromorphide.svg Chloromorphide Codide.svg Codide

Dihydrocodeine series

Structures
Morphides
14-Hydroxydihydrocodeine.svg 14-Hydroxydihydrocodeine Acetyldihydrocodeine.svg Acetyldihydrocodeine Dihydrocodeine.svg Dihydrocodeine Dihydrodesoxycodeine.svg Dihydrodesoxycodeine
Dihydroisocodeine.svg Dihydroisocodeine Nicocodeine.svg Nicocodeine Nicodicodeine.svg Nicodicodeine

Nitrogen morphine derivatives

Structures
Morphides
1-nitrocodeine.svg 1-Nitrocodeine Codeine-N-oxide.svg Codeine-N-oxide Morphine N-oxide.svg Morphine-N-oxide

Hydrazones

Structures
Hydrazones
Oxymorphazone.png Oxymorphazone

Halogenated morphine derivatives

Structures
Other open chain opioids
1-Bromocodeine.svg

1-Bromocodeine

1-Chlorocodeine.svg

1-Chlorocodeine

1-Iodomorphine.svg

1-Iodomorphine

Active opiate metabolites

Structures
Active opiate metabolites
Codeine-N-oxide.svg Codeine-N-oxide Heroin-7,8-oxide.svg Heroin-7,8-oxide Morphine-6-glucuronide.png Morphine-6-glucuronide 6-MAM.svg 6-Monoacetylmorphine
Morphine N-oxide.svg Morphine-N-oxide Naltrexol skeletal.svg Naltrexol Norcodeine.svg Norcodeine Normorphine.svg Normorphine

Morphinans

Levomethorphan Levomethorphan.svg
Levomethorphan

Morphinan series

Structures
Other morphinans
4-chlorophenylpyridomorphinan.svg 4-chlorophenylpyridomorphinan Cyclorphan structure.svg Cyclorphan Dextrallorphan.svg Dextrallorphan Levargorphan.svg Levargorphan Levophenacylmorphan.svg Levophenacylmorphan
Levomethorphan.svg Levomethorphan 3-Hydroxymorphinan.svg Norlevorphanol N-methylmorphinan.svg N-Methylmorphinan Oxilorphan.svg Oxilorphan Phenomorphan.svg Phenomorphan
Dextromethorphan.svg Dextromethorphan Levomethorphan.svg levomethorphan Racemorphan.svg Morphanol Furethylnorlevorphanol.svg Ro4-1539 Stephodeline.svg Stephodeline Xorphanol.svg Xorphanol

Others

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

Benzomorphans

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

4-Phenylpiperidines

Pethidine Pethidine.svg
Pethidine

Pethidines (meperidines)

Structures
Pethidines (meperidines)
4-Fluoropethidine Structure.svg 4-Fluoropethidine 8-Carboxamidocyclazocine.svg 8-Carboxamidocyclazocine WIN-7681.svg Allylnorpethidine Anileridine.svg Anileridine Benzethidine.svg Benzethidine
Carperidine.svg Carperidine Difenoxin.svg Difenoxin Diphenoxylat.svg Diphenoxylate Etoxeridine.svg Etoxeridine Furethidine.svg Furethidine
Hydroxypethidine.svg Hydroxypethidine Morpheridine.svg Morpheridine Meperidine-N-oxide.svg Meperidine-N-oxide Oxpheneridine.svg Oxpheneridine Pethidine.svg Pethidine
Pethidineintermediate.svg Pethidine intermediate A Norpethidine.svg Pethidine intermediate B Pethidinicacid.svg Pethidine intermediate C Pheneridine.svg Pheneridine Phenoperidine.svg Phenoperidine
Piminodine.svg Piminodine Properidine.svg Properidine Sameridine.svg Sameridine

Prodines

Structures
Prodines
Allylprodine.svg Allylprodine Alphameprodine.svg (α/β)-Meprodine Alphaprodine.svg Desmethylprodine (MPPP) PEPAP.svg PEPAP Alphaprodine.svg Prodine
Prosidol.svg Prosidol Prosidol.svg Prosidol

