U-47700 The Drug Enforcement Administration's Special ... · U-47700 The Drug Enforcement...
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U-47700 The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 1 of 8 1. GENERAL INFORMATION IUPAC Name: CAS#: Synonyms: Source: Appearance: UV max (nm): rel-3,4-dichloro-N-[(1R,2R)-2-dimethylamino)cyclohexyl]-N-methylbenzamide 82657-23-6 (Base) Not Available DEA Reference Material Collection White Powder Not Determined 2. CHEMICAL AND PHYSICAL DATA 2.1 CHEMICAL DATA Form Chemical Formula Molecular Weight Melting Point ( o C) Base C 16 H 22 Cl 2 N 2 O 329 Not Determined HCl C 16 H 22 Cl 2 N 2 O HCl 365 Not Determined Cl Cl N O CH 3 N C H 3 CH 3
Transcript of U-47700 The Drug Enforcement Administration's Special ... · U-47700 The Drug Enforcement...
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 1 of 8
1. GENERAL INFORMATION
IUPAC Name:
CAS#:
Synonyms:
Source:
Appearance:
UVmax(nm):
rel-3,4-dichloro-N-[(1R,2R)-2-dimethylamino)cyclohexyl]-N-methylbenzamide
82657-23-6 (Base)
Not Available
DEA Reference Material Collection
White Powder
Not Determined
2. CHEMICAL AND PHYSICAL DATA
2.1 CHEMICAL DATA
Form Chemical Formula Molecular Weight Melting Point (oC)
Base C16H22Cl2N2O 329 Not Determined
HCl C16H22Cl2N2O HCl 365 Not Determined
Cl
ClN
O
CH3 NCH3 CH3
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 2 of 8
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: 600 MHz NMR spectrometerParameters: Spectral width: at least containing -3 ppm through 13 ppm
Pulse angle: 90o
Delay between pulses: 45 seconds
1HNMR: U-47700 Base; Lot 0475873-13; CDCl3; 600MHz
7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0
2.33.71.01.91.10.40.61.02.0
CHCl3 dimethylfumarate TMS
A = major rotamerB = minor rotamer
A
A
A
B
B
B
8
3H
6H
1H
7.4 7.3
1.02.0
4.60 4.50
0.6
3.275
0.4
2.90 2.80
1.91.1
2.50
1.0
2.2 2.1
2.33.7
1.75 1.50 1.25 1.00
8
CHCl3
A B BA
A A
B B
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 3 of 8
Sample Preparation: Dilute analyte to ~7 mg/mL in DMSO-d6 containing TMS for 0 ppm reference and dimethylsulfone as quantitative internal standard.
Instrument: 600 MHz NMR spectrometerParameters: Spectral width: at least containing -3 ppm through 13 ppm
Pulse angle: 90o
Delay between pulses: 45 seconds
1HNMR: U-47700 Base; Lot 0475873-13#; DMSO-d6; 600MHz
7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0
8.53.03.02.11.50.50.51.01.01.0
A = major rotamerB = minor rotamer
A
A
B
B
3H
6H
1H
A
7.50
1.01.01.0
4.5 4.4 4.3
0.5
3.20 3.15
0.5
2.8 2.7 2.6
0.51.61.5
2.2 2.0
3.03.0
1.75 1.50 1.25 1.00
8.5
A
A
AA
B
B B
Dimethylfumarate
TMS
DMSO
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 4 of 8
Sample Preparation: Dilute analyte to ~5 mg/mL in CDCl3 containing TMS for 0 ppm reference and dimethylfumarate 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: U-47700 HCl, Lot RM-160614-01, 400MHz, CDCl3
11 10 9 8 7 6 5 4 3 2 1 0
0
1
2
3
4
5
6
7
8
9
10
3166312
CHCl3
TMS
Dimethylfumarate
Dimethylfumarate
NH+
7.8 7.7 7.6 7.5
0
0.5
1.0
1.5
2.0
12
2.00 1.75 1.50
316
3.0 2.9 2.8
63
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 5 of 8
3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY
Sample Preparation: Dilute analyte ~4 mg/mL in CHCl3.
