Meptazinol

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Meptazinol
Systematic (IUPAC) name
3-(3-ethyl-1-methylazepan-3-yl)phenol
Identifiers
CAS number	54340-58-8
ATC code	N02AX04
PubChem	41049
Chemical data
Formula	C₁₅H₂₃N O
Mol. mass	233.34922 g/mol
SMILES	eMolecules & PubChem
Synonyms	Meptid
Pharmacokinetic data
Bioavailability	?
Metabolism	The peak analgesic effect is seen within 30-60 minutes and lasts about 3-4 hours.
Half life	Half-Life (1.4-4 hours).
Excretion	The drug is rapidly metabolised to the glucuronide, and mostly excreted in the urine.
Therapeutic considerations
Pregnancy cat.	?
Legal status	POM(UK)
Dependence Liability	Low
Routes	Oral, IM, IV

Meptazinol (Meptid) is an opioid analgesic for use with moderate to severe pain, most commonly used to treat pain in obstetrics (childbirth). A partial µ-opioid receptor agonist, its mixed agonist/antagonist activity affords it a lower risk of dependence and abuse than full µ agonists like morphine. Meptazinol exhibits a short onset of action, but also a shorter duration of action relative to other opioids such as morphine, pentazocine, or buprenorphine.¹

References

^ Holmes B, Ward A. "Meptazinol. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic efficacy." Drugs. 1985 Oct; 30(4):285-312. PMID 2998723

External links

MeSH Meptazinol

Opioids (N02A)

Opium
derivatives

Whole Opium
Preparations

Diascordium • Dover's powder • Laudanum • Mithridate • Opium • Paregoric • Poppy Straw Concentrate • Poppy tea • Smoking Opium • Theriac

Natural Opiates

Opium Alkaloids see also: Components of Opium	Codeine • Morphine • Oripavine • Thebaine

Alkaloid Salts Mixtures	Pantopon • Papaveretum (Omnopon) • Tetrapon

Semisynthetics

Morphine Family	14-Hydroxymorphine • 2,4-Dinitrophenylmorphine • 6-Methyldihydromorphine • 6-Methylenedihydrodesoxymorphine • 6-Acetyldihydromorphine/6-Monoacetyldihydromorphine • Acetyldihydromorphine • Dihydrodesoxymorphine (Desomorphine) • Diacetyldihydromorphine (Dihydroheroin) • Dibenzoylmorphine • Dibutanoylmorphine • Dihydromorphine • Dipropanoylmorphine • Disalicyloylmorphine • Ethyldihydromorphine • Heroin (Diacetylmorphine) • Heroin-7,8-Oxide • Hydromorphinol • Methyldesorphine • Nicomorphine • N-Phenethylnormorphine • Pseudomorphine

Codeine-Dionine Family	14-Hydroxydihydrocodeine • Acetylcodeine • Benzylmorphine • Codeine methylbromide • Desocodeine • Methyldihydromorphine (Dihydroheterocodeine) • Ethylmorphine (Dionine) • Heterocodeine • Isocodeine • Morpholinylethylmorphine (Pholcodine) • Myrophine • Nalodeine • Transisocodeine

Morphinones	14-Ethoxymetopon • 14-Methoxymetopon • 14-O-Methyloxymorphone • 14-phenylpropoxy-5-methyl-hydromorphone • 14-Phenylpropoxymetopon • 7-Spiroindanyloxymorphone • 8,14-Dihydroxydihydromorphinone • Acetylmorphone • Ethyldihydromorphinone • Hydromorphinone • Hydromorphone • Hydroxycodeine • Methyldihydromorphinone • Metopon • Morphinol • Morphinone • N-Phenethyl-14-ethoxymetopon • Oxymorphone • Pentamorphone • Semorphone

