5-Fluoro-ADBICA The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material.

O NH2 N

O NH

H3C CH3 H C 3 F

1. GENERAL INFORMATION

IUPAC Name: N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-1-(5-fluoropentyl)-1H-indole-3-carboxamide

CAS#: Not Available

Synonyms: 5F-ADBICA

Source: DEA Reference Material Collection

Appearance: Solution

UVmax(nm): Not Determined

2. CHEMICAL AND PHYSICAL DATA

2.1 CHEMICAL DATA

Form Chemical Formula Molecular Weight Melting Point (oC)

Base C20H28FN3O2 361 Not Determined

Latest Revision: 1/7/2015 SWGDRUG.org/monographs.htm Page 1 of 5 5-Fluoro-ADBICA The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material.

3. QUALITATIVE DATA

3.1 NUCLEAR MAGNETIC RESONANCE

Sample Preparation: Dilute analyte to ~5 mg/mL in CDCl3 containing TMS for 0 ppm reference and dimethylsulfone as quantitative internal standard.

Instrument: 400 MHz NMR spectrometer Parameters: Spectral width: at least containing -3 ppm through 13 ppm Pulse angle: 90o Delay between pulses: 45 seconds 1 H NMR: 5-fluoro-ADBICA Lot # 0451075-15; CDCl3; 400MHz dimethylsulfone

6

5

4

3

TMS 2 CDCl3

solvent 1 solvent

0 1 1 12 1 1 1 1 1 1 2 2 2 2 79

8 7 6 5 4 3 2 1 0 CDCl3

1 1 1 2 1 1 1 1 1 1 2 2 2 2 79

8.025 8.000 7.74 7.35 6.750 6.300 5.750 4.50 4.25 1.75 1.50 1.15

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3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY

Sample Preparation: Dilute analyte ~4 mg/mL in methanol.

Instrument: Agilent gas chromatograph operated in split mode with MS detector Column: DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 mm Carrier Gas: Helium at 1 mL/min Temperatures: Injector: 280oC MSD transfer line: 280oC MS Source: 230oC MS Quad: 150oC Oven program: 1) 100oC initial temperature for 1.0 min 2) Ramp to 300oC at 12 oC/min 3) Hold final temperature for 25.0 min Injection Parameters: Split Ratio = 25:1, 1 mL injected MS Parameters: Mass scan range: 30-550 amu Threshold: 100 Tune file: stune.u Acquisition mode: scan Retention Time: 18.056 min EI Mass Spectrum: 5-fluoro-ADBICA Lot # 0451075-15 ] 5 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 232 [x 10 Intensity

6

5

4 144 144 144 144 144 144 144 144 144 144 144 144 144 144 144 144 144 144 3 144 144 144

2 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 116 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 41 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129 129

1 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 212 288 288 288 288 288 288 288 288 288 288 288 288 288 288 288 288 288 288 361 361 361 288 288 288 361 361 361 361 361 361 361 361 361 361 361 361 361 361 361 361 361 361 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 317 57 57 57 102 102 102 57 57 57 57 57 102 102 102 102 102 57 57 57 57 57 102 102 102 102 102 57 57 57 57 57 102 102 102 102 102 57 57 57 89 89 89 102 102 102 89 89 89 89 89 89 89 89 89 89 89 89 89 89 89 89 89 89 69 69 69 69 69 69 69 69 69 69 69 69 69 157 157 157 69 69 69 69 69 157 157 157 157 157 170 170 170 69 69 69 157 157 157 157 157 170 170 170 170 170 157 157 157 157 157 170 170 170 170 170 157 157 157 170 170 170 170 170 170 170 170 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260 260

EI+ 184 184 184 184 184 184 184 184 305 305 305 184 184 184 184 184 305 305 305 305 305 184 184 184 184 184 305 305 305 305 305 329 329 329 184 184 184 305 305 305 305 305 329 329 329 329 329 305 305 305 329 329 329 329 329 329 329 329 329 329 329 329 329

50 100 150 200 250 300 350 m/z Latest Revision: 1/7/2015 SWGDRUG.org/monographs.htm Page 3 of 5 5-Fluoro-ADBICA The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material.

