Piminodine

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Piminodine
Piminodine.svg
Systematic (IUPAC) name
ethyl 1-(3-anilinopropyl)-4-phenylpiperidine-4-carboxylate
Clinical data
Legal status
Identifiers
CAS number 13495-09-5 YesY
ATC code None
PubChem CID 21950
ChemSpider 20628 YesY
UNII 3IIX447HWS YesY
Chemical data
Formula C23H30N2O2 
Mol. mass 366.497 g/mol
 YesY (what is this?)  (verify)

Piminodine (Alvodine) is an opioid analgesic that is an analogue of pethidine (meperidine).[1] 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 to 4 hours and 7.5 to 10 mg via the subcutaneous route is the most common starting dose, being equal to 80 to 100 mg of pethidine, 40 to 60 mg of alphaprodine and 10 mg of morphine. Oral formulations were also available.

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]

Piminodine is currently a Schedule II controlled substance in the United States. It has a DEA ACSCN of 9730 and in 2013 the aggregate annual manufacturing quota for the US was zero. [4]

References[edit]

  1. ^ 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. 2002 Aug;9(16):1537-45.
  2. ^ Dekornfeld TJ, Lasagna L. The analgesic potency of piminodine (alvodine). Journal of Chronic Diseases. 1960 Aug;12:252-7.
  3. ^ 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. 1961 May;3:358-79.
  4. ^ http://www.deadiversion.usdoj.gov/fed_regs/quotas/2013/fr0620.htm