ACCESSION: MSBNK-Eawag-EQ361707
RECORD_TITLE: Chlordiazepoxide; LC-ESI-QFT; MS2; CE: 120; 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 3617
CH$NAME: Chlordiazepoxide
CH$NAME: Zetran
CH$NAME: 7-chloro-4-hydroxy-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-imine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H14ClN3O
CH$EXACT_MASS: 299.08254
CH$SMILES: CN=C1CN(C(=C2C=C(C=CC2=N1)Cl)C3=CC=CC=C3)O
CH$IUPAC: InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9,21H,10H2,1H3
CH$LINK: CAS
58-25-3
CH$LINK: CHEBI
3611
CH$LINK: PUBCHEM
CID:2712
CH$LINK: INCHIKEY
BUCORZSTKDOEKQ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2611
AC$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 120 (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$CHROMATOGRAPHY: RETENTION_TIME 6.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 300.0888
MS$FOCUSED_ION: PRECURSOR_M/Z 300.0898
MS$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: splash10-0670-5930000000-749929440cd5fbba61b2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -1.63
51.0229 C4H3+ 1 51.0229 -0.91
53.0022 C3HO+ 1 53.0022 -0.77
53.0385 C4H5+ 1 53.0386 -0.88
55.0178 C3H3O+ 1 55.0178 -0.93
55.029 C2H3N2+ 1 55.0291 -0.81
56.0494 C3H6N+ 1 56.0495 -1.88
57.0447 C2H5N2+ 1 57.0447 -1.13
61.9791 CHClN+ 1 61.9792 -1.02
62.0149 C5H2+ 1 62.0151 -2.44
63.0228 C5H3+ 1 63.0229 -1.69
64.0306 C5H4+ 1 64.0308 -2.05
65.0385 C5H5+ 1 65.0386 -1.33
66.0464 C5H6+ 1 66.0464 -0.63
72.9838 C3H2Cl+ 1 72.984 -1.98
74.015 C6H2+ 1 74.0151 -1.91
75.0228 C6H3+ 1 75.0229 -2.09
76.0181 C5H2N+ 1 76.0182 -1.12
77.0384 C6H5+ 1 77.0386 -2.29
78.0337 C5H4N+ 1 78.0338 -1.48
78.0464 C6H6+ 1 78.0464 0.62
81.0333 C5H5O+ 1 81.0335 -1.99
84.9838 C4H2Cl+ 1 84.984 -2.05
86.9995 C4H4Cl+ 1 86.9996 -1.31
88.0306 C7H4+ 1 88.0308 -1.49
89.0384 C7H5+ 1 89.0386 -1.53
90.0337 C6H4N+ 1 90.0338 -0.84
90.0463 C7H6+ 1 90.0464 -1.24
91.0416 C6H5N+ 1 91.0417 -1.1
91.0542 C7H7+ 1 91.0542 -0.62
93.0334 C6H5O+ 1 93.0335 -0.66
93.0573 C6H7N+ 1 93.0573 0.32
95.049 C6H7O+ 1 95.0491 -1.17
98.9995 C5H4Cl+ 1 98.9996 -1.05
99.0102 C7HN+ 1 99.0104 -1.01
100.018 C7H2N+ 1 100.0182 -1.55
102.0338 C7H4N+ 1 102.0338 -0.45
103.0416 C7H5N+ 1 103.0417 -0.59
104.0493 C7H6N+ 1 104.0495 -1.5
105.0446 C6H5N2+ 1 105.0447 -1
108.9838 C6H2Cl+ 1 108.984 -1.69
110.9995 C6H4Cl+ 1 110.9996 -1.03
