Piminodine

Piminodine

Systematic (IUPAC) name
ethyl 1-(3-anilinopropyl)-4-phenylpiperidine-4-carboxylate
Clinical data
Legal status	AU: S9 (Prohibited) DE: Anlage I (Controlled) US: Schedule II
Identifiers
CAS Number	13495-09-5 Y
ATC code	none
PubChem	CID: 21950
ChemSpider	20628 Y
UNII	3IIX447HWS Y
Chemical data
Formula	C23H30N2O2
Molecular mass	366.497 g/mol
SMILES O=C(OCC)C3(c1ccccc1)CCN(CCCNc2ccccc2)CC3
InChI InChI=1S/C23H30N2O2/c1-2-27-22(26)23(20-10-5-3-6-11-20)14-18-25(19-15-23)17-9-16-24-21-12-7-4-8-13-21/h3-8,10-13,24H,2,9,14-19H2,1H3 Y Key:PXXKIYPSXYFATG-UHFFFAOYSA-N Y
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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 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.

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.