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trimeperidine

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EntityQ4463083· pop 12· linked from 18 articles

trimeperidine

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Also known as Promedol

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

Chemical data

Formula
C17H25NO2
Molecular weight
275.4 g/mol
IUPAC name
[(2S,5R)-1,2,5-trimethyl-4-phenylpiperidin-4-yl] propanoate
SMILES
CCC(=O)OC1(C[C@@H](N(C[C@H]1C)C)C)C2=CC=CC=C2
InChIKey
UVITTYOJFDLOGI-LICQEQMYSA-N
XLogP
3.1
Polar surface area
29.5 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
275.18852904
Show 6 more facts
chemical formula
C₁₇H₂₅NO₂
canonical SMILES
CCC(=O)OC1(CC(N(CC1C)C)C)C2=CC=CC=C2
Commons category
Trimeperidine
subject has role
narcotic
MCN code
2933.33.93
isomeric SMILES
CCC(=O)OC1(C[C@@H](N(C[C@H]1C)C)C)C2=CC=CC=C2
Sources (1)

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Trimeperidine (trade name Promedol) is an opioid analgesic that is an analogue of prodine. It was developed in the early 1950s 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. It is around half the potency of morphine as an analgesic, and has been widely used for the treatment of pain.

Excerpted from Wikipedia’s “trimeperidine” article, available under the CC BY-SA 4.0 licence.