Coca­ethyl­ene, the in vivo product of cocaine and ethanol, is a narcotic more potent than its precursors

Página do item simplificado
dc.creatorMaia, Angelica Faleiros da Silva
dc.creatorMartins, Felipe Terra
dc.creatorSilva Neto, Leonardo da
dc.creatorAlves, Rosemeire Brondi
dc.creatorFátima, Ângelo de
dc.date.accessioned2023-12-14T13:49:42Z
dc.date.available2023-12-14T13:49:42Z
dc.date.issued2017
dc.description.abstractThe 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.
dc.identifier.citationMAIA, Angélica Faleiros da Silva et al. Coca­ethyl­ene, the in vivo product of cocaine and ethanol, is a narcotic more potent than its precursors. Acta Crystallographica. Section C: structural chemistry, Chester, v. 73, p. 780-783, 2017. DOI: 10.1107/S2053229617012852. Disponível em: https://scripts.iucr.org/cgi-bin/paper?S2053229617012852. Acesso em: 28 nov. 2023.
dc.identifier.doi10.1107/S2053229617012852
dc.identifier.issne- 2053-2296
dc.identifier.urihttps://scripts.iucr.org/cgi-bin/paper?S2053229617012852
dc.language.isoeng
dc.publisher.countryGra-bretanha
dc.publisher.departmentInstituto de Química - IQ (RMG)
dc.rightsAcesso Restrito
dc.subjectCrystal structure
dc.subjectBenzoylecgonine ester
dc.subjectTransesterification
dc.subjectConformation
dc.subjectNarcotic
dc.subjectCocaine
dc.subjectCoca­ethyl­ene
dc.titleCoca­ethyl­ene, the in vivo product of cocaine and ethanol, is a narcotic more potent than its precursors
dc.typeArtigo

Arquivos

Licença do Pacote
Agora exibindo 1 - 1 de 1
Nenhuma Miniatura disponível
Nome:
license.txt
Tamanho:
1.71 KB
Formato:
Item-specific license agreed upon to submission
Descrição:
Baixar

Coleções

IQ - Artigos publicados em periódicos