Acetoxyketobemidone

Acetoxyketobemidone (O-Acetylketobemidone) is an opioid analgesic that is an acetylated derivative of ketobemidone. It was developed in the 1950s during research into analogues of pethidine and was assessed by the United Nations Office on Drugs and Crime but was not included on the list of drugs under international control, probably because it was not used in medicine or widely available. Nevertheless, acetoxyketobemidone is controlled as an ester of ketobemidone, which is included in Schedule I of the Single Convention on Narcotic Drugs of 1961.

Acetoxyketobemidone

Clinical data
Other names	Acetoxyketobemidone, O-Acetylketobemidone
ATC code	none
Identifiers
IUPAC name 1-[4-(3-acetoxyphenyl)-1-methylpiperidin-4-yl]propan-1-one
CAS Number	107419-07-8 Y
ChemSpider	10441717 Y
UNII	9VD2KUA9ZF
CompTox Dashboard (EPA)	DTXSID50632370
Chemical and physical data
Formula	C17H23NO3
Molar mass	289.375 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(CC)C1(CCN(C)CC1)c2cccc(OC(C)=O)c2
InChI InChI=1S/C17H23NO3/c1-4-16(20)17(8-10-18(3)11-9-17)14-6-5-7-15(12-14)21-13(2)19/h5-7,12H,4,8-11H2,1-3H3 Y Key:UHZAKWBTNFQWFQ-UHFFFAOYSA-N Y
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Presumably acetoxyketobemidone produces similar effects to ketobemidone and other opioids, such as analgesia and sedation, along with side effects such as nausea, itching, vomiting and respiratory depression which may be harmful or fatal.

References

• UNODC Bulletin on Narcotics 1954