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4F-EPH: Difference between revisions
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==Chemistry== | ==Chemistry== | ||
4F-EPH, or 4-fluoroethylphenidate, is a synthetic molecule of the [[phenidate]] and [[substituted phenethylamine]] classes. It contains a phenethylamine core featuring a phenyl ring bound to an amino -NH2 group through an ethyl chain. It is structurally similar to [[amphetamine]], featuring a substitution at R<sub>α</sub> which is incorporated into a [[piperidine]] ring ending at the terminal amine of the phenethylamine chain. It contains an ethyl acetate bound to R<sub> | 4F-EPH, or 4-fluoroethylphenidate, is a synthetic molecule of the [[phenidate]] and [[substituted phenethylamine]] classes. It contains a phenethylamine core featuring a phenyl ring bound to an amino -NH2 group through an ethyl chain. It is structurally similar to [[amphetamine]], featuring a substitution at R<sub>α</sub> which is incorporated into a [[piperidine]] ring ending at the terminal amine of the phenethylamine chain. It contains an ethyl acetate bound to R<sub>β</sub> of its structure and is fluorinated at R<sub>4</sub> of its phenyl ring. | ||
4F-EPH is the 4-substituted flourine derivative of [[ethylphenidate]], and is structurally different to [[methylphenidate]] by elongation of the carbon chain and the addition of a fluorine group. ''Ethyl-'' regards the side chain of two carbon atoms, ''phen-'' indicates the phenyl ring, ''id-'' is contracted from a piperidine ring, and ''-ate'' indicates the acetate group containing the oxygens. 4F-EPH is a chiral compound, presumably produced as a racemic mixture. | 4F-EPH is the 4-substituted flourine derivative of [[ethylphenidate]], and is structurally different to [[methylphenidate]] by elongation of the carbon chain and the addition of a fluorine group. ''Ethyl-'' regards the side chain of two carbon atoms, ''phen-'' indicates the phenyl ring, ''id-'' is contracted from a piperidine ring, and ''-ate'' indicates the acetate group containing the oxygens. 4F-EPH is a chiral compound, presumably produced as a racemic mixture. | ||
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==Pharmacology== | ==Pharmacology== | ||
{{pharmacology}} | {{pharmacology}} | ||
4F-EPH is believed to act as a higher efficiency [[dopamine]] [[reuptake inhibitor]] than the closely related [[methylphenidate]],<ref>Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites | 4F-EPH is believed to act as a higher efficiency [[dopamine]] [[reuptake inhibitor]] than the closely related [[methylphenidate]],<ref>{{cite journal | vauthors=((Davies, H. M. L.)), ((Hopper, D. W.)), ((Hansen, T.)), ((Liu, Q.)), ((Childers, S. R.)) | journal=Bioorganic & Medicinal Chemistry Letters | title=Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites | volume=14 | issue=7 | pages=1799–1802 | date=5 April 2004 | issn=0960-894X | doi=10.1016/j.bmcl.2003.12.097}}</ref><ref>{{cite journal | vauthors=((Misra, M.)), ((Shi, Q.)), ((Ye, X.)), ((Gruszecka-Kowalik, E.)), ((Bu, W.)), ((Liu, Z.)), ((Schweri, M. M.)), ((Deutsch, H. M.)), ((Venanzi, C. A.)) | journal=Bioorganic & Medicinal Chemistry | title=Quantitative structure-activity relationship studies of threo-methylphenidate analogs | volume=18 | issue=20 | pages=7221–7238 | date=15 October 2010 | issn=1464-3391 | doi=10.1016/j.bmc.2010.08.034}}</ref><ref>{{cite journal | vauthors=((Singh, S.)) | journal=Chemical Reviews | title=Chemistry, design, and structure-activity relationship of cocaine antagonists | volume=100 | issue=3 | pages=925–1024 | date=8 March 2000 | issn=1520-6890 | doi=10.1021/cr9700538}}</ref> meaning that it effectively boosts the levels of dopamine [[neurotransmitters]] in the brain by binding to and partially blocking the transporter proteins that normally remove those [[monoamine]]s from the synaptic cleft. This allows dopamine to accumulate within the certain focalized regions of the brain, resulting in stimulating and euphoric effects. | ||
==Subjective effects== | ==Subjective effects== | ||
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*'''Switzerland''': 4F-EPH is a controlled substance specifically named under Verzeichnis E.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref> | *'''Switzerland''': 4F-EPH is a controlled substance specifically named under Verzeichnis E.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref> | ||
*'''Turkey:''' 4F-EPH is a classed as drug and is illegal to possess, produce, supply, or import.<ref>Cumhurbaşkanı Kararı CK Karar Sayısı : 1335 | https://resmigazete.gov.tr/eskiler/2019/07/20190720-19.pdf</ref> | *'''Turkey:''' 4F-EPH is a classed as drug and is illegal to possess, produce, supply, or import.<ref>Cumhurbaşkanı Kararı CK Karar Sayısı : 1335 | https://resmigazete.gov.tr/eskiler/2019/07/20190720-19.pdf</ref> | ||
*'''United Kingdom''': 4-Fluoroethylphenidate is a class B drug in the UK as of May 31st 2017, making it illegal to possess, produce or supply. <ref>The Misuse of Drugs Act 1971 (Amendment) Order 2017 | *'''United Kingdom''': 4-Fluoroethylphenidate is a class B drug in the UK as of May 31st 2017, making it illegal to possess, produce or supply. <ref>{{Citation | title=The Misuse of Drugs Act 1971 (Amendment) Order 2017 | url=https://www.legislation.gov.uk/uksi/2017/634/made}}</ref> | ||
==See also== | ==See also== | ||
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==References== | ==References== | ||
<references /> | <references /> | ||
[[Category:Psychoactive substance]] | [[Category:Psychoactive substance]] | ||
[[Category:Phenidate]] | |||
[[Category:Research chemical]] | [[Category:Research chemical]] | ||
[[Category:Stimulant]] | [[Category:Stimulant]] | ||