Furethidine

Furethidine[1] is a 4-phenylpiperidine derivative that is related to the clinically used opioid analgesic drug pethidine (meperidine).[2]

Furethidine

Clinical data
Other names	ethyl 4-phenyl-1-(2-tetrahydrofurfuryloxyethyl)piperidine-4-carboxylate
ATC code	none
Legal status
Legal status	AU: S9 (Prohibited substance) CA: Schedule I DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I
Identifiers
IUPAC name ethyl 1-[2-(oxolan-2-ylmethoxy)ethyl]-4-phenylpiperidine-4-carboxylate
CAS Number	2385-81-1
PubChem CID	61306
DrugBank	DB01464^Y
ChemSpider	55245^Y
UNII	6U9XA4JOD4
ChEMBL	ChEMBL2105078
ECHA InfoCard	100.017.451
Chemical and physical data
Formula	C21H31NO4
Molar mass	361.482 g·mol^−1
3D model (JSmol)	Interactive image
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^Y Key:NNCOZXNZFLUYGG-UHFFFAOYSA-N^Y
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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.[3] In the United States it is a Schedule I Narcotic controlled substance with the ACSCN of 9626.[4]

References

1. GB Patent 797448
2. Maul C, Buschmann H, Sundermann B. Opioids: 3.3 Synthetic Opioids. Analgesics 2005; 159-169. ISBN 978-3-527-30403-5
3. Cahal DA, Dare JG, Keith D. A Sequential Trial of Analgesics in Labour. International Journal of Obstetrics and Gynaecology 1961; 68(1): 88–93.
4. http://www.deadiversion.usdoj.gov/schedules/orangebook/d_cs_drugcode.pdf, pp. 13, accessed 23. January 2016

• UNODC Bulletin on Narcotics 1961