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Trimeperidine


Trimeperidine
Systematic (IUPAC) name
[(2S,5R)-1,2,5-trimethyl-4-phenylpiperidin-4-yl] propanoate
Identifiers
CAS number	64-39-1
ATC code	?
PubChem	6148
Chemical data
Formula	C₁₇H₂₅N O₂
Mol. mass	275.39 g/mol
Synonyms	Trimeperidine, Promadol
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Trimeperidine (Promedol) is an opioid analgesic that is an analogue of prodine. It was developed in the 1950s during research into the related drug pethidine.

Additional recommended knowledge

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Trimeperidine has four structural isomers, of which two are active, the γ isomer trimeperidine, and the β isomer isopromedol.^[1] It is around half the potency of morphine as an analgesic,^[2]^[3] and has been widely used for the treatment of pain.^[4]^[5]

Trimeperidine produces similar effects to other opioids, such as analgesia and sedation, along with side effects such as nausea, itching, vomiting and respiratory depression which may be harmful or fatal.

References

^ Casy AF, McErlane K. Analgesic potency and stereochemistry of trimeperidine and its isomers and analogues. Journal of Pharmacology and Pharmacology. 1971 Jan;23(1):68-9.
^ Guseva EN. Comparative analgesic effects of promedol, phenadone, tecodine, and morphine. (Russian) Farmakologiia i Toksikologiia. 1956;19(Suppl):17-8.
^ Bender KI, Gerasimova OV. Relationship between the pain-relieving action of narcotic analgesics and their effect on respiration. (Russian) Farmakologiia i Toksikologiia. 1976 Sep-Oct;39(5):552-6.
^ Chernukha EA, Rasstrigin NN. Anesthesia in labor. (Russian) Fel'dsher i Akusherka. 1980;45(6):21-7.
^ Zhirkova IuV, Stepanenko SM, Butyleva OIu, Zilbert EV, Manerova AF, Golodenko NV. Method of continuous intravenous postoperative analgesia with promedol in newborn children. (Russian) Anesteziologiia i Reanimatologiia. 2004 Jan-Feb;(1):12-6.

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Opioids

Opiate derivatives

6-Methyldihydromorphine • 6-Methylenedihydrodesoxymorphine • 14-Methoxymetopon • Acetylcodeine • Acetyldihydrocodeine • Acetyldihydrocodeinone • Acetylmorphone • Benzylmorphine • β-4-morpholinylethylmorphine • Codeine • Codeine-N-Oxide • Codeinone • Codoxime • Desomorphine • Diacetyldihydromorphine • Dihydrocodeine • Dihydrocodeinone enol acetate • Dihydrohydroxycodeinone • Dihydrodesoxymorphine • Dihydroheroin • Dihydroisocodeine • Dihydromorphine • Dipropanoylmorphine • Ethylmorphine • Heroin (Diamorphine) • Heterocodeine • Hydrocodone • Hydromorphinol • Hydromorphone • Laudanum • Methyldesorphine • Methyldihydromorphine • Methylnaltrexone • Metopon • Monoacetylmorphine • Morphine-N-Oxide • Morphine • Morphinone • Morphine-6-glucuronide • Myrophine • Nalbuphine • Nalmefene • Nalorphine • Naloxone • Naltrexone • Naltrindole • Nicocodeine • Nicodicodeine • Nicomorphine • Norcodeine • Normorphine • Omnopon • Opium • Oripavine • Oxycodone • Oxymorphone • Pantopon • Papaveretum • Paregoric • Pholcodeine • Pseudomorphine • Poppy Straw • Poppy Tea • Semorphone • Tetrapon • Thebacon • Thebaine

Morphinans

Butorphanol • Cyclorphan • Dextro-3-hydroxy-N-allylmorphinan • Dextrorphan • Drotebanol • Levargorphan • Levallorphan • Levorphanol • Levorphan • Levophenacylmorphan • Levomethorphan • Norlevorphanol • Oxilorphan • Phenomorphan • Racemethorphan • Racemorphan

Benzomorphans

Bremazocine • Cyclazocine • Dezocine • Ethylketocyclazocine • Ketazocine • Metazocine • Pentazocine • Phenazocine

4-Phenylpiperidines

Pethidines (Meperidines)	Anileridine • Benzethidine • Carperidine • Difenoxin • Diphenoxylate • Etoxeridine (Carbetidine) • Furethidine • Hydroxypethidine (Bemidone) • Morpheridine • Oxpheneridine (Carbamethidine) • Pethidine (Meperidine) • Pethidine Intermediate A • Pethidine Intermediate B (Norpethidine) • Pethidine Intermediate C (Pethidinic Acid) • Pheneridine • Phenoperidine • Piminodine • Properidine (Ipropethidine) • Sameridine • WIN-7681
Prodines	Allylprodine • α-meprodine • α-prodine • β-meprodine • β-prodine • Meprodine • MPPP • PEPAP • Prodine • Prosidol • Trimeperidine
Ketobemidones	Acetoxyketobemidone • Ketobemidone • Methylketobemidone • Propylketobemidone
Others	Alvimopan • Loperamide • Picenadol

Open Chain Opioids

Amidones	Dextromethadone • Dipipanone • Isomethadone • Levomethadone • Methadone • Methadone Intermediate • Norpipanone • Phenadoxone (Heptazone) • Pipidone
Methadols	Acetylmethadol • α-methadol • α-acetylmethadol • β-methadol • β-acetylmethadol • Dimepheptanol • Levo-α-acetylmethadol • Noracymethadol
Moramides	Dextromoramide • Levomoramide • Moramide Intermediate • Racemoramide
Thiambutenes	Diethylthiambutene • Dimethylthiambutene • Ethylmethylthiambutene
Phenalkoxams	Dextropropoxyphene • Dimenoxadol • Dioxaphetyl Butyrate • Levopropoxyphene • Propoxyphene
Ampromides	Diampromide • Phenampromide • Propiram
Others	Lefetamine