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Type:	Artigo de Periódico
Title:	Coca­ethyl­ene, the in vivo product of cocaine and ethanol, is a narcotic more potent than its precursors
Authors:	Angélica Faleiros da Silva Maia Felipe Terra Martins Leonardo da Silva Neto Rosemeire Brondi Alves Ângelo de Fátima
Abstract:	The molecular conformation and supramolecular architecture of cocaethylene [systematic name: eth­yl (1R,2R,3S,5S)-3-benzo­yloxy-8-methyl-8-aza­bicyclo­[3.2.1]octane-2-carboxyl­ate], C18H23NO4, have been determined for the first time. Cocaethylene is a narcotic produced in vivo when cocaine and ethanol are administered concomitantly. The intra- and inter­molecular features of coca­ethyl­ene and its less potent narcotic precursor cocaine are very similar. The only mol­ecular difference is in the conformation of the methyl group of the ethoxycarbonyl group. Similar to cocaine, the carboxyl­ate atoms and the α-C atom are coplanar in coca­ethyl­ene, but the methyl C atom of the ethyl group is bent by ca 90° away from this plane in the narcotic reported here. The main supra­molecular motif is a one-dimensional chain stabilized by weak C—H...O contacts.
Subject:	Cocaina Narcóticos Cristalografia Química supramolecular
language:	eng
metadata.dc.publisher.country:	Brasil
Publisher:	Universidade Federal de Minas Gerais
Publisher Initials:	UFMG
metadata.dc.publisher.department:	ICX - DEPARTAMENTO DE QUÍMICA
Rights:	Acesso Restrito
metadata.dc.identifier.doi:	https://doi.org/10.1107/S2053229617012852
URI:	http://hdl.handle.net/1843/70506
Issue Date:	2017
metadata.dc.url.externa:	https://journals.iucr.org/paper?S2053229617012852
metadata.dc.relation.ispartof:	Acta Crystallographica Section C: Structural Chemistry
Appears in Collections:	Artigo de Periódico

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