Cocaethylene

Cocaethylene
Clinical data
Other names	benzoylecgonine ethyl ester, ethylbenzoylecgonine,
Pregnancy; category	C;
Routes of; administration	Produced from ingestion of cocaine and ethanol
Legal status
Legal status	UK: Controlled Drug; US: Schedule II;
Identifiers
	IUPAC name ethyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate;
CAS Number	529-38-4;
PubChem CID	65034;
ChemSpider	559082;
UNII	FJO3071W5Y;
ChEMBL	ChEMBL608806;
CompTox Dashboard (EPA)	DTXSID20873213 ;
ECHA InfoCard	100.164.816
Chemical and physical data
Formula	C18H23NO4
Molar mass	317.385 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O[C@H]1C[C@H]2N(C)[C@@H]([C@H]1C(=O)OCC)CC2)c3ccccc3;

Cocaethylene (ethylbenzoylecgonine) is the ethyl ester of benzoylecgonine. It is structurally similar to cocaine, which is the methyl ester of benzoylecgonine. Cocaethylene is formed by the liver in small amounts when cocaine and ethanol coexist in the blood. Cocaethylene was first synthesized in 1885; its side effects were identified in 1989.