ACCESSION: MSBNK-Eawag-EQ361706
RECORD_TITLE: Chlordiazepoxide; LC-ESI-QFT; MS2; CE: 90; 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 90 (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: splash10-069c-4970000000-8536a31476dc9ea2b0a4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.63
51.0229 C4H3+ 1 51.0229 -1.3
53.0385 C4H5+ 1 53.0386 -1.26
55.0177 C3H3O+ 1 55.0178 -3.11
55.029 C2H3N2+ 1 55.0291 -0.45
57.0446 C2H5N2+ 1 57.0447 -1.31
60.0443 C2H6NO+ 1 60.0444 -0.84
63.0228 C5H3+ 1 63.0229 -2.8
65.0384 C5H5+ 1 65.0386 -2.56
75.0227 C6H3+ 1 75.0229 -3.29
76.0179 C5H2N+ 1 76.0182 -4.15
77.0384 C6H5+ 1 77.0386 -2.55
79.0541 C6H7+ 1 79.0542 -1.85
86.9995 C4H4Cl+ 1 86.9996 -0.97
89.0384 C7H5+ 1 89.0386 -1.53
90.0336 C6H4N+ 1 90.0338 -1.95
90.0462 C7H6+ 1 90.0464 -1.79
91.0541 C7H7+ 1 91.0542 -1.06
92.0256 C6H4O+ 1 92.0257 -0.61
92.0492 C6H6N+ 1 92.0495 -2.99
93.0335 C6H5O+ 1 93.0335 -0.01
93.0573 C6H7N+ 1 93.0573 -0.44
94.0412 C6H6O+ 1 94.0413 -0.92
95.049 C6H7O+ 1 95.0491 -1.38
98.9994 C5H4Cl+ 1 98.9996 -2.37
100.0072 C5H5Cl+ 1 100.0074 -1.99
100.018 C7H2N+ 1 100.0182 -1.75
103.054 C8H7+ 1 103.0542 -1.91
104.0493 C7H6N+ 1 104.0495 -1.5
105.0335 C7H5O+ 2 105.0335 -0.2
105.0446 C6H5N2+ 1 105.0447 -1.28
105.0569 C7H7N+ 1 105.0573 -3.62
110.9994 C6H4Cl+ 1 110.9996 -2.2
114.0336 C8H4N+ 1 114.0338 -2.15
115.0417 C8H5N+ 1 115.0417 0.26
116.0494 C8H6N+ 1 116.0495 -0.82
117.0571 C8H7N+ 1 117.0573 -2.14
118.0286 C7H4NO+ 2 118.0287 -0.85
118.0524 C7H6N2+ 1 118.0525 -1.61
118.065 C8H8N+ 1 118.0651 -0.73
120.0443 C7H6NO+ 2 120.0444 -0.92
121.0282 C7H5O2+ 1 121.0284 -2.03
122.9994 C7H4Cl+ 1 122.9996 -1.5
124.0073 C7H5Cl+ 1 124.0074 -0.88
125.0027 C6H4ClN+ 2 125.0027 0.33
125.0152 C7H6Cl+ 1 125.0153 -0.51
126.0105 C6H5ClN+ 2 126.0105 0.13
128.0023 C6H5ClO+ 1 128.0023 -0.5
128.0495 C9H6N+ 1 128.0495 -0.12
129.01 C6H6ClO+ 1 129.0102 -1.54
129.0446 C8H5N2+ 1 129.0447 -0.89
130.0398 C7H4N3+ 1 130.04 -1.03
131.0603 C8H7N2+ 1 131.0604 -0.19
134.0598 C8H8NO+ 1 134.06 -1.72
135.9948 C7H3ClN+ 2 135.9949 -0.32
