THC Science

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

Opium and poppy straw derivatives[edit]

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]

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] ^{[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[edit]

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[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]

Oxymorphazone

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]

Morphinan series[edit]

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[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]

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]

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

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]

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]

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]

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]

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[edit]

Structures

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

Opioid peptides[edit]

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]

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

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]

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[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 ^{[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[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

[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.

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Opium and poppy straw derivatives[edit]

Crude opiate extracts whole opium products[edit]

Natural opiates[edit]

Opium alkaloids[edit]

Alkaloid salts mixtures[edit]

Semisynthetics including Bentley compounds[edit]

Morphine family[edit]

3,6-diesters of morphine[edit]

Codeine-dionine family[edit]

Morphinones and morphols[edit]

Morphides[edit]

Dihydrocodeine series[edit]

Nitrogen morphine derivatives[edit]

Hydrazones[edit]

Halogenated morphine derivatives[edit]

Active opiate metabolites[edit]

Morphinans[edit]

Morphinan series[edit]

Others[edit]

Benzomorphans[edit]

4-Phenylpiperidines[edit]

Pethidines (meperidines)[edit]

Prodines[edit]

Ketobemidones[edit]

Others[edit]

Open chain opioids[edit]

Amidones[edit]

Methadols[edit]

Moramides[edit]

Thiambutenes[edit]

Phenalkoxams[edit]

Ampromides[edit]

Others[edit]

Anilidopiperidines[edit]

Oripavine derivatives[edit]

Phenazepanes[edit]

Pirinitramides[edit]

Benzimidazoles[edit]

Indoles[edit]

Beta-Amino Ketones[edit]

Diphenylmethylpiperazines[edit]

Opioid peptides[edit]

Dynorphins[edit]

Endomorphins[edit]

Endorphins[edit]

Enkephalins[edit]

Propeptides[edit]

Others / unknown[edit]

Others[edit]

Opioid antagonists and inverse agonists[edit]

Biased ligands[edit]

Receptor heteromer targeting ligands[edit]

Uncategorized opioids[edit]

Combination drug formulations containing opioids[edit]

See also[edit]

References[edit]

External links[edit]

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