Joint Research Centre

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1 BETWEE DG TAXATI AD CUSTMS UI (DG TAXUD) AD THE JIT RESEARCH CETRE (JRC) for fast recognition of ew Psychoactive Substances (PS) and identification of unknown chemicals This report was generated on 13/1/2 based on data from the European Customs laboratories and the Joint Research Centre. This report includes sample and molecular information, spectral data and associated tables and figures. The chemical structure(s) was/were identified by Bio-chemical interactions & metabolomics (BCIM) group chemists on the basis of analytical data available. MR assignments proposed below were performed by ACD labs tools in agreement with the chemical structure identified by analytical experts. Reported data are related to the sample in the following table: Eurodat number 3 Received on 7 ctober 2 Weight [mg] 1 PACKAGIG 1mg in glass vial Colour pink-orange ame of customer Belgian Customs laboratory Customer's identification BD-57-1A Customer's information Confirmation of 5-MDMB-PICA Customer's comments ew synthetic cannabinoid - 5-MDMB-PICA -to be confirmed The following structure(s) was/were identified in the sample: Data of identified compound(s) Chemicalize IUPAC name methyl 2-{[1-(5-fluoropentyl)-1H-indol-3-yl]formamido}-3,3-dimethylbutanoate AME 5-MDMB-PICA ormula C 21 H W Monoisotopic Mass InChI InChI=1/C21H2923/c1-21(2,3)1(2(26)27-4)23-19(25)-14-( ) ()17/h6-7,1-11,14,1H,5,-9,12-13H2,1-4H3,(H,23,25) SMILES =C(C)C(C(=)c2cn(CCCCC)c1ccccc12)C(C)(C)C Claude Guillou, abiano Reniero, Hubert Chassaigne, Margaret Holland European Commission, DG Joint Research Centre Directorate via E. ermi, 2749 TP 21 I-2127 Ispra (VA) - Italy Phone: claude.guillou@ec.europa.eu Page 1 of 9

2 Page 2 of 9 BD-57-1A_P Wavenumber (cm-1) %Transmittance Processing and interpretation based on data provided by: Belgian Customs laboratory Comment PEDER ile ame \\ \ihcp$\I1\BI_CHEMICAL_ITERACTI_METABMICS\CLE2SAD\!PRPSED-STRUCTURE\CLE _AS\3_BD-57-1A\BD-57-1A_P.SP Date Stamp wed sep 2 11:7:5 2 Date wed sep 2 11:7:5 2 Technique Infrared Spectral Region IR X Axis Wavenumber (cm-1) Y Axis %Transmittance Spectrum Range Points Count 3351 Data Spacing 1.

3 Processing and interpretation based on data provided by: Belgian Customs laboratory Comment EVAPRATED SLUTI I DCM/MTH ile ame \\ \ihcp$\I1\BI_CHEMICAL_ITERACTI_METABMICS\CLE2SAD\!PRPSED-STRUCTURE\CLE _AS\3_BD-57-1A\BD-57-1A_.SP Date Stamp wed oct 5 9:14:5 2 Date wed oct 5 9:14:5 2 Technique Infrared Spectral Region IR X Axis Wavenumber (cm-1) Y Axis %Transmittance Spectrum Range Points Count 3351 Data Spacing 1. %Transmittance BD-57-1A_ Wavenumber (cm-1) Page 3 of 9

4 Processing and interpretation based on data provided by: Belgian Customs laboratory Comment DCM/MeH Count 471 Data Type Centroided Mass Spectrum Date 12 ct 2 17:4: Date Stamp 2 Sep 2 :14:4 Estimated Molecular Ion ile ame BD-57-1A_292_4_1_Centroided Mass Spectrum_EI+ Inlet Model ther Probe Ion Mode EI+ perator Admin Plot Type Stick Retention Time 15.3 Sample BD-57-1A Scan 4573 Separation Type Gas-Solid Chromatography Spectrum Title DCM/MeH Spectrum Type MS TIC Total Signal _BD-57-1A.lnk CH EI m/z Page 4 of 9

5 Table of fragments o. ragment Structure ormula Label m/z Calc. TIC Calc. (%) m/z Exp. RI Exp. (%) TIC Exp. (%) 1 1-7,15(+H) C6H11(+) M - C15H C7H142(+) M - C14H C14H15(+) M - C7H C (+H) CH223(+) M - C5H (+H) C17H2123(+) M - C4H CH + 6 M + C H 3 M C21H2923(+) C H 3 Page 5 of 9

6 Data from BCIM group at JRC, IHCP Ispra Joint Research Centre MR spectra Acquisition Time (sec) Date 7 ct 2 11:57:52 Date Stamp 7 ct 2 11:57:52 ile ame \\ \ihcp$\I1\Bio_Chemical_Interaction_Metabonomics\CLE2SAD\!proposed-structure\BCIM_AS\BCIM_6 \3\1\PDATA\1\1r requency (MHz) 6.13 ucleus 1H umber of Transients 64 riginal Points Count 3276 wner nmrsu Points Count Pulse Sequence zg3 Receiver Gain SW(cyclical) (Hz) Solvent DMS-d6 Spectrum ffset (Hz) Spectrum Type standard Sweep Width (Hz) Temperature (degree C) r.spectrus Water M2(m) 27,26,25(m) DMS-d (s) (m) 5(m).3 DMS-d6*.2 (s).39 11(d) 13(t) 12(t) 14(m) 6,1(m) 2,19(m) DMS-d6* 4(m) Chemical Shift (ppm) 1 H MR (6 MHz, DMS-d 6 ) δ ppm (m, H) (m, 1 H) (m, 2 H) (m, 2 H) (m, 2 H) 3.67 (s, 3 H) (m, 2 H) (m, 3 H) (m, 1 H) 7.21 (t, J=7.5 Hz, 1 H) 7.55 (t, J=6.7 Hz, 2 H).11 (d, J=7.9 Hz, 1 H).39 (s, 1 H) Page 6 of 9

7 Table of assignments and zoomed parts: Joint Research Centre o. Atom Exp. Shift (ppm) Multiplet M M M M M M M M M M M M M M M11.39 M Page 7 of 9

8 Acquisition Time (sec).944 Comment 5 mm CPQCI 1H/19-13C/15/D Z-GRD Z11473/12 Date 7 ct 2 12:13:2 Date Stamp 7 ct 2 12:13:2 ile ame \\ \ihcp$\I1\Bio_Chemical_Interaction_Metabonomics\CLE2SAD\!proposed-structure\BCIM_AS\BCIM_6 \3\2\PDATA\1\1r requency (MHz) ucleus 13C umber of Transients 256 Pulse Sequence jmod Receiver Gain 13.5 SW(cyclical) (Hz) Solvent DMS-d6 Spectrum ffset (Hz) Spectrum Type APT Sweep Width (Hz) Temperature (degree C) _BD-57-1A.lnk M3(s, 27,26,25) M2(s, ) M(s, 11) M17(s, 13) M1(s, 12) M15(s, 14) M1(s, 23) M11(s, 19) M(s) M23(s, 2) M22(s, ) M21(s, 15) M19(s, 1) M14(s, 9) M12(s) M13(s) M9(s, 6) M6(s) M5(s) M4(s, 5) M2(s) -.7 M7(s, ) -. M1(s, 4) DMS-d Chemical Shift (ppm) Page of 9

9 Table of assignments and zoomed parts: Joint Research Centre o. Atom Exp. Shift (ppm) Multiplet M M M M M M M M M M M M M M M M M M M Page 9 of 9