ACCESSION: MSBNK-Eawag-EQ360805
RECORD_TITLE: Nordiazepam; LC-ESI-QFT; MS2; CE: 75; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3608
CH$NAME: Nordiazepam
CH$NAME: Nordazepam (1-Demethyldiazepam)
CH$NAME: 7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C15H11ClN2O
CH$EXACT_MASS: 270.05599
CH$SMILES: C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3
CH$IUPAC: InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
CH$LINK: CAS
1088-11-5
CH$LINK: CHEBI
111762
CH$LINK: KEGG
C07486
CH$LINK: PUBCHEM
CID:2997
CH$LINK: INCHIKEY
AKPLHCDWDRPJGD-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2890
CH$LINK: COMPTOX
DTXSID2049000
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 271.0623
MS$FOCUSED_ION: PRECURSOR_M/Z 271.0633
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-052f-1930000000-327cc931b60592065b64
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -2.48
53.0385 C4H5+ 1 53.0386 -1.07
63.0228 C5H3+ 1 63.0229 -2.32
65.0385 C5H5+ 1 65.0386 -1.48
77.0384 C6H5+ 1 77.0386 -2.42
78.0336 C5H4N+ 1 78.0338 -2.89
78.0462 C6H6+ 1 78.0464 -2.2
79.0416 C5H5N+ 1 79.0417 -1.02
79.0541 C6H7+ 1 79.0542 -1.73
80.0493 C5H6N+ 1 80.0495 -2.07
86.9995 C4H4Cl+ 1 86.9996 -1.31
89.0384 C7H5+ 1 89.0386 -1.53
90.0462 C7H6+ 1 90.0464 -2.24
91.0541 C7H7+ 1 91.0542 -1.17
95.049 C6H7O+ 1 95.0491 -1.17
96.0443 C5H6NO+ 1 96.0444 -1.04
102.0337 C7H4N+ 1 102.0338 -0.84
103.0415 C7H5N+ 1 103.0417 -1.46
104.0493 C7H6N+ 1 104.0495 -1.5
105.0334 C7H5O+ 1 105.0335 -1.06
105.0446 C6H5N2+ 1 105.0447 -1
105.0572 C7H7N+ 1 105.0573 -1.05
106.065 C7H8N+ 1 106.0651 -1
113.0151 C6H6Cl+ 1 113.0153 -1.37
114.0103 C5H5ClN+ 2 114.0105 -1.7
116.0493 C8H6N+ 1 116.0495 -1.17
117.0571 C8H7N+ 1 117.0573 -1.29
118.0649 C8H8N+ 1 118.0651 -2.08
120.0443 C7H6NO+ 2 120.0444 -0.34
122.9994 C7H4Cl+ 1 122.9996 -1.82
123.9947 C6H3ClN+ 2 123.9949 -0.99
124.0073 C7H5Cl+ 1 124.0074 -0.96
126.0104 C6H5ClN+ 2 126.0105 -0.98
127.0182 C6H6ClN+ 2 127.0183 -1.09
129.01 C6H6ClO+ 1 129.0102 -1.39
129.0446 C8H5N2+ 1 129.0447 -0.97
130.0052 C5H5ClNO+ 1 130.0054 -1.29
130.0398 C7H4N3+ 1 130.04 -1.03
130.0524 C8H6N2+ 1 130.0525 -0.84
131.0602 C8H7N2+ 1 131.0604 -1.26
132.0444 C8H6NO+ 2 132.0444 0.07
133.0521 C8H7NO+ 2 133.0522 -0.87
134.0599 C8H8NO+ 2 134.06 -1.27
138.0104 C7H5ClN+ 2 138.0105 -0.68
139.0056 C6H4ClN2+ 2 139.0058 -0.95
140.026 C7H7ClN+ 2 140.0262 -1.24
144.0439 C9H6NO+ 1 144.0444 -3.26
147.0551 C8H7N2O+ 1 147.0553 -1.15
148.0631 C8H8N2O+ 1 148.0631 0.17
150.0104 C8H5ClN+ 2 150.0105 -0.96
151.0056 C7H4ClN2+ 2 151.0058 -0.94
152.0619 C12H8+ 1 152.0621 -1.13
153.0698 C12H9+ 1 153.0699 -0.44
157.0395 C9H5N2O+ 1 157.0396 -0.57
157.0506 C8H5N4+ 1 157.0509 -1.48
158.0473 C9H6N2O+ 1 158.0475 -0.91
162.0548 C6H11ClN2O+ 1 162.0554 -4.02
163.0054 C11HNO+ 2 163.0053 1.13
164.0133 C8H5ClN2+ 2 164.0136 -1.45
164.0618 C13H8+ 1 164.0621 -1.78
165.0213 C8H6ClN2+ 2 165.0214 -0.86
166.0052 C8H5ClNO+ 1 166.0054 -1.13
166.029 C8H7ClN2+ 2 166.0292 -1.19
167.0728 C12H9N+ 1 167.073 -0.78
168.0208 C8H7ClNO+ 1 168.0211 -1.3
168.0571 C12H8O+ 2 168.057 0.97
177.0573 C13H7N+ 1 177.0573 -0.17
177.9925 C8H3ClN2O+ 1 177.9928 -1.81
178.065 C13H8N+ 1 178.0651 -0.65
179.0728 C13H9N+ 1 179.073 -1.01
180.0805 C13H10N+ 1 180.0808 -1.25
181.0884 C13H11N+ 1 181.0886 -1.11
182.0838 C12H10N2+ 1 182.0838 -0.49
190.0649 C14H8N+ 1 190.0651 -1.19
191.0727 C14H9N+ 1 191.073 -1.16
192.0678 C13H8N2+ 1 192.0682 -2.13
192.0805 C14H10N+ 1 192.0808 -1.23