Ketobemidones

Structures
Ketobemidones
Acetoxyketobemidone.svg Acetoxyketobemidone Droxypropine.png Droxypropine Ketobemidon.svg Ketobemidone Methylketobemidone.svg Methylketobemidone Propylketobemidone.svg Propylketobemidone

Others

Structures
Other phenylpiperidines
Alvimopan.svg Alvimopan Loperamide.svg Loperamide LS-115509 Structure.svg LS-115509 Picenadol.svg Picenadol

Open chain opioids

Methadone Methadone.svg
Methadone

Amidones

Structures
Amidones
Dextromethadone.svg

Dextromethadone

Dipipanone.svg

Dipipanone

Isomethadone structure.svg

Isomethadone

Levoisomethadone Structure.svg Levoisomethadone
Noracetylmethadol.svg Noracetylmethadol Levomethadone.svg Levomethadone Methadone.svg Methadone Methadone Intermediate Structure.svg Methadone intermediate
Normethadone.svg Normethadone Norpipanone2DCSD.svg Norpipanone Phenadoxone.svg Phenadoxone Dipipanone2DACS.svg Pipidone

Methadols

Structures
Other open chain opioids
Alphaacetylmethadol.svg

Alphaacetylmethadol

Dimepheptanol.svg

Dimepheptanol

Levacetylmethadol.svg

Levacetylmethadol

Noracetylmethadol.svg

Noracetylmethadol

Moramides

Structures
Other open chain opioids
Desmethylmoramide.svg

Desmethylmoramide

Dextromoramide-2D-skeletal.png

Dextromoramide

Levomoramide.svg

Levomoramide

Moramide-intermediate.svg

Moramide intermediate

Racemoramide.svg

Racemoramide

Thiambutenes

Structures
Thiambutenes
Diethylthiambutene structure.svg

Diethylthiambutene

Dimethylthiambutene structure.svg

Dimethylthiambutene

Ethylmethylthiambutene structure.svg

Ethylmethylthiambutene

Piperidylthiambutene Structure.svg

Piperidylthiambutene

Thiambutene Structure.svg

Thiambutene

Tipepidine.svg

Tipepidine

Phenalkoxams

Structures
Phenalkoxams
Dextropropoxyphene structure.svg

Dextropropoxyphene
(propoxyphene)

 Dimenoxadol.svg

Dimenoxadol

Spasmoxal.svg

Dioxaphetyl butyrate

Levopropoxyphene structure.svg

Levopropoxyphene

Norpropoxyphene Structure.svg

Norpropoxyphene

Ampromides

Structures
Ampromides
Diampromide.svg

Diampromide

Phenampromide.svg

Phenampromide

Propiram.svg

Propiram

Others

Structures
Other open chain opioids
Embutramide2DCSD.svg

Embutramide

IC-26 structure.svg

IC-26

Isoaminile.png

Isoaminile

Lefetamine.svg

Lefetamine

R-4066.svg

R-4066

Anilidopiperidines

Fentanyl Fentanyl.svg
Fentanyl
Structures
Anilidopiperidines
3-allylfentanyl.svg 3-Allylfentanyl 3-Methylfentanyl.svg 3-Methylfentanyl 3-Methylthiofentanyl.svg 3-Methylthiofentanyl 4-Phenylfentanyl.svg 4-Phenylfentanyl Alfentanil.svg Alfentanil
Alphamethylacetylfentanyl.svg Alphamethylacetylfentanyl Alphamethylfentanyl.svg Alphamethylfentanyl Alphamethylthiofentanyl.svg Alphamethylthiofentanyl Benzylfentanyl.svg Benzylfentanyl Betahydroxyfentanyl.svg Betahydroxyfentanyl
Betahydroxythiofentanyl.svg Betahydroxythiofentanyl Betamethylfentanyl.svg Betamethylfentanyl Brifentanil Structural Formulae.png Brifentanil Carfentanil.svg Carfentanil Fentanyl.svg Fentanyl
Lofentanil.svg Lofentanil Mirfentanil.png Mirfentanil Ocfentanil.svg Ocfentanil Ohmefentanyl.svg Ohmefentanyl Parafluorofentanyl.svg Parafluorofentanyl
Phenaridine.svg Phenaridine Remifentanil.svg Remifentanil Sufentanil.svg Sufentanil Thenylfentanyl.svg Thenylfentanyl Thiofentanyl.svg Thiofentanyl
Trefentanil Structure.svg Trefentanil

