HC 3HC CH N F O - SWGDRUGswgdrug.org/Monographs/FUB-144.pdfFUB-144 The Drug Enforcement...
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FUB-144 The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. Page 1 of 6 SWGDRUG.org/monographs.htm Latest Revision: 05/21/2015 N F C H 3 C H 3 CH 3 CH 3 O 1. GENERAL INFORMATION IUPAC Name: [1-(4-fluorobenzyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)methanone CAS#: Not Available Synonyms: FUB-UR-144 Source: DEA Reference Material Collection Appearance: White powder UV max (nm): Not Determined 2. CHEMICAL AND PHYSICAL DATA 2.1 CHEMICAL DATA Form Chemical Formula Molecular Weight Melting Point ( o C) Base C 23 H 24 FNO 349 122.0
Transcript of HC 3HC CH N F O - SWGDRUGswgdrug.org/Monographs/FUB-144.pdfFUB-144 The Drug Enforcement...
FUB-144The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Page 1 of 6SWGDRUG.org/monographs.htmLatest Revision: 05/21/2015
N
F
CH3CH3
CH3
CH3
O
1. GENERAL INFORMATION
IUPAC Name: [1-(4-fluorobenzyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)methanone
CAS#: Not Available
Synonyms: FUB-UR-144
Source: DEA Reference Material Collection
Appearance: White powder
UVmax(nm): Not Determined
2. CHEMICAL AND PHYSICAL DATA
2.1 CHEMICAL DATA
Form Chemical Formula Molecular Weight Melting Point (oC)
Base C23H24FNO 349 122.0
FUB-144The Drug Enforcement Administration's Special Testing and Research Laboratory
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3. QUALITATIVE DATA
3.1 NUCLEAR MAGNETIC RESONANCE
Sample Preparation: Dilute analyte to ~5 mg/mL inCDCl3 containing TMS for 0 ppm reference anddimethylfumarate as quantitative internal standard.
Instrument: 400 MHz NMR spectrometerParameters: Spectral width: at least containing -3 ppm through 13 ppm
Pulse angle: 90o
Delay between pulses: 45 seconds1H NMR: FUB-144 Lot # 0455762-22; CDCl3; 400MHz
Chemical Shift (ppm)8 7 6 5 4 3 2
0
0.05
0.10
0.15
0.20
0.25
0.30
0.35
1112811
CHCl3
Dimethylfumarate
Dimethylfumarate
TMS
5.34 5.32
2
1.950 1.925
1
1.3501.3251.3001.275
11
8.0 7.5 7.0
0
0.025
0.050
0.075
811
CHCl3
7 66
7 6 61 2
FUB-144The Drug Enforcement Administration's Special Testing and Research Laboratory
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3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY
Sample Preparation: Dilute analyte ~3 mg/mL in chloroform.