Instrument: Agilent gas chromatograph operated in split mode with MS detectorColumn: DB-5 MS (or equivalent); 15m x 0.25 mm x 0.25mCarrier Gas: Helium at 1 mL/minTemperatures: Injector: 280oC
MSD transfer line: 280oCMS Source: 250oCMS 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 = 25:1, 1 L injectedMS Parameters: Mass scan range: 30-550 amu
Threshold: 150Tune file: stune.uAcquisition mode: scan
Retention Time: 12.61 minEI Mass Spectrum: U-47700 Base, Lot 0475873-13
m/z30025020015010050
[x 1
06 ]In
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989898 9898989898 9898989898 9898989898 98989898
848484 8484848484 8484848484 8484848484 84848484757575 7575757575 7575757575 7575757575 75757575
717171 7171717171 7171717171 7171717171 71717171585858 5858585858 5858585858 5858585858 58585858565656 5656565656 5656565656 5656565656 56565656
424242 4242424242 4242424242 4242424242 42424242
EI+
[x 1
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989898 9898989898 9898989898 9898989898 98989898848484 8484848484 8484848484 8484848484 84848484757575 7575757575 7575757575 7575757575 75757575717171 7171717171 7171717171 7171717171 71717171585858 5858585858 5858585858 5858585858 58585858565656 5656565656 5656565656 5656565656 56565656424242 4242424242 4242424242 4242424242 42424242
EI+
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 6 of 8
FTIR ATR (Diamond, 1 Bounce): U-47700 Base, Lot 0475873-13
Wavenumber (cm-1)3500 3000 2500 2000 1500
%Tr
ansm
ittan
ce
30
40
50
60 2939293929392939293929392939293929392939293929392939293929392939293929392939293929392939
2861286128612861286128612861286128612861286128612861286128612861286128612861286128612861
2775277527752775277527752775277527752775277527752775277527752775277527752775277527752775
1619161916191619161916191619161916191619161916191619161916191619161916191619161916191619
1552155215521552155215521552155215521552155215521552155215521552155215521552155215521552
14211421142114211421142114211421142114211421142114211421142114211421142114211421142114211399139913991399139913991399139913991399139913991399139913991399139913991399139913991399
1316131613161316131613161316131613161316131613161316131613161316131613161316131613161316
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1071107110711071107110711071107110711071107110711071107110711071107110711071107110711071
1026102610261026102610261026102610261026102610261026102610261026102610261026102610261026
977977977977977977977977977977977977977977977977977977977977977977 900
900900900900900900900900900900900900900900900900900900900900900
845845845845845845845845845845845845845845845845845845845845845845
798798798798798798798798798798798798798798798798798798798798798798
756756756756756756756756756756756756756756756756756756756756756756
729729729729729729729729729729729729729729729729729729729729729729
669669669669669669669669669669669669669669669669669669669669669669
615615615615615615615615615615615615615615615615615615615615615615
532532532532532532532532532532532532532532532532532532532532532532
433433433433433433433433433433433433433433433433433433433433433433
Wavenumber (cm-1)1700 1600 1500 1400 1300 1200 1100 1000 900 800 700
%Tr
ansm
ittan
ce
30
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1619161916191619161916191619161916191619161916191619161916191619161916191619161916191619
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798798798798798798798798798798798798798798798798798798798798798798
756756756756756756756756756756756756756756756756756756756756756756
729729729729729729729729729729729729729729729729729729729729729729
669669669669669669669669669669669669669669669669669669669669669669
615615615615615615615615615615615615615615615615615615615615615615
532532532532532532532532532532532532532532532532532532532532532532
474474474474474474474474474474474474474474474474474474474474474474 433
433433433433433433433433433433433433433433433433433433433433433
412412412412412412412412412412412412412412412412412412412412412412
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: 1Aperture: 150
U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 7 of 8
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
FTIR ATR (Diamond, 1 Bounce): U-47700 HCl , Lot RM-160614-01
Wavenumber (cm-1)3500 3000 2500 2000 1500
%Tr
ansm
ittan
ce
48
56
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72
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3314331433143314331433143314331433143314331433143314331433143314331433143314331433143314
3241324132413241324132413241324132413241324132413241324132413241324132413241324132413241
3006300630063006300630063006300630063006300630063006300630063006300630063006300630063006 2951
2951295129512951295129512951295129512951295129512951295129512951295129512951295129512932293229322932293229322932293229322932293229322932293229322932293229322932293229322932
2718271827182718271827182718271827182718271827182718271827182718271827182718271827182718
1640164016401640164016401640164016401640164016401640164016401640164016401640164016401640
1589158915891589158915891589158915891589158915891589158915891589158915891589158915891589
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1270127012701270127012701270127012701270127012701270127012701270127012701270127012701270
1195119511951195119511951195119511951195119511951195119511951195119511951195119511951195
1132113211321132113211321132113211321132113211321132113211321132113211321132113211321132
1070107010701070107010701070107010701070107010701070107010701070107010701070107010701070
1032103210321032103210321032103210321032103210321032103210321032103210321032103210321032
997997997997997997997997997997997997997997997997997997997997997997
926926926926926926926926926926926926926926926926926926926926926926
891891891891891891891891891891891891891891891891891891891891891891
825825825825825825825825825825825825825825825825825825825825825825751751751751751751751751751751751751751751751751751751751751751751694694694694694694694694694694694694694694694694694694694694694694670670670670670670670670670670670670670670670670670670670670670670
631631631631631631631631631631631631631631631631631631631631631631
556556556556556556556556556556556556556556556556556556556556556556
522522522522522522522522522522522522522522522522522522522522522522
509509509509509509509509509509509509509509509509509509509509509509
462462462462462462462462462462462462462462462462462462462462462462
Wavenumber (cm-1)1700 1600 1500 1400 1300 1200 1100 1000 900 800 700
%Tr
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1557155715571557155715571557155715571557155715571557155715571557155715571557155715571557
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1448144814481448144814481448144814481448144814481448144814481448144814481448144814481448
1421142114211421142114211421142114211421142114211421142114211421142114211421142114211421
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1329132913291329132913291329132913291329132913291329132913291329132913291329132913291329
1299129912991299129912991299129912991299129912991299129912991299129912991299129912991299
1270127012701270127012701270127012701270127012701270127012701270127012701270127012701270
1230123012301230123012301230123012301230123012301230123012301230123012301230123012301230
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1162116211621162116211621162116211621162116211621162116211621162116211621162116211621162 1132
113211321132113211321132113211321132113211321132113211321132113211321132113211321132
1108110811081108110811081108110811081108110811081108110811081108110811081108110811081108
1070107010701070107010701070107010701070107010701070107010701070107010701070107010701070
1053105310531053105310531053105310531053105310531053105310531053105310531053105310531053
1032103210321032103210321032103210321032103210321032103210321032103210321032103210321032
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980980980980980980980980980980980980980980980980980980980980980980
926926926926926926926926926926926926926926926926926926926926926926
891891891891891891891891891891891891891891891891891891891891891891
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U-47700The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision:10/19/2016 SWGDRUG.org/monographs.htm Page 8 of 8
https://en.wikipedia.org/wiki/U-47700
4. ADDITIONAL RESOURCES
Wikipedia
