ACCESSION: MSBNK-Eawag-EQ361705
RECORD_TITLE: Chlordiazepoxide; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 6.2 min
AC$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: splash10-004l-1490000000-6859e91f81facce281da
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -1.7
53.0385 C4H5+ 1 53.0386 -1.07
55.029 C2H3N2+ 1 55.0291 -1.9
57.0447 C2H5N2+ 1 57.0447 -1.13
60.0443 C2H6NO+ 1 60.0444 -1.67
65.0385 C5H5+ 1 65.0386 -1.79
75.0228 C6H3+ 1 75.0229 -1.55
77.0384 C6H5+ 1 77.0386 -2.42
79.054 C6H7+ 1 79.0542 -2.87
86.9996 C4H4Cl+ 1 86.9996 -0.16
89.0384 C7H5+ 1 89.0386 -1.53
90.0463 C7H6+ 1 90.0464 -0.8
91.0542 C7H7+ 1 91.0542 -0.29
93.0333 C6H5O+ 1 93.0335 -1.63
93.0572 C6H7N+ 1 93.0573 -1.19
95.049 C6H7O+ 1 95.0491 -1.38
100.0072 C5H5Cl+ 1 100.0074 -1.79
104.0493 C7H6N+ 1 104.0495 -1.59
105.0334 C7H5O+ 1 105.0335 -1.15
105.0446 C6H5N2+ 1 105.0447 -1.47
110.9995 C6H4Cl+ 1 110.9996 -0.94
116.0494 C8H6N+ 1 116.0495 -1
117.0571 C8H7N+ 1 117.0573 -1.37
118.0526 C7H6N2+ 1 118.0525 0.26
118.065 C8H8N+ 1 118.0651 -1.23
121.0283 C7H5O2+ 1 121.0284 -1.2
124.0073 C7H5Cl+ 1 124.0074 -0.72
126.0104 C6H5ClN+ 2 126.0105 -0.58
128.0259 C6H7ClN+ 2 128.0262 -1.82
129.01 C6H6ClO+ 1 129.0102 -1.54
129.0445 C8H5N2+ 1 129.0447 -1.43
131.0602 C8H7N2+ 1 131.0604 -1.03
135.9945 C10O+ 2 135.9944 0.91
138.0104 C7H5ClN+ 2 138.0105 -0.89
139.0056 C6H4ClN2+ 2 139.0058 -1.17
145.0758 C9H9N2+ 1 145.076 -1.62
150.0104 C8H5ClN+ 2 150.0105 -0.96
151.0182 C8H6ClN+ 2 151.0183 -0.92
151.0539 C12H7+ 1 151.0542 -1.96
152.026 C8H7ClN+ 2 152.0262 -1.27
152.062 C12H8+ 1 152.0621 -0.41
153.0212 C7H6ClN2+ 2 153.0214 -1.39
154.0053 C7H5ClNO+ 1 154.0054 -0.51
155.997 C7H5ClO2+ 1 155.9973 -1.79
163.0056 C8H4ClN2+ 2 163.0058 -1.12
164.0008 C7H3ClN3+ 2 164.001 -1.17
164.0262 C9H7ClN+ 2 164.0262 0.47
164.0621 C13H8+ 1 164.0621 0.36
165.0213 C8H6ClN2+ 2 165.0214 -0.74
165.0697 C13H9+ 1 165.0699 -0.83
169.0647 C12H9O+ 2 169.0648 -0.66
177.0214 C9H6ClN2+ 2 177.0214 -0.18
177.0572 C13H7N+ 1 177.0573 -0.68
178.0649 C13H8N+ 1 178.0651 -1.32
179.037 C9H8ClN2+ 2 179.0371 -0.46
179.0599 C12H7N2+ 1 179.0604 -2.54
179.0728 C13H9N+ 1 179.073 -0.79
180.0447 C9H9ClN2+ 2 180.0449 -0.82
180.0805 C13H10N+ 1 180.0808 -1.31
181.0163 C8H6ClN2O+ 1 181.0163 0.07
183.0805 C13H11O+ 2 183.0804 0.16
190.0649 C14H8N+ 1 190.0651 -1.19
191.0727 C14H9N+ 1 191.073 -1.16
192.0805 C14H10N+ 1 192.0808 -1.23
193.0524 C13H7NO+ 2 193.0522 1.11
193.0885 C14H11N+ 1 193.0886 -0.68
195.0317 C9H8ClN2O+ 1 195.032 -1.63
199.0308 C13H8Cl+ 1 199.0309 -0.42
201.0339 C12H8ClN+ 2 201.034 -0.39
203.0727 C15H9N+ 1 203.073 -1.14
204.0806 C15H10N+ 1 204.0808 -0.81
205.076 C14H9N2+ 1 205.076 -0.36
206.0837 C14H10N2+ 1 206.0838 -0.73
207.0916 C14H11N2+ 1 207.0917 -0.6
214.0416 C13H9ClN+ 2 214.0418 -0.95
215.0601 C15H7N2+ 1 215.0604 -1.37
216.068 C15H8N2+ 1 216.0682 -0.74
217.0759 C15H9N2+ 1 217.076 -0.71
218.0837 C15H10N2+ 1 218.0838 -0.69
219.0915 C15H11N2+ 1 219.0917 -0.66
220.0756 C15H10NO+ 2 220.0757 -0.32
220.0993 C15H12N2+ 1 220.0995 -0.77
224.026 C14H7ClN+ 1 224.0262 -0.64
226.0416 C14H9ClN+ 1 226.0418 -0.9
227.0494 C14H10ClN+ 1 227.0496 -1.14
229.0756 C16H9N2+ 1 229.076 -2.03
230.0838 C16H10N2+ 1 230.0838 -0.22
232.0866 C15H10N3+ 1 232.0869 -1.18
233.1071 C16H13N2+ 1 233.1073 -0.96
234.0786 C15H10N2O+ 2 234.0788 -0.83
235.0864 C15H11N2O+ 2 235.0866 -0.98