Instrument: Agilent gas chromatograph operated in split mode with MS detectorColumn: HP-5 MS (or equivalent); 30m x 0.25 mm x 0.25 µmCarrier Gas: Helium at 1 mL/minTemperatures: Injector: 280oC
MSD transfer line: 280oCMS Source: 230oCMS Quad: 150oCOven program:
1) 100oC initial temperature for 1.0 min2) Ramp to 300oC at 12 oC/min3) Hold final temperature for 9 min
Injection Parameters: Split Ratio = 20:1, 1 µL injectedMS Parameters: Mass scan range: 30-550 amu
Threshold: 100Tune file: stune.uAcquisition mode: scan
Retention Time: 18.147 min; Rearrangment product 18.349 minEI Mass Spectrum: FUB-144 Lot # 0455762-22
m/z340320300280260240220200180160140120100806040
8
16
24
32
40
48
56
64
72
80
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96
41414141414141414141414141414141414141414141 55555555555555555555555555555555555555555555
83838383838383838383838383838383838383838383
89898989898989898989898989898989898989898989
109109109109109109109109109109109109109109109109109109109109109109
115115115115115115115115115115115115115115115115115115115115115115128128128128128128128128128128128128128128128128128128128128128128 143143143143143143143143143143143143143143143143143143143143143143
167167167167167167167167167167167167167167167167167167167167167167 182182182182182182182182182182182182182182182182182182182182182182 194194194194194194194194194194194194194194194194194194194194194194210210210210210210210210210210210210210210210210210210210210210210 225225225225225225225225225225225225225225225225225225225225225225
252252252252252252252252252252252252252252252252252252252252252252
267267267267267267267267267267267267267267267267267267267267267267276276276276276276276276276276276276276276276276276276276276276276291291291291291291291291291291291291291291291291291291291291291291 306306306306306306306306306306306306306306306306306306306306306306
334334334334334334334334334334334334334334334334334334334334334334 349349349349349349349349349349349349349349349349349349349349349349
FUB-144The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
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GC/MS Analytical Observation:
The GC/MS TIC of FUB-144 shows two peaks with similar mass spectra (shown above). The major peak, having a retention time of 18.147 minutes, is FUB-144 while the other peak, with a retention time of 18.349 minutes, is a thermally induced rearrangement product of FUB-144. This rearrangement product is an artifact induced by the high temperatures of the GC injection port.
EI Mass Spectrum: FUB-144 Rearrangement Product Lot # 0455762-22
TIC: FUB-144 Lot # 0455762-22m/z340320300280260240220200180160140120100806040
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80
88
96
41414141414141414141414141414141414141414141 5555555555555555555555555555555555555555555583838383838383838383838383838383838383838383
109109109109109109109109109109109109109109109109109109109109109109
115115115115115115115115115115115115115115115115115115115115115115 143143143143143143143143143143143143143143143143143143143143143143 167167167167167167167167167167167167167167167167167167167167167167 184184184184184184184184184184184184184184184184184184184184184184 207207207207207207207207207207207207207207207207207207207207207207225225225225225225225225225225225225225225225225225225225225225225 238238238238238238238238238238238238238238238238238238238238238238
252252252252252252252252252252252252252252252252252252252252252252
267267267267267267267267267267267267267267267267267267267267267267
292292292292292292292292292292292292292292292292292292292292292292 306306306306306306306306306306306306306306306306306306306306306306
334334334334334334334334334334334334334334334334334334334334334334349349349349349349349349349349349349349349349349349349349349349349
Retention Time (min)222018161412108642
0
10
20
30
40
50
60
70
80
90
100
18.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.34918.349
18.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.14718.147
FUB-144The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
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3.3 INFRARED SPECTROSCOPY (FTIR)
Insrument: FTIR with diamond ATR attachment (1 bounce)Scan Parameters: Number of scans: 32
Number of background scans: 32Resolution: 4 cm-1
Sample gain: 8Aperture: 150
Wavenumber (cm-1)4000 3500 3000 2500 2000 1500 1000
0
8
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48
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80
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96
430.07489.85514.92
572.78644.14
696.21746.35
786.85825.42
867.85960.42971.99
1014.421076.13
1143.631186.061226.56
1338.411375.05
1390.481463.771510.05
1523.551573.7
1610.341621.91
2869.682919.82
2946.82
3097.25
Wavenumber (cm-1)1680 1600 1520 1440 1360 1280 1200 1120 1040 960 880 800 720 640 560
24
32
40
48
56
64
72
80
88
96
410.78430.07489.85514.92
572.78595.92624.85644.14
663.42696.21
746.35775.28786.85
815.78825.42836.99
867.85
923.77960.42971.99
1014.421033.7
1076.131099.271108.92
1143.631176.411186.06
1226.56
1301.771338.411359.631375.05
1390.481415.55
1438.71463.77
1483.051510.05
1523.55
1573.71610.341621.91
FTIR ATR (Diamond, 1 Bounce): FUB-144 Lot # 0455762-22
FUB-144The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
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http://forendex.southernforensic.org/index.php/detail/index/1285
4. ADDITIONAL RESOURCES
Forendex
