Vodovodna 95 000 Ljubljana SLOVENIJA T: +386 (0) 428 44 93 Remark other NPS detected: none Sample ID: 92-5 Sample description: Sample type: Comments : Date of entry: 0/5/205 ANALYTICAL REPORT Flubromazepam (C5H0BrFN2O) 7-bromo-5-(2-fluorophenyl)-,3-dihydro-2H-,4-benzodiazepin-2-one powder - white test purchase (RESPONSE -purchasing) E: nfl@policija.si www.policija.si Substance identifiedstructure 2 (base form) Systematic name 7-bromo-5-(2-fluorophenyl)-,3-dihydro-2H-,4-benzodiazepin-2-one Other names Formula (per base form) C5H0BrFN2O M w (g/mol) 333,5 Salt form StdInChIKey Compound Class Other NPS detected base ZRKDDZBVSZLOFS-UHFFFAOYSA-N Benzodiazepines none Add.info (purity..) This report has been produced with the financial support of the P r e v e n t i o n o f a n d f i g h t a g a i n s t c r i m e Programme of the European Union (grant agreement number JUST/203/ISEC/DRUGS/AG/643). The contents of this report are the sole responsibility of the National Forensic Laboratory and can in no way be taken to reflect the views of the European Commission. 2 Created by OPSIN free tool: http://opsin.ch.cam.ac.uk/ DOI: 0.02/ci00384d Stran od 5 ID92-5
92-5_na Report updates date comments (explanation) Instrumental methods (if applied) in NFL. GC-MS (Agilent): GC-method is RT locked to tetracosane (RT=9.53 min). Injection volume ml and split mode (:50). Injector temperature: 280 0 C. Chromatographic separation: on column HP-MS (00% dimethylpolysiloxane), length 30 m, internal diameter 0.25 mm, film thickens 0.25 mm. Carrier gas He: flow-rate.2 ml/min. GC oven program: 70 0 C for min, followed by heating up to 293 0 C at a rate of 8 0 C/min, hold for 6. min, than heating at 50 0 C/min up to 325 0 C and finally 2.8 min isothermal. MSD source EI = 70 ev. GC-MS transfer line T= 235 0 C, source and quadropole temperatures 280 0 C and 80 0 C, respectively. Scan range m/z scan range: from 50 (40) to 550 amu. 2. HPLC-TOF (Agilent): 6230B TOF with Agilent 260 Infinity HPLC with binary pump, column: Zorbax Eclipse XDB- C8, 50 x 4.6 mm,.8 micron. Mobile phases (A) 0.% formic acid and mm ammonium formate in water; (B) 0.% formic acid in methanol (B). Gradient: starting at 5% B, changing to 40% B over 4 min, then to 70% over 2 min and in 5 min to 00%, hold min and back to 5%, equilibration for.7 min. The flow rate:.0 ml/min; Injection volume µl. MS parameters: 2GHz, Extended Dynamic range mode to a maximum of 700 amu, acquisition rate.30 spectra/sec. Sample ionisation: by Agilent Jet Stream technology (Dual AJS ESI). Ion source: positive ion scan mode with mass scanning from 82 to 000 amu. Other TOF parameters: drying gas (N2) and sheath temperature 325 C; drying gas flow rate 6 l/min; sheath gas flow rate 8 l/min; nebulizer 25 psig; Vcap. 4000 V; nozzle 2000 V; skimmer 65 V; fragmentor 75 V and Octopole RF 750 V. 3. FTIR-ATR (Perkin