Benzethidine

Benzethidine
Clinical data


ATC code	none
Legal status
Legal status	AU: S9 (Prohibited substance) BR: Class A1 (Narcotic drugs)^[1] CA: Schedule I DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I
Identifiers
IUPAC name ethyl 1-[2-(benzyloxy)ethyl]- 4-phenylpiperidine- 4-carboxylate
CAS Number	3691-78-9^Y
PubChem CID	62516
DrugBank	DB01518^Y
ChemSpider	56290^Y
UNII	X0I74BAR02
KEGG	D12685^Y
ChEMBL	ChEMBL2104234^N
CompTox Dashboard (EPA)	DTXSID50190389
Chemical and physical data
Formula	C₂₃H₂₉NO₃
Molar mass	367.489 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(OCC)C3(c1ccccc1)CCN(CCOCc2ccccc2)CC3
InChI InChI=1S/C23H29NO3/c1-2-27-22(25)23(21-11-7-4-8-12-21)13-15-24(16-14-23)17-18-26-19-20-9-5-3-6-10-20/h3-12H,2,13-19H2,1H3^Y Key:UVTBZAWTRVBTMK-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Benzethidine is a 4-phenyl piperidine derivative that is related to the clinically used opioid analgesic drug pethidine (meperidine, or Demerol).^[2]

Benzethidine 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, the drug is a Schedule I Narcotic Controlled Substance with a DEA ACSCN of 9606 and 2014 annual aggregate manufacturing quota of nil.^[4] The most common salt in use is the hydrochloride, free base conversion ratio of 0.910.

Legal Status

Australia

Benzethidine is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (February 2017).^[5] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.^[5]

References

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ Maul C, Buschmann H, Sundermann B (2005). "Opioids: 3.3 Synthetic Opioids.". Analgesics. Wiley-VCH. pp. 159–169. ISBN 978-3-527-30403-5.
^ 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.
^ "Conversion Factors for Controlled Substances". Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice.
^ ^a ^b "Poisons Standard". Australian Government. October 2015.