Oripavine derivatives

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

Phenazepanes

Structures
Phenazepanes
Ethoheptazine.png

Ethoheptazine

Meptazinol Enantiomers Structural Formulae.png

Meptazinol

Metheptazine.svg

Metheptazine

Metethoheptazine.svg

Metethoheptazine

Proheptazine.svg

Proheptazine

Pirinitramides

Structures
Pirinitramides
Bezitramide.svg

Bezitramide

Piritramide Structural Formulae V.1.svg

Piritramide

Benzimidazoles

Structures
Benzimidazoles
Clonitazene.svg

Clonitazene

Etonitazene.svg

Etonitazene

Isotonitazene.svg

Isotonitazene

Metonitazene.svg

Metonitazene

Nitazene general.png

Nitazene: R = hydrogen

Indoles

Structures
Indoles
18-Methoxycoronaridine.svg

18-Methoxycoronaridine

7-acetoxymitragynine.svg

7-Acetoxymitragynine

7-Hydroxymitragynine.svg

7-Hydroxymitragynine

Akuammidine.svg

Akuammidine

Akuammine.svg

Akuammine

Eseroline skeletal.svg

Eseroline

Hodgkinsine.svg

Hodgkinsine

(-)-Mitragynine Structural Formula V1.svg

Mitragynine

Pericine.svg

Pericine

Pseudoakuammigine.svg

Pseudoakuammigine

Beta-Amino Ketones

Structures
Indoles
3-(dimethylamino)-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
BW373U86.svg

BW373U86

DPI-221.svg

DPI-221

DPI-287.svg

DPI-287

DPI-3290.svg

DPI-3290

SNC-80.svg

SNC-80

Opioid peptides

b-neoendorphin Beta-neoendorphin.svg
β-neoendorphin

Dynorphins

Structures
Dynorphins
Noimage.svg Big dynorphin Dynorphin A.svg Dynorphin A Dynorphin B.svg Dynorphin B

Endomorphins

Endorphins

Structures
Dynorphins
Beta-endorphin.png Beta-endorphin Alpha-endorphin.svg Alpha-endorphin Gamma-endorphin.svg Gamma-endorphin Alpha-neoendorphin.svg α-neoendorphin Beta-neoendorphin.svg β-neoendorphin

Enkephalins

Structures
Enkephalins
2-D-Alanine-5-D-leucine-enkephalin.png DADLE DAMGO.svg DAMGO Deltorphin.svg Deltorphin Met-enkephalin.png Met-enkephalin Leu-enkaphalin.png Leu-enkephalin

Propeptides

Others / unknown

Structures
Other or unknown opioid peptides
Adrenorphin slim.svg Adrenorphin Amidorphin.svg Amidorphin Bovine b-casomorphin 7.svg Casomorphin None50x50.jpg DALDA Deltorphin.svg Deltorphin
Dermorphin.svg Dermorphin DPDPE structure.svg DPDPE Endomorphin 1.svg Endomorphin-1
Endomorphin 2.svg Endomorphin-2 		Gliadorphin-7.svg Gliadorphin Morphiceptin.svg Morphiceptin
Nociceptin.png Nociceptin Octreotide.svg Octreotide Opiorphin.png Opiorphin None50x50.jpg Rubiscolin TRIMU 5.png TRIMU 5

Others

Opioid antagonists and inverse agonists

Biased ligands

Receptor heteromer targeting ligands

Uncategorized opioids

Structures
Uncategorized opioids
Alimadol Structure.svg

Alimadol

Anilopam.svg

Anilopam

Asimadoline Structure.svg

Asimadoline

FE 200665.svg

FE 200665

Fedotozine structure.svg

Fedotozine

MCOPPB.svg

MCOPPB

Nalfurafine.svg

Nalfurafine

Nalodeine.svg Nalodeine Nalorphine.svg

Nalorphine

Nalorphine dinicotinate.svg

Nalorphine dinicotinate

SoRI-9409 structure.png

SoRI-9409

Combination drug formulations containing opioids

See also

References

  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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