Furethidine

Furethidine
Clinical data
Other namesethyl 4-phenyl-1-(2-tetrahydrofurfuryloxyethyl)piperidine-4-carboxylate
ATC code
  • none
Legal status
Legal status
Identifiers
IUPAC name
  • ethyl 1-[2-(oxolan-2-ylmethoxy)ethyl]-4-phenylpiperidine-4-carboxylate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
ECHA InfoCard100.017.451
Edit this at Wikidata
Chemical and physical data
FormulaC21H31NO4
Molar mass361.482 g·mol−1
3D model (JSmol)
SMILES
  • O=C(OCC)C3(c1ccccc1)CCN(CCOCC2OCCC2)CC3
InChI
  • InChI=1S/C21H31NO4/c1-2-25-20(23)21(18-7-4-3-5-8-18)10-12-22(13-11-21)14-16-24-17-19-9-6-15-26-19/h3-5,7-8,19H,2,6,9-17H2,1H3 checkY
  • Key:NNCOZXNZFLUYGG-UHFFFAOYSA-N checkY
  (verify)

Furethidine[1] is a 4-phenylpiperidine derivative that is related to the clinically used opioid analgesic drug pethidine (meperidine),[2] but with around 25x higher potency.[3]

Furethidine is not currently used in medicine and is a Class A/Schedule I drug which is controlled under UN drug conventions. It has similar effects to other opioid derivatives, such as analgesia, sedation, nausea and respiratory depression.[4] In the United States it is a Schedule I Narcotic controlled substance with the ACSCN of 9626.[5]

References

  1. ↑ GB 797448, Frearson PM, Stern ES, "Novel piperidine compounds and their production", published 2 July 1958, assigned to J F Macfarlan & Co Ltd
  2. ↑ Maul C, Buschmann H, Sundermann B (2005). "Opioids: 3.3 Synthetic Opioids.". Analgesics. pp. 159–169. ISBN 978-3-527-30403-5.
  3. ↑ Casy AF, Parfitt RY. Opioid analgesics, chemistry and receptors. 1986, Plenum Press, New York. pp 234-235. ISBN 0-306-42130-5
  4. ↑ Cahal DA, Dare JG, Keith D (February 1961). "A sequential trial of analgesics in labour". The Journal of Obstetrics and Gynaecology of the British Commonwealth. 68: 88–93. doi:10.1111/j.1471-0528.1961.tb02689.x. PMID 13689779. S2CID 27397119.
  5. ↑ "Controlled Substances - Alphabetical Order" (PDF). Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice. 2020. p. 9.



This article is issued from Offline. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.