193.0161 C9H6ClN2O+ 1 193.0163 -0.97
193.0758 C13H9N2+ 1 193.076 -1.06
193.0885 C14H11N+ 1 193.0886 -0.63
196.0757 C13H10NO+ 1 196.0757 -0.1
199.0307 C13H8Cl+ 1 199.0309 -1.18
200.026 C12H7ClN+ 2 200.0262 -0.82
201.0337 C15H5O+ 2 201.0335 0.89
205.0761 C14H9N2+ 1 205.076 0.46
206.06 C14H8NO+ 2 206.06 0
206.0837 C14H10N2+ 1 206.0838 -0.87
207.068 C14H9NO+ 2 207.0679 0.51
207.0915 C14H11N2+ 1 207.0917 -0.7
208.0993 C14H12N2+ 1 208.0995 -0.72
209.0833 C14H11NO+ 1 209.0835 -0.93
214.0416 C13H9ClN+ 1 214.0418 -0.95
216.0573 C13H11ClN+ 1 216.0575 -0.94
217.0759 C15H9N2+ 1 217.076 -0.71
218.0837 C15H10N2+ 1 218.0838 -0.92
219.0677 C15H9NO+ 2 219.0679 -0.71
224.0255 C14H7ClN+ 1 224.0262 -3.01
225.0338 C14H8ClN+ 1 225.034 -0.75
226.0416 C14H9ClN+ 1 226.0418 -0.99
227.0494 C14H10ClN+ 1 227.0496 -1.09
235.0864 C15H11N2O+ 1 235.0866 -0.72
241.0525 C14H10ClN2+ 1 241.0527 -0.96
242.0366 C14H9ClNO+ 1 242.0367 -0.65
242.0603 C14H11ClN2+ 1 242.0605 -1.06
243.0682 C14H12ClN2+ 1 243.0684 -0.67
252.0446 C15H9ClN2+ 1 252.0449 -0.9
253.0526 C15H10ClN2+ 1 253.0527 -0.33
271.0629 C15H12ClN2O+ 1 271.0633 -1.21
PK$NUM_PEAK: 108
PK$PEAK: m/z int. rel.int.
51.0228 205282.9 1
53.0385 1792929.8 9
63.0228 219972.6 1
65.0385 3662404.2 18
77.0384 4306101 22
78.0336 215952.3 1
78.0462 952894.2 4
79.0416 481857.2 2
79.0541 750528.9 3
80.0493 209568.2 1
86.9995 434157.2 2
89.0384 2415725.2 12
90.0462 723552.9 3
91.0541 76187408 392
95.049 6404584.5 32
96.0443 597271.1 3
102.0337 208525.8 1
103.0415 2758693.5 14
104.0493 23089916 118
105.0334 2407265.2 12
105.0446 3543557.5 18
105.0572 14781284 76
106.065 1215846.4 6
113.0151 13485872 69
114.0103 964049.9 4
116.0493 23677694 121
117.0571 4577422 23
118.0649 1575043.1 8
120.0443 497545.2 2
122.9994 1530607.9 7
123.9947 1404521.1 7
124.0073 359357.8 1
126.0104 960034.9 4
127.0182 12516247 64
129.01 835926 4
129.0446 3846102.8 19
130.0052 938476.6 4
130.0398 2566866.8 13
130.0524 12671456 65
131.0602 1475368.9 7
132.0444 615154.2 3
133.0521 3479781 17
134.0599 594420.8 3
138.0104 26915700 138
139.0056 2267104.2 11
140.026 194007056 999
144.0439 880899 4
147.0551 503193.7 2
148.0631 577033.6 2
150.0104 8117992 41
151.0056 231038.6 1
152.0619 1369652.8 7
153.0698 985340.1 5
157.0395 572109.8 2
157.0506 503027.2 2
158.0473 20272760 104
162.0548 460605.7 2
163.0054 1919878.8 9
164.0133 2022264.6 10
164.0618 1368746.4 7
165.0213 110719800 570
166.0052 11426493 58
166.029 757778 3
167.0728 511598.7 2
168.0208 993485.9 5
168.0571 667748.1 3
177.0573 395081.9 2
177.9925 500528.2 2
178.065 1639731.1 8
179.0728 3425191.2 17
180.0805 18302854 94
181.0884 6763713 34
182.0838 543910.9 2
190.0649 16544870 85
191.0727 26040680 134
192.0678 209937.5 1
192.0805 3965617.5 20
193.0161 1801181.1 9
193.0758 2144345 11
193.0885 10117398 52
196.0757 225425.8 1
199.0307 5350588.5 27
200.026 428580.3 2
201.0337 750873.9 3
205.0761 807220.7 4
206.06 589308.3 3
206.0837 8156190.5 41
207.068 4846027.5 24
207.0915 30102178 155
208.0993 99922952 514
209.0833 1431360.1 7
214.0416 16186115 83
216.0573 2603332.2 13
217.0759 2473647.5 12
218.0837 7735942 39
219.0677 4007468 20
224.0255 702992.6 3
225.0338 391755.3 2
226.0416 19174126 98
227.0494 6170118 31
235.0864 3633633.8 18
241.0525 14612632 75
242.0366 907122 4
242.0603 3616087.5 18
243.0682 3407850 17
252.0446 741836.6 3
253.0526 554341.1 2
271.0629 4179248.8 21
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