Elmer): scan range 4000-400 cm - ; resolution 4 cm - 3.FTIR-ATR (Perkin Elmer): scan range 4000-400 cm-; resolution 4cm- 4. GC- (MS)-IR condensed phase (GC-MS (Agilent) & IR (Spectra analyses-danny) GC-method: Injection volume ml and split mode (:5). Injector temperature 280 0 C. Chromatographic separation as above (). Split MS : IR = :9. MSD source EI = 70 ev. GC-MS transfer line T= 235 0 C, source and quadropole temperatures 280 0 C and 80 0 C, respectively. Scan range m/z scan range: from 50 (40) to 550 amu. IR (condesed phase): IR scan range 4000 to 650, resolution 4 cm -. Stran 2 od 5 ID 92-5
92-5_na Supporting information Solubility in CH 2 Cl 2 MeOH other result/remark soluble soluble not tested Analytical technique: applied remarks GC-MS (EI ionization) + NFL GC-RT (min): 9,99 BP(): 304; BP(2): 303,BP(3) :305, extr. CH2Cl2 HPLC-TOF + Exact mass (theoretical): 33,996; measured value Δppm:-0,03; formula:c5h0brfn2o FTIR-ATR + direct measurement FTIR (condensed phase) always as base form + ex. CH2Cl2 HPLC-TOF + Exact mass (theoretical): 33,996; measured value Δppm:-0,03; formula:c5h0brfn2o NMR + validation other pure by GG, HPLC, NMR Stran 3 od 5 ID 92-5
92-5_na ANALYTICAL RESULTS MS (EI) Stran 4 od 5 ID 92-5
92-5_na FTIR-ATR IR (condensed phase) Stran 5 od 5 ID 92-5
Target Compound Screening Report Data File Flubromazepam_92-5_TOF.d Sample Name Flubromazepam Sample Type Sample Position P-D2 Instrument Name 6230B TOF LC-MS User Name Acq Method droge general-3-5-205-xdb-c8-esi-poz.m Acquired Time 7/27/205 0:38:5 AM IRM Calibration Status Comment Success DA Method Droge_Default.m extract in MeOH Compound Table Label Tgt Name MFG Formula Obs. RT Obs. Mass Cpd : Flubromazepam Flubromazepam C5 H0 Br F N2 O 7.744 33.996 Name Obs. m/z Obs. RT Obs. Mass DB RT DB Formula DB Mass Flubromazepam 333.0033 7.744 33.996 7.74 C5 H0 Br F N2 O 33.996-0.03 Compound Chromatograms DB Mass Error (ppm) Find Cpds Algorithm Find by Molecular Feature x0 7 Cpd : Flubromazepam: +ESI EIC(333.0035, 334.00 x0 7 Cpd : Flubromazepam: +ESI ECC Scan Frag=75..8.8.6.6.4.4.2.2 0.8 0.8 0.6 0.6 0.4 0.4 0.2 0.2 0 7 7.2 7.4 7.6 7.8 8 8.2 8.4 8.6 Counts vs. Acquisition Time (min) 0 7.8 7.9 8 8. 8.2 8.3 Counts vs. Acquisition Time (min) MFE MS Zoomed Spectrum x0 6 Cpd : Flubromazepam: +ESI MFE Spectrum (rt: 7.699-8.366 min) Frag=75.0V Flubromazepam 6 5 4 3 2 0 320 340 360 380 400 420 440 460 480 500 520 540 560 580 600 620 640 660 680 700 720 Counts vs. Mass-to-Charge (m/z) MS Spectrum Peak List Obs. m/z Charge Abund Formula Ion/Isotope Page of 2 Printed at :39 AM on 27-Jul-205
