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LisdexamfetamineThe Drug Enforcement Administration's Special Testing and Research Laboratory

generated this monograph using structurally confirmed reference material.

of 5SWGDRUG.org/monographs.htmLatest Revision: 03/06/2014

CH3

NHNH2

NH2

O

1. GENERAL INFORMATION

IUPAC Name:

CAS#:

Synonyms:

Source:

Appearance:

UVmax(nm):

N-(1-phenylpropan-2-yl)lysinamidemethanesulfonate (1:2)

608137-32-2

Vyvanse, l-lysine-d-amphetamine,Tyvense, Elvanse,Venvanse

DEA Reference Material Collection

White powder (dimesylate)

259.1

2. CHEMICAL AND PHYSICAL DATA

2.1 CHEMICAL DATA

Form Chemical Formula Molecular Weight Melting Point (oC)

Base 263 Not Determined

Dimesylate C15H25N3O. 2(CH3SO3H) 455 195.4

C15H25N3O

* The depicted structure does not show stereospecificity. This compound has two chiral carbons presentwhich means that there are two diasteriomers each with two enantiomers.




3. QUALITATIVE DATA

3.1 NUCLEAR MAGNETIC RESONANCE

Sample Preparation: Dilute analyte to ~5 mg/mL in D2O containing TSP for 0 ppm reference and maleicacid 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

8 7 6 5 4 3 2 1 0

0

0.5

1.0

1.5

234181115

TSPHDOMaleic Acid

7.35

5

2.800

8

1.5 1.4 1.3

34

0.85

2

2.650

1

4.30

1

3.000

1

3.750

1

1H NMR: Lisdexamfetamine dimesylate Lot # 2001H; D2O; 400MHz




3.2 GAS CHROMATOGRAPHY/MASS SPECTROMETRY

Sample Preparation: Dilute analyte ~4 mg/mL base extracted into chloroform.

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: 14.201 minEI Mass Spectrum: Lisdexamfetamine dimesylate Lot # 2001H

m/z260240220200180160140120100806040

[x 1

06 ]In

tens

ity

0.1

0.2

0.3

0.4

0.5

0.6

0.7

43

56

65 72

8491

101

118

128

136

155 172

192

205

219

244

26339




3.3 INFRARED SPECTROSCOPY (FTIR)

Insrument: FTIR with diamond ATR attachment (3 bounce)Scan Parameters: Number of scans: 32

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

Sample gain: 8Aperture: 150

FTIR ATR (Diamond, 3 Bounce): Lisdexamfetamine dimesylate Lot # 2001H

Wavenumber (cm-1)3500 3000 2500 2000 1500

%Tr

ansm

ittan

ce

20

30

40

50

60

436496

507523550

600661

700744

768889

903920

9911005

10391086

11551186

126313311454

15121549

16181655

2764285429162935

297630223064

3313

Wavenumber (cm-1)1700 1600 1500 1400 1300 1200 1100 1000 900 800 700

%Tr

ansm

ittan

ce

20

30

40

50

60

436461

496507

523550

600

661700744

768

876889

903920

941991

10051039

10861095

11551186

1263

133114541470

15121549

15831618

1655




http://forendex.southernforensic.org/index.php/detail/index/564

http://en.wikipedia.org/wiki/Lisdexamfetamine

4. ADDITIONAL RESOURCES

Forendex

Wikipedia

NH CH O - SWGDRUG Home Page · Vyvanse, Elvanse,Venvanse l-lysine-d-amphetamine,Tyvense,...

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