238.0416 C15H9ClN+ 1 238.0418 -0.98
239.037 C14H8ClN2+ 1 239.0371 -0.05
240.0446 C14H9ClN2+ 1 240.0449 -0.99
240.0572 C15H11ClN+ 1 240.0575 -1.18
241.0525 C14H10ClN2+ 1 241.0527 -0.96
245.0948 C16H11N3+ 1 245.0947 0.25
246.1023 C16H12N3+ 1 246.1026 -0.95
247.1101 C16H13N3+ 1 247.1104 -1.05
250.0735 C12H13ClN3O+ 1 250.0742 -2.86
251.0368 C15H8ClN2+ 1 251.0371 -1.01
252.0446 C15H9ClN2+ 1 252.0449 -1.02
253.0523 C15H10ClN2+ 1 253.0527 -1.43
254.0602 C15H11ClN2+ 1 254.0605 -1.17
255.068 C15H12ClN2+ 1 255.0684 -1.26
256.0525 C15H11ClNO+ 1 256.0524 0.36
256.0755 C15H13ClN2+ 1 256.0762 -2.65
265.0526 C16H10ClN2+ 1 265.0527 -0.5
266.0474 C15H9ClN3+ 1 266.048 -2
266.0602 C16H11ClN2+ 1 266.0605 -1.08
267.0555 C15H10ClN3+ 1 267.0558 -1.11
268.0633 C15H11ClN3+ 1 268.0636 -1.16
269.0837 C16H14ClN2+ 1 269.084 -1.2
280.063 C16H11ClN3+ 1 280.0636 -1.97
281.0709 C16H12ClN3+ 1 281.0714 -1.77
282.079 C16H13ClN3+ 1 282.0793 -1.07
PK$NUM_PEAK: 116
PK$PEAK: m/z int. rel.int.
51.0228 268466.4 1
53.0385 517785.8 2
55.029 400689.5 2
57.0447 69317744 355
60.0443 501333 2
65.0385 936574.1 4
75.0228 317007.3 1
77.0384 1221250.4 6
79.054 664267.4 3
86.9996 548239.3 2
89.0384 15597134 79
90.0463 499006.8 2
91.0542 609904.2 3
93.0333 617795.4 3
93.0572 742012.9 3
95.049 1618001.2 8
100.0072 801065.8 4
104.0493 3850799 19
105.0334 962164.7 4
105.0446 1103335.6 5
110.9995 380501.5 1
116.0494 312456.4 1
117.0571 889234 4
118.0526 368922.4 1
118.065 287366 1
121.0283 374490.5 1
124.0073 12879120 66
126.0104 299685.5 1
128.0259 196997.1 1
129.01 1146967.2 5
129.0445 325454.4 1
131.0602 325133.7 1
135.9945 339555.4 1
138.0104 6228015 31
139.0056 4666237 23
145.0758 373498.7 1
150.0104 2088250 10
151.0182 1564566.9 8
151.0539 303771.9 1
152.026 1792943.1 9
152.062 1006442.4 5
153.0212 442671.6 2
154.0053 334639.8 1
155.997 336594.8 1
163.0056 17543772 89
164.0008 3895933 19
164.0262 313186.3 1
164.0621 403018 2
165.0213 9869848 50
165.0697 33997344 174
169.0647 570670 2
177.0214 844080.3 4
177.0572 363269 1
178.0649 1102587.1 5
179.037 688963.2 3
179.0599 309748 1
179.0728 1008245.2 5
180.0447 4271961 21
180.0805 1206511.2 6
181.0163 737866.2 3
183.0805 545559.7 2
190.0649 4505910 23
191.0727 5236430 26
192.0805 85629648 439
193.0524 416152.5 2
193.0885 856931.6 4
195.0317 274076.7 1
199.0308 1393518.4 7
201.0339 829741.8 4
203.0727 4798816 24
204.0806 966171.6 4
205.076 6746868.5 34
206.0837 7892115 40
207.0916 1103581.6 5
214.0416 4159433.2 21
215.0601 436673.3 2
216.068 5769495 29
217.0759 2361963.8 12
218.0837 13215288 67
219.0915 10643075 54
220.0756 465157.1 2
220.0993 5242663 26
224.026 4792357 24
226.0416 16386355 84
227.0494 194816384 999
229.0756 494339.1 2
230.0838 778612.9 3
232.0866 3321486.5 17
233.1071 324734.6 1
234.0786 969360.6 4
235.0864 568860.7 2
238.0416 10535950 54
239.037 1258229.2 6
240.0446 2548582.2 13
240.0572 1127262.1 5
241.0525 27670864 141
245.0948 553820 2
246.1023 9207963 47
247.1101 26635324 136
250.0735 1965376 10
251.0368 8115552.5 41
252.0446 14488991 74
253.0523 3884625.5 19
254.0602 3921101.8 20
255.068 7390338.5 37
256.0525 924442.1 4
256.0755 569354.1 2
265.0526 1200237.5 6
266.0474 357370.1 1
266.0602 1682357.1 8
267.0555 9985866 51
268.0633 429481.8 2
269.0837 5057702.5 25
280.063 589206.9 3
281.0709 640151.8 3
282.079 15430512 79
//