114.0336 C8H4N+ 1 114.0338 -1.54
115.0415 C8H5N+ 1 115.0417 -1.31
115.0541 C9H7+ 1 115.0542 -1.01
116.0494 C8H6N+ 1 116.0495 -1
117.0571 C8H7N+ 1 117.0573 -1.54
118.0286 C7H4NO+ 1 118.0287 -1.27
118.0524 C7H6N2+ 1 118.0525 -1.1
118.0649 C8H8N+ 1 118.0651 -1.66
120.0442 C7H6NO+ 1 120.0444 -1.67
122.9994 C7H4Cl+ 1 122.9996 -2.07
123.9948 C6H3ClN+ 2 123.9949 -0.11
124.0073 C7H5Cl+ 1 124.0074 -0.96
125.0151 C7H6Cl+ 1 125.0153 -1.47
125.0385 C10H5+ 1 125.0386 -0.29
126.0105 C6H5ClN+ 2 126.0105 -0.42
126.0463 C10H6+ 1 126.0464 -1.12
127.0414 C9H5N+ 1 127.0417 -2.21
127.054 C10H7+ 1 127.0542 -1.78
128.0493 C9H6N+ 1 128.0495 -1.53
128.0618 C10H8+ 1 128.0621 -2.28
129.01 C6H6ClO+ 1 129.0102 -1.15
129.0444 C8H5N2+ 1 129.0447 -2.28
130.0398 C7H4N3+ 1 130.04 -1.03
130.0651 C9H8N+ 1 130.0651 0.19
131.06 C8H7N2+ 1 131.0604 -3.01
135.9948 C7H3ClN+ 2 135.9949 -0.1
137.0026 C7H4ClN+ 2 137.0027 -0.5
138.0103 C7H5ClN+ 2 138.0105 -1.11
139.0056 C6H4ClN2+ 2 139.0058 -0.95
139.0541 C11H7+ 1 139.0542 -0.91
140.0493 C10H6N+ 1 140.0495 -1.18
140.0617 C11H8+ 1 140.0621 -2.65
146.0599 C9H8NO+ 2 146.06 -0.69
150.0104 C8H5ClN+ 2 150.0105 -0.76
150.0462 C12H6+ 1 150.0464 -1.28
151.0181 C8H6ClN+ 2 151.0183 -1.31
151.0541 C12H7+ 1 151.0542 -0.64
152.0619 C12H8+ 1 152.0621 -1
153.0572 C11H7N+ 1 153.0573 -0.72
153.0697 C12H9+ 1 153.0699 -1.09
154.0053 C7H5ClNO+ 1 154.0054 -0.64
154.0398 C9H4N3+ 1 154.04 -1.06
154.065 C11H8N+ 1 154.0651 -0.88
155.0348 C8H3N4+ 1 155.0352 -2.47
155.0602 C10H7N2+ 1 155.0604 -0.87
162.0104 C9H5ClN+ 2 162.0105 -0.51
162.0468 C13H6+ 1 162.0464 2.27
163.0056 C8H4ClN2+ 2 163.0058 -1.18
163.054 C13H7+ 1 163.0542 -1.21
164.0008 C7H3ClN3+ 2 164.001 -1.23
164.0494 C12H6N+ 1 164.0495 -0.58
164.0618 C13H8+ 1 164.0621 -1.35
165.0213 C8H6ClN2+ 2 165.0214 -0.68
165.0697 C13H9+ 1 165.0699 -0.89
166.065 C12H8N+ 1 166.0651 -1.06
167.0491 C12H7O+ 2 167.0491 -0.43
167.0728 C12H9N+ 1 167.073 -0.9
168.0568 C12H8O+ 2 168.057 -0.99
169.0646 C12H9O+ 2 169.0648 -1.13
170.0598 C11H8NO+ 2 170.06 -1.35
175.054 C14H7+ 1 175.0542 -1.47
176.0493 C13H6N+ 1 176.0495 -1.17
176.0618 C14H8+ 1 176.0621 -1.32
177.0571 C13H7N+ 1 177.0573 -1.19
177.0697 C14H9+ 1 177.0699 -0.94
178.0289 C12H4NO+ 2 178.0287 0.79
178.065 C13H8N+ 1 178.0651 -0.99
179.0605 C12H7N2+ 1 179.0604 0.42
179.0727 C13H9N+ 1 179.073 -1.34