Target Compound Screening Report 333.0033 735505.5 C5 H0 Br F N2 O (M+H)+ 334.0069 85309.57 C5 H0 Br F N2 O (M+H)+ 335.003 7059902.39 C5 H0 Br F N2 O (M+H)+ 336.0048 39577.94 C5 H0 Br F N2 O (M+H)+ 354.9852 63052.95 C5 H0 Br F N2 O (M+Na)+ 356.9835 62900.45 C5 H0 Br F N2 O (M+Na)+ 686.98 239342.3 C5 H0 Br F N2 O (2M+Na)+ 688.9796 507278.22 C5 H0 Br F N2 O (2M+Na)+ 689.982 58608.6 C5 H0 Br F N2 O (2M+Na)+ 690.978 256964.89 C5 H0 Br F N2 O (2M+Na)+ MS Zoomed Spectrum x0 6 Cpd : Flubromazepam: +ESI Scan (rt: 7.699-8.353 min, 52 scans) Frag=75.0V Flubromazepam 6 5 4 3 2 383.242 444.4043 553.388 688.9793 (2M+Na)+ 0 320 340 360 380 400 420 440 460 480 500 520 540 560 580 600 620 640 660 680 700 720 Counts vs. Mass-to-Charge (m/z) --- End Of Report --- Page 2 of 2 Printed at :39 AM on 27-Jul-205
University of Ljubljana Faculty of Chemistry and Chemical Technology Večna pot 3 P. O. Box 537 SI-00 Ljubljana Slovenia Phone: +386 479 8558 janez.kosmrlj@fkkt.uni-lj.si REPORT Sample ID: 92-5 Our notebook code: P-92-5 NMR sample preparation: 5 mg dissolved in 0.7 ml CDCl 3 NMR experiments: Proposed structure with chemical name: H, 3 C, H H gs-cosy, H 3 C gs-hsqc, H 3 C gs-hmbc, H 5 N gs-hmbc. Br F NH O N 7-bromo-5-(2-fluorophenyl)-,3-dihydro-2H-benzo[e][,4]diazepin-2-one Comments: - Structure elucidation based on D and 2D NMR spectra - Compound is pure by NMR Supporting information: Copies of H and 3 C NMR spectra Author: Prof. Dr. Janez Košmrlj, Doc. Dr. Krištof Kranjc Date of report: September 30, 205 This report has been produced with the financial support of the Prevention of and fight against crime Programme of the European Union (grant agreement number JUST/203/ISEC/DRUGS/AG/643). The contents of this publication are the sole responsibility of the Author and can in no way be taken to reflect the views of the European Commission.
P-92-5 Current Data Parameters NAME P-92-5 EXPNO PROCNO F2 - Acquisition Parameters Date_ 205085 Time 4.39 INSTRUM spect PROBHD 5 mm PABBO BB- PULPROG zg30 TD 65536 SOLVENT CDCl3 NS 6 DS 2 SWH 0330.578 Hz FIDRES 0.57632 Hz AQ 3.79923 sec RG 28 DW 48.400 usec DE 6.50 usec TE 298. K D.00000000 sec ======== CHANNEL f ======== NUC H P 8.90 usec PLW 26.00000000 W SFO 500.330885 MHz F2 - Processing parameters SI 65536 SF 500.3007 MHz WDW EM SSB 0 LB 0.30 Hz GB 0 PC.00 9 8 7 6 5 4 3 2 ppm 0.99 P-92-5 7.37.95 0.99 0.94.2.99 2.00 66.5 6.44 59.43 36.69 34.8 32.34 32.27 3.43 3.4 29.75 27.27 27.7 24.45 24.42 22.9 6.69 6.40 6.23 56.65 80 60 40 20 00 80 60 40 20 ppm Current Data Parameters NAME P-92-5 EXPNO 3 PROCNO F2 - Acquisition Parameters Date_ 205085 Time 6.42 INSTRUM spect PROBHD 5 mm PABBO BB- PULPROG zgpg30 TD 65536 SOLVENT CDCl3 NS 3072 DS 4 SWH 2976.904 Hz FIDRES 0.4543 Hz AQ.00548 sec RG 2050 DW 6.800 usec DE 6.50 usec TE 299.0 K D.00000000 sec D 0.03000000 sec ======== CHANNEL f ======== NUC 3C P 9.00 usec PLW 22.00000000 W SFO 25.7703637 MHz ======== CHANNEL f2 ======== CPDPRG2 waltz6 NUC2 H PCPD2 80.00 usec PLW2 26.00000000 W PLW2 0.327900 W PLW3 0.2059500 W SFO2 500.320005 MHz F2 - Processing parameters SI 32768 SF 25.7577899 MHz WDW EM SSB 0 LB.00 Hz GB 0 PC.40