137.0024 C7H4ClN+ 2 137.0027 -1.74
138.0103 C7H5ClN+ 2 138.0105 -1.26
139.0056 C6H4ClN2+ 2 139.0058 -1.17
140.0259 C7H7ClN+ 2 140.0262 -1.67
143.0602 C9H7N2+ 1 143.0604 -0.94
144.0681 C9H8N2+ 1 144.0682 -0.9
145.0758 C9H9N2+ 1 145.076 -1.69
146.0598 C9H8NO+ 1 146.06 -1.92
147.055 C8H7N2O+ 1 147.0553 -1.83
150.0104 C8H5ClN+ 2 150.0105 -0.96
151.0182 C8H6ClN+ 2 151.0183 -0.78
151.0541 C12H7+ 1 151.0542 -1.04
152.026 C8H7ClN+ 2 152.0262 -0.81
152.0618 C12H8+ 1 152.0621 -1.39
153.0212 C7H6ClN2+ 2 153.0214 -1.19
153.0699 C12H9+ 1 153.0699 -0.17
154.0053 C7H5ClNO+ 1 154.0054 -0.51
155.0353 C8H3N4+ 1 155.0352 0.76
155.9971 C7H5ClO2+ 1 155.9973 -0.95
156.0553 C9H6N3+ 1 156.0556 -2.27
162.0102 C12H2O+ 2 162.01 1.2
163.0056 C8H4ClN2+ 2 163.0058 -1.18
164.0008 C7H3ClN3+ 2 164.001 -1.35
164.0259 C9H7ClN+ 2 164.0262 -1.3
164.0617 C13H8+ 1 164.0621 -1.9
165.0213 C8H6ClN2+ 2 165.0214 -0.92
165.0697 C13H9+ 1 165.0699 -1.01
166.0647 C12H8N+ 1 166.0651 -2.68
167.0727 C12H9N+ 1 167.073 -1.74
168.0568 C12H8O+ 2 168.057 -1.17
169.0644 C12H9O+ 1 169.0648 -2.14
176.0619 C14H8+ 1 176.0621 -0.58
177.0213 C9H6ClN2+ 2 177.0214 -0.52
177.0571 C13H7N+ 1 177.0573 -1.08
177.0696 C14H9+ 1 177.0699 -1.28
178.029 C12H4NO+ 2 178.0287 1.29
178.065 C13H8N+ 1 178.0651 -0.87
178.0773 C14H10+ 1 178.0777 -2.03
179.037 C9H8ClN2+ 2 179.0371 -0.52
179.0605 C12H7N2+ 1 179.0604 0.87
179.0726 C13H9N+ 1 179.073 -1.85
180.0207 C9H7ClNO+ 1 180.0211 -1.93
180.0446 C12H6NO+ 2 180.0444 1.33
180.0805 C13H10N+ 1 180.0808 -1.31
181.0161 C8H6ClN2O+ 1 181.0163 -1.09
183.0802 C13H11O+ 2 183.0804 -1.59
188.0492 C14H6N+ 1 188.0495 -1.25
189.0571 C14H7N+ 1 189.0573 -1.06
190.0649 C14H8N+ 1 190.0651 -1.29
191.0727 C14H9N+ 1 191.073 -1.31
192.0805 C14H10N+ 1 192.0808 -1.44
193.0525 C10H10ClN2+ 2 193.0527 -1.2
193.0759 C13H9N2+ 1 193.076 -0.59
193.0884 C14H11N+ 1 193.0886 -0.94
194.0478 C9H9ClN3+ 2 194.048 -0.68
195.0913 C13H11N2+ 1 195.0917 -1.72
198.0227 C13H7Cl+ 1 198.0231 -1.81
199.0307 C13H8Cl+ 1 199.0309 -1.03
201.0337 C12H8ClN+ 2 201.034 -1.33