180.056 C11H6N3+ 1 180.0556 1.92
180.0805 C13H10N+ 1 180.0808 -1.48
181.0163 C8H6ClN2O+ 1 181.0163 0.07
183.0803 C13H11O+ 2 183.0804 -0.99
188.0493 C14H6N+ 1 188.0495 -0.72
189.057 C14H7N+ 1 189.0573 -1.38
190.0649 C14H8N+ 1 190.0651 -1.19
191.0727 C14H9N+ 1 191.073 -1.31
192.0805 C14H10N+ 1 192.0808 -1.38
193.0519 C13H7NO+ 2 193.0522 -1.74
193.0646 C14H9O+ 2 193.0648 -1.2
193.0759 C13H9N2+ 1 193.076 -0.54
193.0882 C14H11N+ 1 193.0886 -1.87
194.0601 C13H8NO+ 2 194.06 0.1
195.0442 C10H10ClNO+ 1 195.0445 -1.71
196.0516 C10H11ClNO+ 1 196.0524 -3.71
196.0754 C13H10NO+ 2 196.0757 -1.48
198.0227 C13H7Cl+ 1 198.0231 -1.76
199.0307 C13H8Cl+ 1 199.0309 -0.93
201.0338 C12H8ClN+ 2 201.034 -0.94
201.057 C15H7N+ 1 201.0573 -1.3
202.0649 C15H8N+ 1 202.0651 -0.92
203.0603 C14H7N2+ 1 203.0604 -0.27
203.0727 C15H9N+ 1 203.073 -1.19
204.0555 C13H6N3+ 1 204.0556 -0.7
204.0681 C14H8N2+ 1 204.0682 -0.64
204.0805 C15H10N+ 1 204.0808 -1.16
205.0759 C14H9N2+ 1 205.076 -0.75
206.0838 C14H10N2+ 1 206.0838 -0.44
207.0676 C14H9NO+ 2 207.0679 -1.09
213.0338 C13H8ClN+ 2 213.034 -0.79
214.0417 C13H9ClN+ 2 214.0418 -0.39
215.0602 C15H7N2+ 1 215.0604 -1
216.0681 C15H8N2+ 1 216.0682 -0.55
217.0758 C15H9N2+ 1 217.076 -0.94
218.0837 C15H10N2+ 1 218.0838 -0.82
219.0915 C15H11N2+ 1 219.0917 -0.71
220.0755 C15H10NO+ 2 220.0757 -0.73
221.0468 C11H10ClN2O+ 1 221.0476 -3.52
221.0704 C14H9N2O+ 2 221.0709 -2.21
224.026 C14H7ClN+ 1 224.0262 -0.82
225.0338 C14H8ClN+ 1 225.034 -0.75
226.0415 C14H9ClN+ 1 226.0418 -1.17
227.0493 C14H10ClN+ 1 227.0496 -1.36
229.0757 C16H9N2+ 1 229.076 -1.24
230.0711 C15H8N3+ 1 230.0713 -0.54
231.0789 C15H9N3+ 1 231.0791 -0.73
232.0867 C15H10N3+ 1 232.0869 -0.83
234.0786 C15H10N2O+ 2 234.0788 -0.7
235.0864 C15H11N2O+ 2 235.0866 -0.85
237.0336 C15H8ClN+ 1 237.034 -1.6
238.0415 C15H9ClN+ 1 238.0418 -1.4
239.037 C14H8ClN2+ 1 239.0371 -0.39
240.0447 C14H9ClN2+ 1 240.0449 -0.91
241.052 C14H10ClN2+ 1 241.0527 -2.91
244.0866 C16H10N3+ 1 244.0869 -1.2
245.0945 C16H11N3+ 1 245.0947 -0.81
246.1024 C16H12N3+ 1 246.1026 -0.79
247.1101 C16H13N3+ 1 247.1104 -1.29
251.0366 C15H8ClN2+ 1 251.0371 -1.84
252.0445 C15H9ClN2+ 1 252.0449 -1.34
253.0524 C15H10ClN2+ 1 253.0527 -1.35
265.0523 C16H10ClN2+ 1 265.0527 -1.41
266.0479 C15H9ClN3+ 1 266.048 -0.27
267.0554 C15H10ClN3+ 1 267.0558 -1.33
PK$NUM_PEAK: 176
PK$PEAK: m/z int. rel.int.