Codeinones	1-carboxy-14-hydroxydihydrocodeinone • 1-carbethoxy-14-hydroxydihydrocodeinone • Acetyldihydrocodeinone (Dihydrocodeinone enol acetate) • Codeinone • Codorphone • Codoxime • Hydrocodone • Monodihydrocodeineone • Oxycodone • Thebacon

Dihydrocodeine Series	14-hydroxydihydrocodeine • Acetyldihydrocodeine • Dihydrocodeine • Dihydrodesoxycodeine/Desocodeine • Dihydroisocodeine • Nicocodeine • Nicodicodeine

Nitrogen Morphine Derivatives	Codeine-N-Oxide • Heroin-N-Oxide • Hydromorphone-N-Oxide • Morphine-N-Oxide

Others	α-chlorocodide • Azidomorphine • Chlornaltrexamine • Chloromorphide • Hydromorphazone • Morphazone • Oxymorphazone • Pholcodine

Active Opiate
Metabolites

Codeine-N-Oxide (Genocodeine) • Hydromorphone-N-Oxide • Heroin-7,8-Oxide • Morphine-3-glucuronide • Morphine-6-glucuronide • Monoacetylmorphine • Morphine-N-Oxide (Genomorphine) • Naltrexol • Norcodeine • Normorphine

Morphinans

Morphinan Series	4-chlorophenylpyridomorphinan • Cyclorphan • Dextro-3-hydroxy-N-allylmorphinan • Dextromethorphan • Dextrorphan • Dimemorfan • Levargorphan • Levallorphan • Levorphanol • Levorphan • Levophenacylmorphan • Levomethorphan • Norlevorphanol • N-Methylmorphinan • Oxilorphan • Phenomorphan • Methorphan / Racemethorphan • Racemorphan • Ro4-1539 • Stephodeline • Xorphanol

Others	1-Nitroaknadinine • 14-episinomenine • 5,6-Dihydronorsalutaridine • 6-Ketonalbuphine • Aknadinine • Butorphanol • Cephakicine • Cephasamine • Cyprodime • Drotebanol • Fenfangjine G • Nalbuphine • Sinococuline • Sinomenine (Cocculine) • Tannagine

Benzomorphans

5,9-DEHB • Allylnormetazocine • Anazocine • Bremazocine • Cogazocine • Cyclazocine • Dezocine • Eptazocine • Etazocine • Ethylketocyclazocine • Fluorophen • Ketazocine • Metazocine • Pentazocine • Phenazocine • Quadazocine • Thiazocine • Tonazocine • Volazocine • Zenazocine

4-Phenylpiperidines

Pethidines (Meperidines)	Allylnorpethidine • Anileridine • Benzethidine • Carperidine • Difenoxin • Diphenoxylate • Etoxeridine (Carbetidine) • Furethidine • Hydroxypethidine (Bemidone) • Hydroxymethoxypethidine • Morpheridine • Oxpheneridine (Carbamethidine) • Meperidine-N-Oxide • Pethidine (Meperidine) • Pethidine Intermediate A • Pethidine Intermediate B (Norpethidine) • Pethidine Intermediate C (Pethidinic Acid) • Pheneridine • Phenoperidine • Piminodine • Properidine (Ipropethidine) • Sameridine

Prodines	Allylprodine • Isopromedol • Meprodine (α-meprodine / β-meprodine) • MPPP (Desmethylprodine) • PEPAP • Prodine (α-prodine / β-prodine) • Prosidol • Trimeperidine (Promedol)

Ketobemidones	Acetoxyketobemidone • Droxypropine • Ketobemidone • Methylketobemidone • Propylketobemidone

Others	Alvimopan • Loperamide • Picenadol

Open Chain
Opioids

Amidones	Dextromethadone • Dextroisomethadone • Dipipanone • Hexalgon (Norpipanone) • Isomethadone • Levoisomethadone • Levomethadone • Methadone • Methadone intermediate • Normethadone • Norpipanone • Phenadoxone (Heptazone) • Pipidone

