Benzethidine

Benzethidine
Clinical data
ATC code	none;
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class A1 (Narcotic drugs); 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 ;
PubChem CID	62516;
DrugBank	DB01518 ;
ChemSpider	56290 ;
UNII	X0I74BAR02;
KEGG	D12685 ;
ChEMBL	ChEMBL2104234 ;
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 ; Key:UVTBZAWTRVBTMK-UHFFFAOYSA-N ;
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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.

External links

UNODC Bulletin on Narcotics 1961

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[1] 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.

[2] Maul C, Buschmann H, Sundermann B (2005). "Opioids: 3.3 Synthetic Opioids.". Analgesics. Wiley-VCH. pp. 159–169. ISBN 978-3-527-30403-5.

[pmid13689779-3] 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.

[4] "Conversion Factors for Controlled Substances". Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice.

[Poisons_Standard-5] "Poisons Standard". Australian Government. October 2015.

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