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. Author manuscript; available in PMC: 2017 Mar 1.
Published in final edited form as: Drug Test Anal. 2014 Oct 20;7(7):555–564. doi: 10.1002/dta.1732

Figure 1.

Figure 1

(A) Chemical structures of the three psychostimulants aminorex, 4-methylaminorex (4-MAR), para-methyl-4-methylaminorex (4,4′-DMAR) and the new psychoactive substance 3′,4′-methylenedioxy-4-methylaminorex (MDMAR). (B) Structural representation of all four MDMAR enantiomers. (C) Synthetic route to both (±)-cis- and (±)-trans- MDMAR. Both isomers were prepared from the same 3′,4′-methylenedioxynorephedrine prescursor (e) using cyanogen bromide or potassium cyanate to yield the (±)-cis and (±)-trans-MDMAR product, respectively. (D) Molecular structure of synthesized cis-MDMAR (50% displacement ellipsoids).