50.015 899446.9 8
51.0229 1021200.8 9
53.0022 384722.4 3
53.0385 1027689.4 9
55.0178 175843.5 1
55.029 939542.8 9
56.0494 150315.7 1
57.0447 47582756 456
61.9791 156630.2 1
62.0149 354252.7 3
63.0228 4705949.5 45
64.0306 115916.4 1
65.0385 1073384.2 10
66.0464 428582.9 4
72.9838 321298.2 3
74.015 668326.9 6
75.0228 4556302.5 43
76.0181 319129.1 3
77.0384 2960413.5 28
78.0337 142911.4 1
78.0464 118716.7 1
81.0333 127680.4 1
84.9838 432101.2 4
86.9995 771508.3 7
88.0306 164403.1 1
89.0384 104030136 999
90.0337 354363.4 3
90.0463 1979066.5 19
91.0416 179732.5 1
91.0542 1417790.8 13
93.0334 463176.3 4
93.0573 514213.3 4
95.049 3852215.2 36
98.9995 474358.9 4
99.0102 317396.9 3
100.018 7891486 75
102.0338 828091.2 7
103.0416 392105.2 3
104.0493 2507406.2 24
105.0446 2540814.5 24
108.9838 471192.5 4
110.9995 1153922.1 11
114.0336 962863.7 9
115.0415 739777.8 7
115.0541 2176246.2 20
116.0494 1400617.2 13
117.0571 2038402.9 19
118.0286 2102560 20
118.0524 350685.5 3
118.0649 300284.4 2
120.0442 329165.6 3
122.9994 1725793 16
123.9948 406309.7 3
124.0073 4351402.5 41
125.0151 467585.7 4
125.0385 156447.5 1
126.0105 116441.8 1
126.0463 135113.2 1
127.0414 574084.2 5
127.054 146120.3 1
128.0493 326855.1 3
128.0618 148080.6 1
129.01 2214274.2 21
129.0444 842709.2 8
130.0398 1427897 13
130.0651 119350.2 1
131.06 518838.6 4
135.9948 1630453.6 15
137.0026 167802.8 1
138.0103 4152199.2 39
139.0056 6213495 59
139.0541 2006158.1 19
140.0493 829663.2 7
140.0617 545175.1 5
146.0599 132440.7 1
150.0104 1473621.8 14
150.0462 902053.1 8
151.0181 1180887.5 11
151.0541 1868061.8 17
152.0619 4819086.5 46
153.0572 356323.6 3
153.0697 704599.2 6
154.0053 530921.5 5
154.0398 285082.9 2
154.065 123513.9 1
155.0348 118786.4 1
155.0602 163678.5 1
162.0104 438423.8 4
162.0468 173754.1 1
163.0056 3153770.8 30
163.054 6148715 59
164.0008 5317532 51
164.0494 954873.8 9
164.0618 10486353 100
165.0213 4865347 46
165.0697 90277480 866
166.065 1573014 15
167.0491 126067.5 1
167.0728 274935.8 2
168.0568 4133983.8 39
169.0646 3593081.5 34
170.0598 289579.9 2
175.054 310070.9 2
176.0493 169109.7 1
176.0618 2717559 26
177.0571 5240930.5 50
177.0697 476771.7 4
178.0289 343011.3 3
178.065 4444119.5 42
179.0605 1937037 18
179.0727 4636817.5 44
180.056 132346.9 1
180.0805 1401607.4 13
181.0163 295434.3 2
183.0803 320947.3 3
188.0493 2684652.5 25
189.057 4013614 38
190.0649 28148996 270
191.0727 18034958 173
192.0805 7880055 75
193.0519 1030955.1 9
193.0646 638283.9 6
193.0759 283901.3 2
193.0882 370337 3
194.0601 526338.2 5
195.0442 136770 1
196.0516 968544.4 9
196.0754 470474.6 4
198.0227 311843 2
199.0307 5421008 52
201.0338 623740.9 5
201.057 1641401.6 15
202.0649 2571250 24
203.0603 638659.6 6
203.0727 9772216 93
204.0555 349140.4 3
204.0681 1265782 12
204.0805 1744686 16
205.0759 17871574 171
206.0838 2400382.5 23
207.0676 1554629.4 14
213.0338 2108181.5 20
214.0417 1412879 13
215.0602 5888030.5 56
216.0681 4142581.5 39
217.0758 10783275 103
218.0837 12012506 115
219.0915 3627603 34
220.0755 2396862 23
221.0468 638782.2 6
221.0704 139806.9 1
224.026 3092717.5 29
225.0338 477977.2 4
226.0415 1883486.1 18
227.0493 1466094.1 14
229.0757 1665259.1 15
230.0711 757346 7
231.0789 3482851.2 33
232.0867 3381278.5 32
234.0786 612583 5
235.0864 358441.7 3
237.0336 363990.7 3
238.0415 611690.8 5
239.037 2789513.5 26
240.0447 1079929.4 10
241.052 627315.6 6
244.0866 321943.9 3
245.0945 632672.8 6
246.1024 1191118.8 11
247.1101 128203.1 1
251.0366 282591.8 2
252.0445 2523281.5 24
253.0524 453768.9 4
265.0523 481787.7 4
266.0479 1187452.9 11
267.0554 609473.8 5
//
