Sertraline The Drug Enforcement Administration's Special Testing and Research Laboratory generated this monograph using structurally confirmed reference material. HN CH3 Cl Cl 1. GENERAL INFORMATION IUPAC Name: (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen -1-amine CAS#: 79617-96-2, 79559-97-0 (HCl) Synonyms: Zoloft, Lustral Source: DEA Reference Material Collection Appearance: White powder UVmax (nm): Not Determined 2. CHEMICAL AND PHYSICAL DATA 2.1 CHEMICAL DATA Melting Point ( oC) Form Chemical Formula Molecular Weight Base C17H17Cl2N 306 Not Determined HCl C17H17Cl2N HCl 342 Not Determined Latest Revision: 07/15/14 SWGDRUG.org/monographs.htm Page 1 of 5 Sertraline 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 ~10 mg/mL inCD3OD containing TMS for 0 ppm reference and maleic acid 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 Sertraline Hydrochloride Lot 03137-QCS-10, CD3OD, 400MHz Maleic Acid CD3OD 10 9 CD3OD 8 7 6 5 4 3 TMS 2 1 0 5 1 1 1 7 6 5 1 3 4 3 1 3 2 1 3 1 0 2 1 0 5 7.5 1 7.4 7.3 Latest Revision: 07/15/14 7.2 1 6.950 1 4.525 4.200 SWGDRUG.org/monographs.htm 2.850 3 1 2.3 2.2 2.1 2.0 Page 2 of 5 Sertraline 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 CHCl3. 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 µm 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 µL injected Mass scan range: 30-550 amu Threshold: 100 Tune file: stune.u Acquisition mode: scan 13.899 min EI Mass Spectrum Sertraline HCl Lot 03137-QCS-10 Injection Parameters: MS Parameters: 159 5 Intensity [x 10 ] 274 Retention Time: 3.0 2.5 Latest Revision: 07/15/14 100 262 150 200 SWGDRUG.org/monographs.htm 290 304 239 246 212 202 178 189 227 EI+ 50 132 109 42 51 56 63 70 77 0.5 89 1.0 144 104 1.5 115 2.0 250 300 m/z Page 3 of 5 Sertraline 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 70 420 513 623 1470 825 75 496 675 700 764 2500 1404 2469 2580 2615 2671 2746 2692 3000 80 1489 1581 2939 85 889 957 1020 1030 1136 1213 1271 1340 %Transmittance FTIR ATR (Diamond, 3 Bounce) Sertraline HCl Lot 03137-QCS-10 789 1500 420 447 513 623 708 889 590 496 675 700 764 1470 825 75 70 Wavenumber (cm-1) 922 957 1020 1030 1061 1136 1404 80 2000 1213 1340 1489 1581 85 1271 %Transmittance 3500 789 1700 1600 1500 Latest Revision: 07/15/14 1400 1300 1200 1100 1000 900 SWGDRUG.org/monographs.htm 800 700 Wavenumber (cm-1) Page 4 of 5 Sertraline 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/Sertraline Latest Revision: 07/15/14 SWGDRUG.org/monographs.htm Page 5 of 5