Etoxeridine

Etoxeridine (Carbetidine, Atenos) is a 4-phenylpiperidine derivative that is related to the clinically used opioid analgesic drug pethidine (meperidine).

Etoxeridine

Clinical data
Other names	Etoxeridine, Carbetidine, Atenos
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-(2-hydroxyethoxy)ethyl]-4-phenylpiperidine-4-carboxylate
CAS Number	469-82-9
PubChem CID	61122
DrugBank	DB01505
ChemSpider	55070
UNII	RHW35E1G7E
ChEMBL	ChEMBL2104254
CompTox Dashboard (EPA)	DTXSID30196980
ECHA InfoCard	100.006.750
Chemical and physical data
Formula	C18H27NO4
Molar mass	321.417 g·mol^−1
3D model (JSmol)	Interactive image
SMILES C1(CCN(CC1)CCOCCO)(C(=O)OCC)C2=CC=CC=C2
InChI InChI=1S/C18H27NO4/c1-2-23-17(21)18(16-6-4-3-5-7-16)8-10-19(11-9-18)12-14-22-15-13-20/h3-7,20H,2,8-15H2,1H3 Key:KJTKYGFGPQSRRA-UHFFFAOYSA-N
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Etoxeridine was developed in the 1950s[1] and investigated for use in surgical anesthesia, however it was never commercialized and is not currently used in medicine.[2][3][4] As with other opioids which were not in clinical use during the drafting of the Controlled Substances Act, it is categorized as a Schedule I narcotic.

References

1. BE 558883
2. Merlevede E, Levis S (1958). "Pharmacological study of carbetidine, a new synthetic analgesic". Archives Internationales de Pharmacodynamie et de Thérapie (in French). 115 (1–2): 213–232. PMID 13545901.
3. Sironi PG (1959). "Brief note on a new synthetic analgesic: carbetidine hydrochloride". Minerva Anestesiologica (in Italian). 25 (6): 251–254. PMID 13674097.
4. Crawford JS, Foldes FF (August 1959). "Studies on the respiratory and circulatory effects of carbetidine HCI used for supplementation of thiopentone sodium-nitrous oxide-oxygen anaesthesia". British Journal of Anaesthesia. 31 (8): 348–51. doi:10.1093/bja/31.8.348. PMID 13812715.