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Page 1 of 5SWGDRUG.org/monographs.htmLatest Revision: 11/4/2014
25I-NB4OMe The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
1. GENERAL INFORMATION
IUPAC Name: 2-(4-iodo-2,5-dimethoxyphenyl)-N-(4-methoxybenzyl)ethanamine
CAS#: Not Available
Synonyms: N-(4-methoxybenzyl)-2-(4-iodo-2,5-dimethoxyphenyl)ethylamine4-Methoxy-25I-NBOMe
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 C18H22INO3 427 Not Determined
HCl C18H22INO3 HCl 463 170.4
OCH3
I O
CH3
NH
OCH3
Page 2 of 5SWGDRUG.org/monographs.htmLatest Revision: 11/4/2014
25I-NB4OMeThe 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 ~12 mg/mL inCDCl3 containing TMS for 0 ppm reference andmethenamine 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 25I-NB4OMe HCl Lot N17-P75C, CDCl3, 400MHz
7 6 5 4 3 2 1 0
0
1
2
3
4
5
6
7
8
9
10
46321212
TMS
*
CDCl3
Methenamine
7.50 7.45
2
7.1757.150
1
3.10 3.00
4
3.9 3.8 3.7
632
6.85 6.80 6.75
12
Page 3 of 5SWGDRUG.org/monographs.htmLatest Revision: 11/4/2014
25I-NB4OMeThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY
Sample Preparation: Dilute analyte ~6 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 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 9.0 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: 16.739 minEI Mass Spectrum 25I-NB4OMe HCl, Lot N17-P75C
m/z40035030025020015010050
[x 1
06 ]In
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1
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919191 9191919191 9191919191 9191919191 91919191777777 7777777777 7777777777 7777777777 77777777656565 6565656565 6565656565 6565656565 65656565515151 5151515151 5151515151 5151515151 51515151EI+
m/z40035030025020015010050
[x 1
04 ]In
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1 427
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919191 9191919191 9191919191 9191919191 91919191777777 7777777777 7777777777 7777777777 77777777656565 6565656565 6565656565 6565656565 65656565515151 5151515151 5151515151 5151515151 51515151
EI+
1700 1600 1500 1400 1300 1200 1100 1000 900 800 700 Wavenumber (cm-1) Latest Revision: 11/4/2014 SWGDRUG.org/monographs.htm Page 4 of 5
25I-NB4OMeThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
3.3 INFRARED SPECTROSCOPY (FTIR)
Instrument: FTIR with diamond ATR attachment (3 bounce)Scan Parameters: Number of scans: 32
Number of background scans: 32Resolution: 4 cm-1
Sample gain: 8Aperture: 150
FTIR ATR (Diamond, 3 Bounce) 25I-NB4OMe HCl (Lot N17-P75C)
Wavenumber (cm-1)3500 3000 2500 2000 1500
%Tr
ansm
ittan
ce
55
60
65
70
75
80
29412941294129412941294129412941294129412941294129412941294129412941294129412941294129412908290829082908290829082908290829082908290829082908290829082908290829082908290829082908
2837283728372837283728372837283728372837283728372837283728372837283728372837283728372837 2794
279427942794279427942794279427942794279427942794279427942794279427942794279427942794
2754275427542754275427542754275427542754275427542754275427542754275427542754275427542754
2710271027102710271027102710271027102710271027102710271027102710271027102710271027102710
2648264826482648264826482648264826482648264826482648264826482648264826482648264826482648 1614
161416141614161416141614161416141614161416141614161416141614161416141614161416141614
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1489148914891489148914891489148914891489148914891489148914891489148914891489148914891489
1439143914391439143914391439143914391439143914391439143914391439143914391439143914391439
1381138113811381138113811381138113811381138113811381138113811381138113811381138113811381
1306130613061306130613061306130613061306130613061306130613061306130613061306130613061306
1254125412541254125412541254125412541254125412541254125412541254125412541254125412541254
1209120912091209120912091209120912091209120912091209120912091209120912091209120912091209
1178117811781178117811781178117811781178117811781178117811781178117811781178117811781178
1113111311131113111311131113111311131113111311131113111311131113111311131113111311131113
1032103210321032103210321032103210321032103210321032103210321032103210321032103210321032
984984984984984984984984984984984984984984984984984984984984984984
945945945945945945945945945945945945945945945945945945945945945945
850850850850850850850850850850850850850850850850850850850850850850
818818818818818818818818818818818818818818818818818818818818818818
791791791791791791791791791791791791791791791791791791791791791791 733
733733733733733733733733733733733733733733733733733733733733733
708708708708708708708708708708708708708708708708708708708708708708
661661661661661661661661661661661661661661661661661661661661661661
563563563563563563563563563563563563563563563563563563563563563563521521521521521521521521521521521521521521521521521521521521521521
478478478478478478478478478478478478478478478478478478478478478478
%Tr
ansm
ittan
ce
55
60
65
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1614161416141614161416141614161416141614161416141614161416141614161416141614161416141614
1583158315831583158315831583158315831583158315831583158315831583158315831583158315831583
1518151815181518151815181518151815181518151815181518151815181518151815181518151815181518
1489148914891489148914891489148914891489148914891489148914891489148914891489148914891489
1439143914391439143914391439143914391439143914391439143914391439143914391439143914391439
1381138113811381138113811381138113811381138113811381138113811381138113811381138113811381
1354135413541354135413541354135413541354135413541354135413541354135413541354135413541354 1306
130613061306130613061306130613061306130613061306130613061306130613061306130613061306
1254125412541254125412541254125412541254125412541254125412541254125412541254125412541254
1209120912091209120912091209120912091209120912091209120912091209120912091209120912091209
1178117811781178117811781178117811781178117811781178117811781178117811781178117811781178
1113111311131113111311131113111311131113111311131113111311131113111311131113111311131113
1032103210321032103210321032103210321032103210321032103210321032103210321032103210321032
984984984984984984984984984984984984984984984984984984984984984984
945945945945945945945945945945945945945945945945945945945945945945
850850850850850850850850850850850850850850850850850850850850850850
818818818818818818818818818818818818818818818818818818818818818818
791791791791791791791791791791791791791791791791791791791791791791 733
733733733733733733733733733733733733733733733733733733733733733
708708708708708708708708708708708708708708708708708708708708708708
661661661661661661661661661661661661661661661661661661661661661661
563563563563563563563563563563563563563563563563563563563563563563521521521521521521521521521521521521521521521521521521521521521521
478478478478478478478478478478478478478478478478478478478478478478 411
411411411411411411411411411411411411411411411411411411411411411
Page 5 of 5SWGDRUG.org/monographs.htmLatest Revision: 11/4/2014
25I-NB4OMeThe Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
4. ADDITIONAL RESOURCES
Casale, J. and Hays, P. Characterization of Eleven 2,5-Dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOME) Derivatives and Differentiation from their 3- and 4- methoxybenzyl analogs. Part 1. Microgram Journal, 2012; 9(2):84-109.
