List of opioids

Opium poppy (*Papaver somniferum*) flower

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

Opium and poppy straw derivatives

Seedhead of opium poppy with white latex

Crude opiate extracts whole opium products

Natural opiates

Opium alkaloids

Structures

Morphides
Codeine	Morphine	Oripavine	Pseudomorphine	Thebaine

Alkaloid salts mixtures

Semisynthetics including Bentley compounds

Morphine family

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

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

6-Monoacetylcodeine
Benzylmorphine
Codeine methylbromide
Desocodeine [2] ^{[permanent dead link‍]}
Dimethylmorphine (6-O-Methylcodeine)
Ethyldihydromorphine [3] ^{[permanent dead link‍]}
Methyldihydromorphine (dihydroheterocodeine)
Ethylmorphine (dionine)
Heterocodeine
Isocodeine [4]
Pholcodine (morpholinylethylmorphine)
Myrophine
Thebacon
Transisocodeine [5]

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

14-Cinnamoyloxycodeinone
14-Ethoxymetopon
14-Methoxymetopon
14-Phenylpropoxymetopon
3-Acetyloxymorphone
3,14-Diacetyloxymorphone
7-Spiroindanyloxymorphone
8,14-Dihydroxydihydromorphinone [6]
Acetylcodone
Acetylmorphone
α-hydrocodol (=dihydrocodeine, )
Benzhydrocodone
Bromoisopropropyldihydromorphinone cas?
Codeinone
Codoxime
Conorfone (codorphone)
IBNtxA
Thebacon (acetyldihydrocodeinone, dihydrocodeinone enol acetate)
Hydrocodone
Hydromorphone
Hydroxycodeine [7]
Metopon (=methyldihydromorphinone)
Morphenol [8]
Morphinone
Morphol [9]
N-Phenethyl-14-ethoxymetopon
Noroxymorphone
Oxycodone
Oxymorphol
Oxymorphone
Pentamorphone
Semorphone

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

Structures

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

Dihydrocodeine series

Structures

Morphides
14-Hydroxydihydrocodeine	Acetyldihydrocodeine	Dihydrocodeine	Dihydrodesoxycodeine
Dihydroisocodeine	Nicocodeine	Nicodicodeine

Nitrogen morphine derivatives

Structures

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

Hydrazones

Oxymorphazone

Structures

Hydrazones
Oxymorphazone

Halogenated morphine derivatives

Structures

Other open chain opioids
1-Bromocodeine	1-Chlorocodeine	1-Iodomorphine

Active opiate metabolites

Structures

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

Morphinans

Morphinan series

3-Hydroxymorphinan
4-Chlorophenylpyridomorphinan [21]
Cyclorphan
Levargorphan [22]
Levorphanol
Levophenacylmorphan
Levomethorphan
Methorphan (racemethorphan)
Morphanol (racemorphanol)
Norlevorphanol
N-Methylmorphinan [23]
Oxilorphan
Phenomorphan
Proxorphan
Ro4-1539
Stephodeline [24] ^{[permanent dead link‍]}Xorphanol

Structures

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

Others

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

5,9 alpha-diethyl-2-hydroxybenzomorphan (5,9-DEHB) [25]
8-Carboxamidocyclazocine (8-CAC)
Alazocine
Anazocine [26]
Bremazocine
Butinazocine [27]
Carbazocine [28]
Cogazocine
Cyclazocine
Dezocine
Eptazocine
Etazocine [29] ^{[permanent dead link‍]}
Ethylketazocine [30]
Fedotozine
Fluorophen [31]
Gemazocine [32] ^{[permanent dead link‍]}
Ibazocine [33] ^{[permanent dead link‍]}
Ketazocine
Metazocine
Moxazocine [34]
Pentazocine
Phenazocine
Quadazocine [35]
SKF-10047
Tonazocine
Volazocine
Zenazocine [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

Pethidines (meperidines)

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

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

Structures

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

Ketobemidones

Structures

Ketobemidones
Acetoxyketobemidone	Droxypropine	Ketobemidone	Methylketobemidone	Propylketobemidone