201.0573 C15H7N+ 1 201.0573 0.1
202.0647 C15H8N+ 1 202.0651 -2.01
203.0727 C15H9N+ 1 203.073 -1.43
204.0804 C15H10N+ 1 204.0808 -1.69
205.0759 C14H9N2+ 1 205.076 -0.75
206.0837 C14H10N2+ 1 206.0838 -0.78
207.0676 C14H9NO+ 2 207.0679 -1.23
207.0913 C14H11N2+ 1 207.0917 -1.66
208.0754 C14H10NO+ 2 208.0757 -1.49
213.0338 C13H8ClN+ 2 213.034 -0.98
214.0416 C13H9ClN+ 2 214.0418 -1.09
215.06 C15H7N2+ 1 215.0604 -1.7
216.068 C15H8N2+ 1 216.0682 -0.88
217.0758 C15H9N2+ 1 217.076 -0.94
218.0837 C15H10N2+ 1 218.0838 -0.82
219.0915 C15H11N2+ 1 219.0917 -0.89
220.0756 C15H10NO+ 2 220.0757 -0.46
220.0992 C15H12N2+ 1 220.0995 -1.18
224.0259 C14H7ClN+ 1 224.0262 -1.18
225.0342 C14H8ClN+ 1 225.034 0.9
226.0416 C14H9ClN+ 1 226.0418 -1.12
227.0494 C14H10ClN+ 1 227.0496 -1.09
229.0757 C16H9N2+ 1 229.076 -1.55
230.0836 C16H10N2+ 1 230.0838 -1.17
231.0788 C15H9N3+ 1 231.0791 -1.42
231.0914 C16H11N2+ 1 231.0917 -1.36
232.0866 C15H10N3+ 1 232.0869 -1.39
233.1067 C16H13N2+ 1 233.1073 -2.85
234.0784 C15H10N2O+ 2 234.0788 -1.68
235.0862 C15H11N2O+ 2 235.0866 -1.7
237.034 C15H8ClN+ 1 237.034 0.18
238.0415 C15H9ClN+ 1 238.0418 -1.19
239.0368 C14H8ClN2+ 1 239.0371 -0.85
240.0446 C14H9ClN2+ 1 240.0449 -1.24
240.057 C15H11ClN+ 1 240.0575 -1.97
241.0524 C14H10ClN2+ 1 241.0527 -1.21
244.0865 C16H10N3+ 1 244.0869 -1.94
245.0946 C16H11N3+ 1 245.0947 -0.69
246.1023 C16H12N3+ 1 246.1026 -1.07
247.1102 C16H13N3+ 1 247.1104 -1.01
250.0732 C12H13ClN3O+ 1 250.0742 -3.7
251.0366 C15H8ClN2+ 1 251.0371 -1.68
252.0445 C15H9ClN2+ 1 252.0449 -1.34
253.0524 C15H10ClN2+ 1 253.0527 -1.31
254.0602 C15H11ClN2+ 1 254.0605 -1.29
255.0678 C15H12ClN2+ 1 255.0684 -2.13
256.0511 C15H11ClNO+ 2 256.0524 -4.91
265.0523 C16H10ClN2+ 1 265.0527 -1.63
266.0475 C15H9ClN3+ 1 266.048 -1.88
266.0603 C16H11ClN2+ 1 266.0605 -0.85
267.0555 C15H10ClN3+ 1 267.0558 -1.22
269.0834 C16H14ClN2+ 1 269.084 -2.09
280.0631 C16H11ClN3+ 1 280.0636 -1.86
281.0724 C16H12ClN3+ 1 281.0714 3.43
282.0787 C16H13ClN3+ 1 282.0793 -2.03
PK$NUM_PEAK: 169
PK$PEAK: m/z int. rel.int.
