Trimeperidine

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Structural formula
Structure of trimeperidine
General
Surname Trimeperidine
other names
  • Promedol
  • (2 S , 5 R ) -1,2,5-trimethyl-4-phenylpiperidin-4-ylpropionate ( IUPAC )
Molecular formula C 17 H 25 NO 2
Brief description

white, crystalline powder with a bitter taste

External identifiers / databases
CAS number 64-39-1
EC number 200-583-3
ECHA InfoCard 100,000,531
PubChem 6148
Wikidata Q4463083
properties
Molar mass 275.39 g mol −1
Physical state

firmly

solubility

soluble in water and chloroform, insoluble in acetone and benzene

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Trimeperidin (Promedol) is an opioid analgesic and an analog of Prodin. It was developed in the USSR in the early 1950s during research into the related substance pethidine .

Trimeperidine has four structural isomers, two of which are pharmacologically active, the γ-isomer trimeperidine and the β-isomer isopromedol. It has about half the analgesic potency of morphine and has been used extensively as a pain reliever.

Trimeperidine produces effects similar to other opioids , such as analgesia and sedation , along with side effects such as nausea , itching and hypoventilation that can be harmful to fatal.

Trimeperidine is classified as a Class I drug in the Controlled Substances Act classification as an addictive substance . It is listed in the standard convention on narcotics and is subject to similar restrictions as morphine or heroin in most countries .

Individual evidence

  1. a b c P. H. List, L. Hörhammer: General part. Active ingredient groups I (=  Handbook of Pharmaceutical Practice ). 4th edition. Springer-Verlag, Berlin / Heidelberg 2013, ISBN 978-3-642-47985-4 , p. 797 , doi : 10.1007 / 978-3-642-47985-4_18 ( limited preview in Google Book search).
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ^ IN Nazarov, NS Prostakov, NI Shvetsov: Russian Journal of General Chemistry. Volume 26, 1956, p. 2798.
  4. AF Casy, K. McErlane: Analgesic potency and stereochemistry of trimeperidine and its isomers and analogues . In: Journal of Pharmacy and Pharmacology . tape 23 , no. 1 , January 1971, p. 68-69 , doi : 10.1111 / j.2042-7158.1971.tb12786.x .
  5. ^ EN Guseva: [Comparative analgesic effects of promedol, phenadone, tecodine, and morphine] . In: Farmakologiia I Toksikologiia . tape 19 , Suppl, January 1956, pp. 17-18 , PMID 13448009 .
  6. KI Bender, OV Gerasimova: [Relationship between the pain-relieving action of narcotic analgesics and their effect on respiration] . In: Farmakologiia I Toksikologiia . tape 39 , no. 5 , October 1976, p. 552-556 , PMID 18367 .
  7. EA Chernukha, NN Rasstrigin: [Anesthesia in labor] . In: Fel ʹ dsher I Akusherka . tape 45 , no. January 6 , 1980, pp. 21-27 , PMID 6901667 .
  8. Iu V. Zhirkova, SM Stepanenko, O. Iu Butyleva, EV Zilbert, AF Manerova, NV Golodenko: [Method of continuous intravenous postoperative analgesia with promedol in newborn children] . In: Anesteziologiia I Reanimatologiia . No. 1 , February 2004, p. 12-16 , PMID 15206301 .
  9. Final Adjusted Aggregate Production Quotas for Schedule I and II Controlled Substances and Assessment of Annual Needs for the List I Chemicals Ephedrine, Pseudoephedrine, and Phenylpropanolamine for 2014. DEA , accessed September 11, 2016 .