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Substance Name: Cocaethylene
RN: 529-38-4
UNII: FJO3071W5Y
InChIKey: NMPOSNRHZIWLLL-XUWVNRHRSA-N

Note

  • Cocaine metabolite produced in vivo when cocaine and ethanol are taken together; as potent as cocaine in blocking uptake of the neurotransmitter dopamine synapses.

Molecular Formula

  • C18-H23-N-O4

Molecular Weight

  • 317.3827
 

Classification Codes

Classification Codes

  • Dopamine Agents
  • Dopamine Uptake Inhibitors
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors

Superlist Classification Code

  • DEA Schedule II
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Names and Synonyms

Name of Substance

  • Cocaethylene

Synonyms

  • 0-22-00-00209 (Beilstein Handbook Reference)
  • Benzoylethylecgonin
  • BRN 6117763
  • Cocaethylene
  • Cocaethyline
  • Cocethyline
  • Ethyl benzoylecgonine
  • Ethyl cocaine
  • Ethylbenzoylecgonine
  • Ethylcocaine
  • Homocaine
  • Homococaine
  • UNII-FJO3071W5Y

Systematic Name

  • 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, ethyl ester, (1R-(exo,exo))-

Registry Numbers

CAS Registry Number

  • 529-38-4

FDA UNII

  • FJO3071W5Y

System Generated Number

  • 0000529384

Structure Descriptors

InChI

InChI=1S/C18H23NO4/c1-3-22-18(21)16-14-10-9-13(19(14)2)11-15(16)23-17(20)12-7-5-4-6-8-12/h4-8,13-16H,3,9-11H2,1-2H3/t13-,14+,15-,16+/m0/s1

InChIKey

NMPOSNRHZIWLLL-XUWVNRHRSA-N

Smiles

CCOC(=O)[C@H]1[C@H](C[C@@H]2CC[C@H]1N2C)OC(=O)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 60700ug/kg (60.7mg/kg)   Pharmacology, Biochemistry and Behavior. Vol. 39, Pg. 531, 1991.