Differentiation Of Cyclic Tertiary Amine Cathinone...

Differentiation Of Cyclic Tertiary Amine Cathinone...

Differentiation of Cyclic Tertiary Amine Cathinone Derivatives by

Product Ion Electron Ionization Mass Spectrometry



Younis Abiedalla1, 2, Karim Abdel–Hay1, 3, Jack DeRuiter1 and C. Randall Clark1*



(1) Department of Drug Discovery and Development,

Harrison School of Pharmacy, Auburn University,

Auburn, AL 36849, USA



(2) Department of Medicinal Chemistry,

Faculty of Pharmacy,

Omar Al–Mukhtar University,

El–Beida, Libya



(3) Dept. of Pharmaceutical Analytical Chemistry,

Faculty of Pharmacy, Alexandria University,

Alexandria, 21521, Egypt



*Corresponding author

Professor C. Randall Clark, Ph. D. clarkcr@auburn.edu phone 334–844–8326 fax 334–844–8331



Differentiation of Cyclic Tertiary Amine Cathinone Derivatives by

Product Ion Electron Ionization Mass Spectrometry

Abstract



Rationale

A number of synthetic cathinones (aminoketones, ?bath salts?) are tertiary amines containing a cyclic amino group, most commonly pyrrolidine. These totally synthetic compounds can be prepared in a number of regioisomeric designer modification and many of these can yield isomeric major EI–MS fragment ions.



Methods

A series of regioisomeric cyclic tertiary amines were prepared and evaluated in EI–MS and MS/MS product ion experiments. The cyclic amines azetidine, pyrrolidine, piperidine and azepane were incorporated into a series of aminoketones related to the cathinone derivative drug of abuse known as MDPV. Deuterium labeling in both the cyclic amine and alkyl side chain allowed for the

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