4-Hydroxy-MIPT

The Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

CH 3

H 3C
N

CH 3

OH

N
H

1. GENERAL INFORMATION
IUPAC Name:

3-{2-[methyl(propan-2-yl)amino]ethyl}-1H-indol-4-ol

CAS#:

77872-43-6

Synonyms:

4-OH-MIPT, 4-hydroxy-N-methyl-N-isopropyltryptamine, hats, miprocin

Source:

DEA Reference Material Collection

Appearance:

Gray powder (base)

UVmax (nm):

Not Determined

2. CHEMICAL AND PHYSICAL DATA

2.1 CHEMICAL DATA
Form

Chemical Formula

Molecular Weight

Melting Point ( oC)

Base

C14H20N2O

232

143.7

HCl

C14H20N2O . HCl

268

Not Determined

Latest Revision: 2/5/2015

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4-Hydroxy-MIPT
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 CD2Cl2 containing TMS for 0 ppm reference and
methenamine as quantitative internal standard.
Instrument:
Parameters:

400 MHz NMR spectrometer

Spectral width: at least containing -3 ppm through 13 ppm
Pulse angle: 90o
Delay between pulses: 45 seconds
1

H NMR: 4-OH-MIPT Lot # 0438458-25; CD 2Cl2; 400MHz

methenamine

CD2Cl2

TMS

0.8
0.7
0.6
0.5
0.4
0.3
0.2
0.1
0
2

12

2
8.05

1
8.00

1
6

6.95 6.85

Latest Revision: 2/5/2015

3 2
4

1
6.425

6.400

2.9 2.8 2.7

SWGDRUG.org/monographs.htm

6
2

3
2.33 2.31

6
0.975 0.950

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4-Hydroxy-MIPT
The 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 ~4 mg/mL in chloroform.
Instrument:
Column:
Carrier Gas:
Temperatures:

Agilent gas chromatograph operated in split mode with MS detector

DB-1 MS (or equivalent); 30m x 0.25 mm x 0.25 m
Helium at 1 mL/min
Injector: 280oC
MSD transfer line: 280oC
MS Source: 230 oC
MS Quad: 150oC
Oven program:
1) 100oC initial temperature for 1.0 min
2) Ramp to 300 oC at 12 oC/min
3) Hold final temperature for 9.0 min
Split Ratio = 20:1, 1 L injected
Mass scan range: 30-550 amu
Threshold: 100
Tune file: stune.u
Acquisition mode: scan
12.228 min
EI Mass Spectrum: 4-OH-MIPT Lot # 0438458-25

Injection Parameters:
MS Parameters:

5
Intensity [x 10 ]

86

Retention Time:

6
5

44

4
3

40

60

Latest Revision: 2/5/2015

80

100

120

160

SWGDRUG.org/monographs.htm

180

200

217

202

190

174

160
140

232

146

130

117

102

91

77

EI+

65

56

220

m/z

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4-Hydroxy-MIPT
The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
3.3 INFRARED SPECTROSCOPY (FTIR)
Insrument:
Scan Parameters:

FTIR with diamond ATR attachment (3 bounce)

Number of scans: 32
Number of background scans: 32
Resolution: 4 cm-1
Sample gain: 8
Aperture: 150

56

482 577
532 615
627
698
835
908

64

798

72

960
1038
1086 1047

1157
1261
1416 1346
1435
1462
1500
1576

2929
2972

3223

%Transmittance

FTIR ATR (Diamond, 3 Bounce): 4-OH-MIPT Lot # 0438458-25

48
729

40
3000

2500

2000

1500

Wavenumber (cm-1)

%Transmittance

3500

417
444
451
482
513
532
577
588
615
627
648
698

56

783
798
835
850
908
931
960

64

1038
1086 1047
1109
1146
1157
1203
1236
1261
1294

1346
1379
1416
1435
1462
1500
1543
1576

72

48
729

40
1700

1600

1500

Latest Revision: 2/5/2015

1400

1300

1200

1100

1000

SWGDRUG.org/monographs.htm

900

800

700 Wavenumber (cm-1)

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4-Hydroxy-MIPT
The Drug Enforcement Administration's Special Testing and Research Laboratory
generated this monograph using structurally confirmed reference material.
4. ADDITIONAL RESOURCES
Wikipedia
http://en.wikipedia.org/wiki/4-HO-MiPT

Latest Revision: 2/5/2015

SWGDRUG.org/monographs.htm

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