5
Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. Latest Revision: 6/15/2016 Page 1 of 5 SWGDRUG.org/monographs.htm 1. GENERAL INFORMATION IUPAC Name: N-phenyl- N-[1-(2-phenylethyl)piperidin-4-yl]furan-2-carboxamide CAS#: 101345-66-8 Synonyms: 2-Furanyl fentanyl 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 24 H 26 N 2 O 2 374 Not Determined HCl C 24 H 26 N 2 O 2 HCl 411 232.7 N N O O

Furanyl Fentanyl - SWGDRUG fentanyl.pdf · Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally

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Page 1: Furanyl Fentanyl - SWGDRUG fentanyl.pdf · Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally

Furanyl FentanylThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Latest Revision: 6/15/2016 Page 1 of 5SWGDRUG.org/monographs.htm

1. GENERAL INFORMATION

IUPAC Name: N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]furan-2-carboxamide

CAS#: 101345-66-8

Synonyms: 2-Furanyl fentanyl

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 C24H26N2O2 374 Not Determined

HCl C24H26N2O2 HCl 411 232.7

N

N

O

O

Page 2: Furanyl Fentanyl - SWGDRUG fentanyl.pdf · Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally

Furanyl FentanylThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Latest Revision: 6/15/2016 Page 2 of 5SWGDRUG.org/monographs.htm

3. QUALITATIVE DATA

3.1 NUCLEAR MAGNETIC RESONANCE

Sample Preparation: Dilute analyte to ~12 mg/mL in DMSO-d6 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 seconds

1HNMR: Furanyl fentanyl HCl; Lot# ALB-288-12; 400MHz

dimethylfumarate

H2ODMSO

TMSimpurity

10.5 10.3

1

7.50 7.25

3431

6.350

1

5.45

1

4.90 4.80

1

3.60

2

2.1 2.0 1.9 1.8

22

10 9 8 7 6 5 4 3 2 1 0

2224211134311

3.2 3.1 3.0

24

NH+

Page 3: Furanyl Fentanyl - SWGDRUG fentanyl.pdf · Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally

Furanyl FentanylThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

50

Latest Revision: 6/15/2016 Page 3 of 5SWGDRUG.org/monographs.htm

3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY

Sample Preparation: Dilute analyte ~3 mg/mL in CHCl3

Instrument: Agilent gas chromatograph operated in split mode with MS detectorColumn: DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 µmCarrier Gas: Helium at 1.5 mL/minTemperatures: Injector: 280oC MSD transfer line: 280oC

MS Source: 230oC MS Quad: 150oCOven program:

1) 100oC initial temperature for 1.0 min2) Ramp to 280oC at 12 oC/min3) Hold final temperature for 9.0 min

Injection Parameters: Split Ratio = 23:1, 1 µL injectedMS Parameters: Mass scan range: 30-550 amu Threshold: 150

Tune file: stune.u Acquisition mode: scanRetention Time: 20.634 min

EI Mass Spectrum: Furanyl fentanyl HCl; Lot# ALB-288-12

m/z35030025020015010050

[x 1

06 ]In

tens

ity

0.5

42424242424242424242424242424242424242424242

51515151515151515151515151515151515151515151

77777777777777777777777777777777777777777777

95959595959595959595959595959595959595959595

130130130130130130130130130130130130130130130130130130130130130130158158158158158158158158158158158158158158158158158158158158158158

170170170170170170170170170170170170170170170170170170170170170170186186186186186186186186186186186186186186186186186186186186186186

198198198198198198198198198198198198198198198198198198198198198198212212212212212212212212212212212212212212212212212212212212212212

240240240240240240240240240240240240240240240240240240240240240240

253253253253253253253253253253253253253253253253253253253253253253

283283283283283283283283283283283283283283283283283283283283283283

327327327327327327327327327327327327327327327327327327327327327327 341341341341341341341341341341341341341341341341341341341341341341 372372372372372372372372372372372372372372372372372372372372372372

m/z350300250200150100

[x 1

05 ]In

tens

ity

0.5

1.0

1.5

42424242424242424242424242424242424242424242

51515151515151515151515151515151515151515151

77777777777777777777777777777777777777777777

95959595959595959595959595959595959595959595

130130130130130130130130130130130130130130130130130130130130130130

158158158158158158158158158158158158158158158158158158158158158158

170170170170170170170170170170170170170170170170170170170170170170

186186186186186186186186186186186186186186186186186186186186186186

198198198198198198198198198198198198198198198198198198198198198198

212212212212212212212212212212212212212212212212212212212212212212

240240240240240240240240240240240240240240240240240240240240240240

253253253253253253253253253253253253253253253253253253253253253253

283283283283283283283283283283283283283283283283283283283283283283

327327327327327327327327327327327327327327327327327327327327327327 341341341341341341341341341341341341341341341341341341341341341341 372372372372372372372372372372372372372372372372372372372372372372

Page 4: Furanyl Fentanyl - SWGDRUG fentanyl.pdf · Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally

Furanyl FentanylThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Page 4 of 5Latest Revision: 6/15/2016 SWGDRUG.org/monographs.htm