Others

Structures

Other phenylpiperidines
Alvimopan	Loperamide	LS-115509	Picenadol

Open chain opioids

Amidones

Structures

Amidones
Dextromethadone	Dipipanone	Isomethadone	Levoisomethadone
Noracetylmethadol	Levomethadone	Methadone	Methadone intermediate
Normethadone	Norpipanone	Phenadoxone	Pipidone

Methadols

Structures

Other open chain opioids
Alphaacetylmethadol	Dimepheptanol	Levacetylmethadol	Noracetylmethadol

Moramides

Structures

Other open chain opioids
Desmethylmoramide	Dextromoramide	Levomoramide	Moramide intermediate	Racemoramide

Thiambutenes

Structures

Thiambutenes
Diethylthiambutene	Dimethylthiambutene	Ethylmethylthiambutene
Piperidylthiambutene	Thiambutene	Tipepidine

Phenalkoxams

Structures

Phenalkoxams
Dextropropoxyphene (propoxyphene)	Dimenoxadol	Dioxaphetyl butyrate	Levopropoxyphene	Norpropoxyphene

Ampromides

Structures

Ampromides
Diampromide	Phenampromide	Propiram

Others

Structures

Other open chain opioids
Embutramide	IC-26	Isoaminile	Lefetamine	R-4066

Anilidopiperidines

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

Structures

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

Phenazepanes

Structures

Phenazepanes
Ethoheptazine	Meptazinol	Metheptazine	Metethoheptazine	Proheptazine

Pirinitramides

Structures

Pirinitramides
Bezitramide	Piritramide

Benzimidazoles

Structures

Benzimidazoles
Clonitazene	Etonitazene	Isotonitazene	Metonitazene	Nitazene: R = hydrogen

Indoles

Structures

Indoles
18-Methoxycoronaridine	7-Acetoxymitragynine	7-Hydroxymitragynine	Akuammidine	Akuammine
Eseroline	Hodgkinsine	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

Structures

Diphenylmethylpiperazines
BW373U86	DPI-221	DPI-287	DPI-3290	SNC-80

Opioid peptides

Dynorphins

Structures

Dynorphins
Big dynorphin	Dynorphin A	Dynorphin B

Endomorphins

Endorphins

Structures

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

Enkephalins

Structures

Enkephalins
DADLE	DAMGO	Deltorphin	Met-enkephalin	Leu-enkephalin

Propeptides

Others / unknown

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

Opioid antagonists and inverse agonists

Biased ligands

Receptor heteromer targeting ligands

6'-GNTI (δ-κ)
CYM-51010 (δ-μ)^[6]
NNTA (κ-μ)^[7]
IBNtxA (μ1G-NOP)

Uncategorized opioids

Structures

Uncategorized opioids
Alimadol	Anilopam	Asimadoline
FE 200665	Fedotozine	MCOPPB
Nalfurafine	Nalodeine	Nalorphine	Nalorphine dinicotinate
SoRI-9409

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

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

[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] se ^{[permanent dead link‍]} cbid_346222

[pmid23818586-6] 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.

[pmid21385944-7] 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.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

Opium and poppy straw derivatives

Crude opiate extracts whole opium products

Natural opiates

Opium alkaloids

Alkaloid salts mixtures

Semisynthetics including Bentley compounds

Morphine family

3,6-diesters of morphine

Codeine-dionine family

Morphinones and morphols

Morphides

Dihydrocodeine series

Nitrogen morphine derivatives

Hydrazones

Halogenated morphine derivatives

Active opiate metabolites

Morphinans

Morphinan series

Others

Benzomorphans

4-Phenylpiperidines

Pethidines (meperidines)

Prodines

Ketobemidones

Others

Open chain opioids

Amidones

Methadols

Moramides

Thiambutenes

Phenalkoxams

Ampromides

Others

Anilidopiperidines

Oripavine derivatives

Phenazepanes

Pirinitramides

Benzimidazoles

Indoles

Beta-Amino Ketones

Diphenylmethylpiperazines

Opioid peptides

Dynorphins

Endomorphins

Endorphins

Enkephalins

Propeptides

Others / unknown

Others

Opioid antagonists and inverse agonists

Biased ligands

Receptor heteromer targeting ligands

Uncategorized opioids

Combination drug formulations containing opioids

See also

References

External links