tapentadol - swgdrugiupac name: rel-3-[(2r,3r)-1-(dimethylamino)-2-methylpentan-3-yl]phenol cas#:...
TRANSCRIPT
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TapentadolThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision: 3/14/2016 Page 1 of 5SWGDRUG.org/monographs.htm
1. GENERAL INFORMATION
IUPAC Name: rel-3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol
CAS#: 175591-09-0 (HCl)
Synonyms: Nucynta, Palexia, Tapal
Source: DEA Reference Material Collection
Appearance: White powder
UVmax(nm): Not determined
2. CHEMICAL AND PHYSICAL DATA
2.1 CHEMICAL DATA
OH
NCH3
CH3
CH3
CH3
ClH
Form Chemical Formula Molecular Weight Melting Point (oC)
Base C14H23NO 221 Not Determined
HCl C14H23NO HCl 257 Not Determined
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TapentadolThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision: 3/14/2016 Page 2 of 5SWGDRUG.org/monographs.htm
3. QUALITATIVE DATA
3.1 NUCLEAR MAGNETIC RESONANCE
Sample Preparation: Dilute analyte to ~10 mg/mL in DMSO-d6 containing TMS for 0 ppm reference and dimethylsulfone 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: Tapentadol HCl; Lot 1665.1B1.1; DMSO; 400MHz
10 9 8 7 6 5 4 3 2 1 0
33111183111
Dimethylsulfone
H2O
DMSO
TMS
7.15
1
6.65 6.60
3
2.8 2.7 2.6
8
2.25 2.00 1.75 1.50
1111
1.050
3
0.700
3
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TapentadolThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision: 3/14/2016 Page 3 of 5SWGDRUG.org/monographs.htm
3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY
Sample Preparation: Dilute analyte ~4.8 mg/mL in 1:1 CHCl3: MeOH
Instrument: Agilent gas chromatograph operated in split mode with MS detectorColumn: DB-5 MS (or equivalent); 15m x 0.25 mm x 0.25 µmCarrier Gas: Helium at 1.5 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 µL injectedMS Parameters: Mass scan range: 30-550 amu
Threshold: 150Tune file: stune.uAcquisition mode: scan
Retention Time: 6.73 min
EI Mass Spectrum: Tapentadol HCl Lot 1665.1B1.1
m/z200180160140120100806040
[x 1
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393939 3939393939 3939393939 3939393939 39393939 414141 4141414141 4141414141 4141414141 41414141 424242 4242424242 4242424242 4242424242 42424242 434343 4343434343 4343434343 4343434343 43434343 444444 4444444444 4444444444 4444444444 44444444 575757 5757575757 5757575757 5757575757 57575757
585858 5858585858 5858585858 5858585858 58585858595959 5959595959 5959595959 5959595959 59595959 656565 6565656565 6565656565 6565656565 65656565 707070 7070707070 7070707070 7070707070 70707070 717171 7171717171 7171717171 7171717171 71717171 777777 7777777777 7777777777 7777777777 77777777 797979 7979797979 7979797979 7979797979 79797979 848484 8484848484 8484848484 8484848484 84848484 858585 8585858585 8585858585 8585858585 85858585 868686 8686868686 8686868686 8686868686 86868686 919191 9191919191 9191919191 9191919191 91919191 103
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323232 3232323232 3232323232 3232323232 32323232393939 3939393939 3939393939 3939393939 39393939
414141 4141414141 4141414141 4141414141 41414141424242 4242424242 4242424242 4242424242 42424242
434343 4343434343 4343434343 4343434343 43434343 444444 4444444444 4444444444 4444444444 44444444
505050 5050505050 5050505050 5050505050 50505050555555 5555555555 5555555555 5555555555 55555555 5
65656 5656565656 5656565656 5656565656 56565656 575757 5757575757 5757575757 5757575757 57575757
585858 5858585858 5858585858 5858585858 58585858 595959 5959595959 5959595959 5959595959 59595959636363 6363636363 6363636363 6363636363 63636363
656565 6565656565 6565656565 6565656565 65656565 707070 7070707070 7070707070 7070707070 70707070 717171 7171717171 7171717171 7171717171 71717171
777777 7777777777 7777777777 7777777777 77777777787878 7878787878 7878787878 7878787878 78787878
848484 8484848484 8484848484 8484848484 84848484858585 8585858585 8585858585 8585858585 85858585
868686 8686868686 8686868686 8686868686 86868686919191 9191919191 9191919191 9191919191 91919191
949494 9494949494 9494949494 9494949494 94949494 103103
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TapentadolThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision: 3/14/2016 Page 4 of 5SWGDRUG.org/monographs.htm
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
FTIR ATR (Diamond 1 Bounce): Tapentadol HCl Lot 1665.1B1.1
Wavenumber (cm-1)1760 1680 1600 1520 1440 1360 1280 1200 1120 1040 960 880 800 720 640
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406406406406406406406406406406406406406406406406406406406406406406
418418418418418418418418418418418418418418418418418418418418418418438
438438438438438438438438438438438438438438438438438438438438438
459459459459459459459459459459459459459459459459459459459459459459
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527527527527527527527527527527527527527527527527527527527527527527539
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598598598598598598598598598598598598598598598598598598598598598598614614614614614614614614614614614614614614614614614614614614614614
657657657657657657657657657657657657657657657657657657657657657657
680680680680680680680680680680680680680680680680680680680680680680710
710710710710710710710710710710710710710710710710710710710710710
731731731731731731731731731731731731731731731731731731731731731731
789789789789789789789789789789789789789789789789789789789789789789796796796796796796796796796796796796796796796796796796796796796796
809809809809809809809809809809809809809809809809809809809809809809
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875875875875875875875875875875875875875875875875875875875875875875
881881881881881881881881881881881881881881881881881881881881881881
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958958958958958958958958958958958958958958958958958958958958958958
968968968968968968968968968968968968968968968968968968968968968968
1006100610061006100610061006100610061006100610061006100610061006100610061006100610061006
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Wavenumber (cm-1)4000 3500 3000 2500 2000 1500 1000
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459459459459459459459459459459459459459459459459459459459459459459
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539539539539539539539539539539539539539539539539539539539539539539
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1006100610061006100610061006100610061006100610061006100610061006100610061006100610061006
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3158315831583158315831583158315831583158315831583158315831583158315831583158315831583158
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TapentadolThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
Latest Revision: 3/14/2016 Page 5 of 5SWGDRUG.org/monographs.htm
https://en.wikipedia.org/wiki/Tapentadol
http://forendex.southernforensic.org/index.php/detail/index/441
https://en.wikipedia.org/wiki/Tapentadol
http://forendex.southernforensic.org/index.php/detail/index/441
4. ADDITIONAL RESOURCES
Wikipedia
Forendex