Sameridine

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Sameridine
Sameridine.svg
Systematic (IUPAC) name
N-ethyl-1-hexyl-N-methyl-4-phenylpiperidine-4-carboxamide
Identifiers
CAS Number 143257-97-0
ATC code none
PubChem CID: 65996
ChemSpider 59388 YesY
UNII NQP2Y50Y6B YesY
ChEMBL CHEMBL2104504
Chemical data
Formula C21H34N2O
Molecular mass 330.51 g/mol
  • O=C(N(CC)C)C2(c1ccccc1)CCN(CCCCCC)CC2
  • InChI=1S/C21H34N2O/c1-4-6-7-11-16-23-17-14-21(15-18-23,20(24)22(3)5-2)19-12-9-8-10-13-19/h8-10,12-13H,4-7,11,14-18H2,1-3H3 YesY
  • Key:TYWUGCGYWNSRPS-UHFFFAOYSA-N YesY
  (verify)

Sameridine is a 4-phenylpiperidine derivative that is related to the opioid analgesic drug pethidine (meperidine).

Sameridine has an unusual pharmacological profile, being both a local anaesthetic and a μ-opioid partial agonist.[1] It is currently under development for use in surgical anasthesia, mainly administered by intrathecal infusion.[2] It produces less respiratory depression than morphine, even at a high dose, and produces no respiratory depression at a low dose.[3]

Sameridine is not currently a controlled drug, although if approved for medical use it will certainly be a prescription medicine, and it would probably be assigned to one of the controlled drug schedules in more restrictive jurisdictions such as Australia and the USA, especially if it were found to be addictive in animals.

References

  1. ↑ Modalen AO, Westman L, Arlander E, Eriksson LI, Lindahl SG. Hypercarbic and hypoxic ventilatory responses after intrathecal administration of bupivacaine and sameridine. Anesthesia and Analgesia. 2003 Feb;96(2):570-5.
  2. ↑ Mulroy MF, Greengrass R, Ganapathy S, Chan V, Heierson A. Sameridine is safe and effective for spinal anesthesia: a comparative dose-ranging study with lidocaine for inguinal hernia repair. Anesthesia and Analgesia. 1999 Apr;88(4):815-21.
  3. ↑ Osterlund Modalen A, Arlander E, Eriksson LI, Lindahl SG. The effects on hypercarbic ventilatory response of sameridine compared to morphine and placebo. Anesthesia and Analgesia. 2001 Feb;92(2):529-34.



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