3.3 INFRARED SPECTROSCOPY (FTIR)

Insrument: FTIR with diamond ATR attachment (3 bounce) Scan Parameters: Number of scans: 32 Number of background scans: 32 Resolution: 4 cm-1 Sample gain: 8 Aperture: 150 FTIR ATR (Diamond, 3 Bounce): 5-fluoro-ADBICA Lot # 0451075-15 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3186 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 3333 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 2964 %Transmittance 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 793 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1672 1672 1672 694 694 694 1672 1672 1672 1672 1672 694 694 694 694 694 1672 1672 1672 1672 1672 694 694 694 694 694 1672 1672 1672 1672 1672 694 694 694 694 694 85 1672 1672 1672 694 694 694 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1230 1230 1230 1230 1230 1230 1230 1230 1367 1367 1367 1230 1230 1230 1230 1230 1367 1367 1367 1367 1367 1230 1230 1230 1230 1230 1367 1367 1367 1367 1367 1230 1230 1230 1171 1171 1171 1367 1367 1367 1367 1367 1171 1171 1171 1171 1171 1367 1367 1367 1171 1171 1171 1171 1171 1171 1171 1171 1171 1171 1171 1171 1171 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 80 1506 1506 1506 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 582 582 582 613 613 613 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 1396 1396 1396 1396 1396 1396 1396 1396 1396 1396 1396 1396 1396 1616 1616 1616 1396 1396 1396 1396 1396 1616 1616 1616 1616 1616 1396 1396 1396 1616 1616 1616 1616 1616 1616 1616 1616 1616 1616 1616 1616 1616 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 1537 515 515 515 746 746 746 515 515 515 515 515 746 746 746 746 746 515 515 515 515 515 746 746 746 746 746 515 515 515 515 515 746 746 746 746 746 515 515 515 746 746 746 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 75 438 438 438 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 70

3500 3000 2500 2000 1500 Wavenumber (cm-1) 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 818 %Transmittance 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 937 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 802 1574 1574 1574 793 793 793 1574 1574 1574 1574 1574 793 793 793 793 793 1574 1574 1574 1574 1574 793 793 793 793 793 1574 1574 1574 1574 1574 793 793 793 793 793 1574 1574 1574 793 793 793 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 978 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1065 1672 1672 1672 694 694 694 1672 1672 1672 1672 1672 694 694 694 694 694 1672 1672 1672 1672 1672 694 694 694 694 694 1672 1672 1672 1672 1672 694 694 694 694 694 85 1672 1672 1672 694 694 694 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1122 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1012 1414 1414 1414 1414 1414 1414 1414 1414 1230 1230 1230 1414 1414 1414 1414 1414 1230 1230 1230 1230 1230 1414 1414 1414 1414 1414 1367 1367 1367 1230 1230 1230 1230 1230 1414 1414 1414 1367 1367 1367 1367 1367 1230 1230 1230 1230 1230 1171 1171 1171 1367 1367 1367 1367 1367 1230 1230 1230 1171 1171 1171 1171 1171 1367 1367 1367 1367 1367 1171 1171 1171 1171 1171 1367 1367 1367 1171 1171 1171 1171 1171 1171 1171 1171 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 769 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1466 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 1506 80 1506 1506 1506 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 613 582 582 582 613 613 613 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 582 1396 1396 1396 1396 1396 1396 1396 1396 1616 1616 1616 1396 1396 1396 1396 1396 1616 1616 1616 1616 1616 1396 1396 1396 1396 1396 1616 1616 1616 1616 1616 1396 1396 1396 1616 1616 1616 1616 1616 1616 1616 1616 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 557 1537 1537 1537 1537 1537 1537 1537 1537 526 526 526 1537 1537 1537 1537 1537 526 526 526 526 526 1537 1537 1537 1537 1537 526 526 526 526 526 1537 1537 1537 526 526 526 526 526 526 526 526 515 515 515 746 746 746 515 515 515 515 515 746 746 746 746 746 515 515 515 515 515 746 746 746 746 746 515 515 515 515 515 746 746 746 746 746 515 515 515 746 746 746 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 463 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 501 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 438 75 438 438 438 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 494 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 430 70

1700 1600 1500 1400 1300 1200 1100 1000 900 800 700 Wavenumber (cm-1) Latest Revision: 1/7/2015 SWGDRUG.org/monographs.htm Page 4 of 5 5-Fluoro-ADBICA The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material.

4. ADDITIONAL RESOURCES

http://forendex.southernforensic.org/index.php/detail/index/1262Forendex

Uchiyama N., et al. Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic detected with a thiophene derivative a-PVT and an opioid receptor agonist AH-7921 identified in illegal products. Forensic Toxicol (2013) 31:223-240.

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