Methadols	Dimepheptanol (Racemethadol) • Levacetylmethadol • Levomethadyl acetate (Acetylmethadol) • Noracetylmethadol

Moramides	Dextromoramide • Levomoramide • Moramide intermediate • Racemoramide

Thiambutenes	Diethylthiambutene • Dimethylthiambutene • Ethylmethylthiambutene • Piperidylthiambutene • Pyrrolidinylthiambutene • Thiambutene • Tipepidine

Phenalkoxams	Dextropropoxyphene (Propoxyphene) • Dimenoxadol • Dioxaphetyl Butyrate • Levopropoxyphene •

Ampromides	Diampromide • Phenampromide • Propiram

Others	IC-26 • Isoaminile • Lefetamine • R-4066

Anilidopiperidines

3-Allylfentanyl • 3-Methylfentanyl • 3-Methylthiofentanyl • Alfentanil • α-methylacetylfentanyl • α-methylfentanyl • α-methylthiofentanyl • Benzylfentanyl • β-hydroxyfentanyl • β-hydroxythiofentanyl • β-methylfentanyl • Brifentanil • Carfentanil • Fentanyl • Lofentanil • Mirfentanil • Ocfentanil • Ohmefentanyl • Parafluorofentanyl • Phenaridine • Remifentanil • Sufentanil • Thenylfentanyl • Thiofentanyl • Trefentanil

Oripavine
derivatives

7-PET • Acetorphine • Alletorphine • BU-48 • Buprenorphine • Butorphine • Cyprenorphine • Dihydroetorphine • Diprenorphine (M5050) • Etorphine • N-cyclopropylmethyl-noretorphine • Nepenthone • Norbuprenorphine • Thevinone • Thienorphine

Phenazepines

Ethoheptazine • Meptazinol • Metheptazine • Metethoheptazine • Proheptazine

Pirinitramides

Bezitramide • Piritramide

Benzimidazoles

Clonitazene • Etonitazene • Nitazene

Indoles

18-MC • 7-Acetoxymitragynine • 7-Hydroxymitragynine • Akuammidine • Akuammine • Eseroline • Hodgkinsine • Ibogaine • Mitragynine • Noribogaine • Pericine • ψ-Akuammigine

Diphenylmethylpiperazines

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

Opioid peptides
see also: The Opioid Peptides

Casomorphin • DADLE • DALDA • DAMGO • Dermenkephalin • Dermorphin • Deltorphin • DPDPE • Dynorphin • Endomorphin • Endorphin • Enkephalin • Gliadorphin • Morphiceptin • Nociceptin • Octreotide • Opiorphin • Rubiscolin • TRIMU 5

Others

Azaprocin • BDPC • Befiradol • Bisnortilidine • BRL-52537 • C-8813 • Ciramadol • Enadoline • Faxeladol • Herkinorin • J-113,397 • JTC-801 • Methopholine • NNC 63-0532 • Nortilidine • O-Desmethyltramadol • Prodilidine • Phenadone • Ro64-6198 • Salvinorin A • SB-612,111 • SC-17599 • RWJ-394,674 • TAN-67 • Tapentadol • Tecodine • Tifluadom • Tilidine • Tramadol • Viminol • W-18 • Zipeprol

Opioid Antagonists
&
Inverse-Agonists

5'-Guanidinonaltrindole • β-Funaltrexamine • 6β-Naltrexol • Alvimopan • Amiphenazole • Binaltorphimine • Clocinnamox • Cyclazocine • Cyprodime • Diprenorphine (M5050) • Fedotozine • JDTic • Levallorphan • Methocinnamox • Methylnaltrexone • Nalfurafine • Nalmefene • Nalmexone • Naloxazone • Naloxonazine • Naloxone • Naloxone benzoylhydrazone • Nalorphine • Naltrexone • Naltriben • Naltrindole • Norbinaltorphimine • Oxilorphan • S-allyl-3-hydroxy-17-thioniamorphinan (SAHTM)

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