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Compound

Piminodine

Also called Pimadine, Cimadon, Pimadin

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Overview

Piminodine (Alvodine) is an opioid analgesic that is an analogue of pethidine (meperidine). It was used in medicine briefly during the 1960s and 70s, but has largely fallen out of clinical use. It was used particularly for obstetric analgesia and in dental procedures and, like pethidine, could be combined with hydroxyzine to intensify the effects. The duration of action is 2–4 hours; 7.5–10 mg via the subcutaneous route is the most common starting dose, being equal to 80–100 mg of pethidine, 40–60 mg of alphaprodine and 10 mg of morphine. Oral formulations were also available.[1] WP

Piminodine has similar effects to other opioids, and produces analgesia, sedation and euphoria. Side effects can include itching, nausea and potentially serious respiratory depression which can be life-threatening.[2][3] WP

Chemistry

Formula
C23H30N2O2 PC
CAS number
13495-09-5 PC
Molar mass (g/mol)
366.5 PC
IUPAC name (computed by PubChem)
ethyl 1-(3-anilinopropyl)-4-phenylpiperidine-4-carboxylate PC
SMILES
CCOC(=O)C1(CCN(CC1)CCCNC2=CC=CC=C2)C3=CC=CC=C3 PC
InChIKey
PXXKIYPSXYFATG-UHFFFAOYSA-N PC
PubChem CID
21950

Harm reduction information

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Sources

  1. Journal / agency Sim E, Dimoglo A, Shvets N, Ahsen V. Electronic-topological study of the structure-activity relationships in a series of piperidine morphinomimetics. Current Medicinal Chemistry. August 2002. doi:10.2174/0929867023369510 · PMID 12171562
  2. Journal / agency Dekornfeld TJ, Lasagna L. The analgesic potency of piminodine (alvodine). Journal of Chronic Diseases. August 1960. doi:10.1016/0021-9681(60)90102-8 · PMID 13815493
  3. Journal / agency Woods LA, Deneau GA, Bennett DR, Domino EF, Seevers MH. A comparison of the pharmacology of two potent analgesic agents, piminodine (Win 14,098-2) and Win 13,797, with morphine and meperidine. Toxicology and Applied Pharmacology. May 1961. doi:10.1016/0041-008x(61)90072-2 · PMID 13786579

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.