50.0151 399908.7 5
51.0229 354256 4
53.0385 979096.2 12
55.0177 94537.1 1
55.029 633827.4 8
57.0446 65797848 853
60.0443 372232.6 4
63.0228 554485.4 7
65.0384 1167348.9 15
75.0227 862838.9 11
76.0179 106079.1 1
77.0384 1741719.6 22
79.0541 597066.5 7
86.9995 647888.9 8
89.0384 53781592 698
90.0336 335892.1 4
90.0462 1151324 14
91.0541 933224.4 12
92.0256 378614 4
92.0492 130551.9 1
93.0335 1111197 14
93.0573 944423 12
94.0412 98188.2 1
95.049 3024736.5 39
98.9994 319929 4
100.0072 1228232 15
100.018 1262794.2 16
103.054 115886.3 1
104.0493 3163627 41
105.0335 458491.7 5
105.0446 1834505.1 23
105.0569 118645.1 1
110.9994 453671.2 5
114.0336 138422.2 1
115.0417 83343.2 1
116.0494 690703.9 8
117.0571 1323947.1 17
118.0286 598853.6 7
118.0524 347871.3 4
118.065 354153.1 4
120.0443 81710.7 1
121.0282 472403.9 6
122.9994 182607.3 2
124.0073 19470886 252
125.0027 109200.6 1
125.0152 105631 1
126.0105 357672.5 4
128.0023 119043.9 1
128.0495 391421.3 5
129.01 2305867.2 29
129.0446 444817.4 5
130.0398 379042.5 4
131.0603 637394.4 8
134.0598 109708.2 1
135.9948 1083967.1 14
137.0024 336010.8 4
138.0103 4844995.5 62
139.0056 7425670 96
140.0259 277046.9 3
143.0602 81095.2 1
144.0681 92623.5 1
145.0758 357504.7 4
146.0598 80440 1
147.055 85465.6 1
150.0104 2529113.5 32
151.0182 1419600.8 18
151.0541 546293.2 7
152.026 995208.5 12
152.0618 2358741.5 30
153.0212 121699.8 1
153.0699 129969.7 1
154.0053 656733.3 8
155.0353 157330.3 2
155.9971 515244.7 6
156.0553 185026.4 2
162.0102 643254.3 8
163.0056 12179730 158
164.0008 7231775 93
164.0259 438306.9 5
164.0617 1020791 13
165.0213 11658149 151
165.0697 76972328 999
166.0647 140443.4 1
167.0727 104182.9 1
168.0568 485816.7 6
169.0644 1075135 13
176.0619 488105.6 6
177.0213 389299.5 5
177.0571 1326470.2 17
177.0696 108259.3 1
178.029 505783.2 6
178.065 1563566 20
178.0773 245257.9 3
179.037 403278.5 5
179.0605 629391 8
179.0726 1900137.8 24
180.0207 109266.9 1
180.0446 997054.2 12
180.0805 1536597.4 19
181.0161 1021817.2 13
183.0802 1134268.5 14
188.0492 95745 1
189.0571 697657.4 9
190.0649 13260424 172
191.0727 17950876 232
192.0805 74042136 960
193.0525 631669.6 8
193.0759 773647.6 10
193.0884 1123970 14
194.0478 124151.9 1
195.0913 90514.2 1
198.0227 125059.7 1
199.0307 3643205.8 47
201.0337 1378518.5 17
201.0573 109689.2 1
202.0647 711874.2 9
203.0727 11381167 147
204.0804 1259702.8 16
205.0759 11189280 145
206.0837 8131953 105
207.0676 539866.7 7
207.0913 560919.8 7
208.0754 86886.4 1
213.0338 493135.1 6
214.0416 3799740.5 49
215.06 1134126.4 14
216.068 8593602 111
217.0758 5597292.5 72
218.0837 19589274 254
219.0915 10482238 136
220.0756 1323574.6 17
220.0992 3356513.8 43
224.0259 5938180.5 77
225.0342 134859.7 1
226.0416 16351382 212
227.0494 56791276 737
229.0757 1240748.2 16
230.0836 847116.4 10
231.0788 1034690.5 13
231.0914 497985.5 6
232.0866 8225437 106
233.1067 355807.8 4
234.0784 2397647.5 31
235.0862 706625.7 9
237.034 344487.9 4
238.0415 6938599.5 90
239.0368 1465731.4 19
240.0446 3203293.2 41
240.057 718576.1 9
241.0524 8807096 114
244.0865 105244.6 1
245.0946 861969.9 11
246.1023 7646441 99
247.1102 9288994 120
250.0732 1552148.4 20
251.0366 2174416.5 28
252.0445 13465742 174
253.0524 3252145.5 42
254.0602 1899670.1 24
255.0678 1050130.8 13
256.0511 111084.7 1
265.0523 1264893.1 16
266.0475 1579269.2 20
266.0603 768224.2 9
267.0555 8981045 116
269.0834 610058.8 7
280.0631 433086.6 5
281.0724 256303.6 3
282.0787 1528785.2 19
//
