Trimeperidine

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Trimeperidine
Trimeperidine.svg
250px
Systematic (IUPAC) name
(2S,5R)-1,2,5-trimethyl-4-phenylpiperidin-4-yl propionate
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
Identifiers
CAS Number 64-39-1 N
ATC code none
PubChem CID: 6148
ChemSpider 16736164 YesY
UNII 1M2IB31DTS YesY
Synonyms Trimeperidine, Promadol
Chemical data
Formula C17H25NO2
Molecular mass 275.39 g/mol
  • C[C@@H]1CN(C)[C@@H](C)C[C@@]1(OC(=O)CC)c2ccccc2
  • InChI=1S/C17H25NO2/c1-5-16(19)20-17(15-9-7-6-8-10-15)11-14(3)18(4)12-13(17)2/h6-10,13-14H,5,11-12H2,1-4H3/t13-,14+,17+/m1/s1 YesY
  • Key:UVITTYOJFDLOGI-KEYYUXOJSA-N YesY
 NYesY (what is this?)  (verify)

Trimeperidine (Promedol) is an opioid analgesic that is an analogue of prodine. It was developed in or around 1954 in the USSR during research into the related drug pethidine.

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

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  1. ↑ 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.
  2. ↑ Guseva EN. Comparative analgesic effects of promedol, phenadone, tecodine, and morphine. (Russian) Farmakologiia i Toksikologiia. 1956;19(Suppl):17-8.
  3. ↑ 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.
  4. ↑ Chernukha EA, Rasstrigin NN. Anesthesia in labor. (Russian) Fel'dsher i Akusherka. 1980;45(6):21-7.
  5. ↑ 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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