3.3 INFRARED SPECTROSCOPY (FTIR)

Instrument: FTIR with diamond ATR attachment (1 bounce)Scan Parameters: Number of scans: 32

Number of background scans: 32Resolution: 4 cm-1

Sample gain: 4Aperture: 80

FTIR ATR (Diamond 1 Bounce): Furanyl fentanyl HCl; Lot# ALB-288-12

Wavenumber (cm-1)3500 3000 2500 2000 1500 1000

%Tr

ansm

ittan

ce

32

40

48

56

64

72

442442442442442442442442442442442442442442442442442442442442442442

600600600600600600600600600600600600600600600600600600600600600600

713713713713713713713713713713713713713713713713713713713713713713

772772772772772772772772772772772772772772772772772772772772772772

885885885885885885885885885885885885885885885885885885885885885885

947947947947947947947947947947947947947947947947947947947947947947

1031103110311031103110311031103110311031103110311031103110311031103110311031103110311031

1134113411341134113411341134113411341134113411341134113411341134113411341134113411341134

1238123812381238123812381238123812381238123812381238123812381238123812381238123812381238

133813381338133813381338133813381338133813381338133813381338133813381338133813381338133814071407140714071407140714071407140714071407140714071407140714071407140714071407140714071471

147114711471147114711471147114711471147114711471147114711471147114711471147114711471

1629162916291629162916291629162916291629162916291629162916291629162916291629162916291629

2376237623762376237623762376237623762376237623762376237623762376237623762376237623762376

2443244324432443244324432443244324432443244324432443244324432443244324432443244324432443

2501250125012501250125012501250125012501250125012501250125012501250125012501250125012501

2625262526252625262526252625262526252625262526252625262526252625262526252625262526252625

2930293029302930293029302930293029302930293029302930293029302930293029302930293029302930

3086308630863086308630863086308630863086308630863086308630863086308630863086308630863086

3417341734173417341734173417341734173417341734173417341734173417341734173417341734173417

Wavenumber (cm-1)1760 1680 1600 1520 1440 1360 1280 1200 1120 1040 960 880 800 720 640

%Tr

ansm

ittan

ce

32

40

48

56

64

72

418418418418418418418418418418418418418418418418418418418418418418

442442442442442442442442442442442442442442442442442442442442442442

482482482482482482482482482482482482482482482482482482482482482482

516516516516516516516516516516516516516516516516516516516516516516

552552552552552552552552552552552552552552552552552552552552552552

600600600600600600600600600600600600600600600600600600600600600600

607607607607607607607607607607607607607607607607607607607607607607

623623623623623623623623623623623623623623623623623623623623623623

661661661661661661661661661661661661661661661661661661661661661661

713713713713713713713713713713713713713713713713713713713713713713

738738738738738738738738738738738738738738738738738738738738738738

751751751751751751751751751751751751751751751751751751751751751751

772772772772772772772772772772772772772772772772772772772772772772

787787787787787787787787787787787787787787787787787787787787787787

847847847847847847847847847847847847847847847847847847847847847847

885885885885885885885885885885885885885885885885885885885885885885

920920920920920920920920920920920920920920920920920920920920920920

947947947947947947947947947947947947947947947947947947947947947947

9729729729729729729729729729729729729729729729729729729729729729721001

100110011001100110011001100110011001100110011001100110011001100110011001100110011001

1031103110311031103110311031103110311031103110311031103110311031103110311031103110311031

1046104610461046104610461046104610461046104610461046104610461046104610461046104610461046

1089108910891089108910891089108910891089108910891089108910891089108910891089108910891089

1134113411341134113411341134113411341134113411341134113411341134113411341134113411341134

1158115811581158115811581158115811581158115811581158115811581158115811581158115811581158

1189118911891189118911891189118911891189118911891189118911891189118911891189118911891189

1238123812381238123812381238123812381238123812381238123812381238123812381238123812381238

1281128112811281128112811281128112811281128112811281128112811281128112811281128112811281

13021302130213021302130213021302130213021302130213021302130213021302130213021302130213021324

1324132413241324132413241324132413241324132413241324132413241324132413241324132413241338

133813381338133813381338133813381338133813381338133813381338133813381338133813381338

1357135713571357135713571357135713571357135713571357135713571357135713571357135713571357

1388138813881388138813881388138813881388138813881388138813881388138813881388138813881388

14071407140714071407140714071407140714071407140714071407140714071407140714071407140714071463

146314631463146314631463146314631463146314631463146314631463146314631463146314631463

1471147114711471147114711471147114711471147114711471147114711471147114711471147114711471

1493149314931493149314931493149314931493149314931493149314931493149314931493149314931493

15591559155915591559155915591559155915591559155915591559155915591559155915591559155915591594

159415941594159415941594159415941594159415941594159415941594159415941594159415941594

1629162916291629162916291629162916291629162916291629162916291629162916291629162916291629

Page 5: Furanyl Fentanyl - SWGDRUG fentanyl.pdf · Furanyl Fentanyl The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally

Furanyl FentanylThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

Latest Revision: 6/15/2016 Page 5 of 5SWGDRUG.org/monographs.htm

https://en.wikipedia.org/wiki/Furanylfentanyl

4. ADDITIONAL RESOURCES

Wikipedia