ACCESSION: MSBNK-Eawag-EQ361708
RECORD_TITLE: Chlordiazepoxide; LC-ESI-QFT; MS2; CE: 150; 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 150 (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: splash10-01p9-5910000000-0947368fc7257088fa8b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.83
51.0229 C4H3+ 1 51.0229 -0.13
52.0181 C3H2N+ 1 52.0182 -1.07
53.0022 C3HO+ 1 53.0022 -0.59
53.0385 C4H5+ 1 53.0386 -0.69
53.9974 C2NO+ 1 53.9974 -1.3
55.029 C2H3N2+ 1 55.0291 -1.54
57.0447 C2H5N2+ 1 57.0447 -0.96
60.9839 C2H2Cl+ 1 60.984 -0.89
61.0071 C5H+ 1 61.0073 -2.4
61.9791 CHClN+ 1 61.9792 -0.86
62.015 C5H2+ 1 62.0151 -1.48
63.0228 C5H3+ 1 63.0229 -1.21
64.0181 C4H2N+ 1 64.0182 -0.87
64.0306 C5H4+ 1 64.0308 -1.74
65.0022 C4HO+ 1 65.0022 -0.48
65.0385 C5H5+ 1 65.0386 -0.87
66.0463 C5H6+ 1 66.0464 -1.54
72.9839 C3H2Cl+ 1 72.984 -1.43
74.015 C6H2+ 1 74.0151 -1.64
75.0228 C6H3+ 1 75.0229 -1.69
76.018 C5H2N+ 1 76.0182 -2.83
76.0306 C6H4+ 1 76.0308 -1.86
77.0384 C6H5+ 1 77.0386 -2.03
78.0338 C5H4N+ 1 78.0338 -0.84
78.0463 C6H6+ 1 78.0464 -1.05
81.0333 C5H5O+ 1 81.0335 -1.74
84.9838 C4H2Cl+ 1 84.984 -1.34
86.0149 C7H2+ 1 86.0151 -2.69
86.9996 C4H4Cl+ 1 86.9996 -0.05
87.0227 C7H3+ 1 87.0229 -2.37
88.0181 C6H2N+ 1 88.0182 -0.97
88.0306 C7H4+ 1 88.0308 -1.38
89.0384 C7H5+ 1 89.0386 -1.42
90.0336 C6H4N+ 1 90.0338 -2.62
90.0463 C7H6+ 1 90.0464 -1.02
91.0416 C6H5N+ 1 91.0417 -0.23
91.0541 C7H7+ 1 91.0542 -1.17
93.0335 C6H5O+ 1 93.0335 0.09
93.0572 C6H7N+ 1 93.0573 -0.97
95.049 C6H7O+ 1 95.0491 -1.17
96.0443 C5H6NO+ 1 96.0444 -0.94
96.9839 C5H2Cl+ 1 96.984 -0.66
98.0149 C8H2+ 1 98.0151 -2.26
98.9995 C5H4Cl+ 1 98.9996 -1.15
99.0102 C7HN+ 1 99.0104 -1.52
99.0228 C8H3+ 1 99.0229 -1.58
100.018 C7H2N+ 1 100.0182 -1.35
102.0337 C7H4N+ 1 102.0338 -1.13
102.0463 C8H6+ 1 102.0464 -0.6
103.0416 C7H5N+ 1 103.0417 -0.68
104.0494 C7H6N+ 1 104.0495 -1.21
105.0446 C6H5N2+ 1 105.0447 -1.09
108.9838 C6H2Cl+ 1 108.984 -1.14
110.9995 C6H4Cl+ 1 110.9996 -1.12
113.0384 C9H5+ 1 113.0386 -1.92
114.0337 C8H4N+ 1 114.0338 -0.75
114.0462 C9H6+ 1 114.0464 -1.77
115.0417 C8H5N+ 1 115.0417 -0.01
115.0541 C9H7+ 1 115.0542 -1.01
116.0493 C8H6N+ 1 116.0495 -1.25
117.0571 C8H7N+ 1 117.0573 -1.63
118.0286 C7H4NO+ 1 118.0287 -1.53
118.0521 C7H6N2+ 1 118.0525 -3.81
119.0491 C8H7O+ 2 119.0491 0.07
120.0443 C7H6NO+ 2 120.0444 -0.92
122.9994 C7H4Cl+ 1 122.9996 -1.25
123.9949 C6H3ClN+ 2 123.9949 0.22
124.0073 C7H5Cl+ 1 124.0074 -0.72
125.0025 C6H4ClN+ 2 125.0027 -1.51
125.0153 C7H6Cl+ 1 125.0153 0.53
125.0384 C10H5+ 1 125.0386 -1.57
126.0463 C10H6+ 1 126.0464 -0.89
127.0416 C9H5N+ 1 127.0417 -0.48
127.054 C10H7+ 1 127.0542 -1.86
128.0494 C9H6N+ 1 128.0495 -0.36
128.0618 C10H8+ 1 128.0621 -1.57
129.01 C6H6ClO+ 1 129.0102 -1.31
129.0446 C8H5N2+ 1 129.0447 -0.73
130.0399 C7H4N3+ 1 130.04 -0.8
130.0526 C8H6N2+ 1 130.0525 0.08
134.0602 C8H8NO+ 2 134.06 0.89
135.9948 C7H3ClN+ 2 135.9949 -0.32
137.0025 C7H4ClN+ 2 137.0027 -1.37
137.0384 C11H5+ 1 137.0386 -1.29
138.0104 C7H5ClN+ 2 138.0105 -0.82
138.0463 C11H6+ 1 138.0464 -0.45
139.0056 C6H4ClN2+ 2 139.0058 -0.95
139.0541 C11H7+ 1 139.0542 -1.05
140.0493 C10H6N+ 1 140.0495 -0.97
140.0616 C11H8+ 1 140.0621 -3.08
145.0648 C10H9O+ 2 145.0648 0.2
146.0594 C9H8NO+ 1 146.06 -4.11
149.0157 C9H6Cl+ 1 149.0153 2.99
149.0384 C12H5+ 1 149.0386 -1.52
150.0104 C8H5ClN+ 2 150.0105 -0.76
150.0463 C12H6+ 1 150.0464 -0.81
151.0183 C8H6ClN+ 2 151.0183 -0.19
151.0415 C11H5N+ 1 151.0417 -0.93
151.054 C12H7+ 1 151.0542 -1.24
152.0496 C11H6N+ 1 152.0495 0.62
152.0619 C12H8+ 1 152.0621 -1
153.0449 C10H5N2+ 1 153.0447 1.08
153.0572 C11H7N+ 1 153.0573 -0.72
153.0697 C12H9+ 1 153.0699 -0.89
154.0051 C7H5ClNO+ 1 154.0054 -2.19
154.0399 C9H4N3+ 1 154.04 -0.28
155.0602 C10H7N2+ 1 155.0604 -0.87
161.0384 C13H5+ 1 161.0386 -1.22
162.0103 C9H5ClN+ 2 162.0105 -1.07
162.0334 C12H4N+ 1 162.0338 -2.93
162.0463 C13H6+ 1 162.0464 -0.32
163.054 C13H7+ 1 163.0542 -1.08
164.0008 C7H3ClN3+ 2 164.001 -1.17
164.05 C12H6N+ 1 164.0495 3.32
164.0618 C13H8+ 1 164.0621 -1.35
165.0697 C13H9+ 1 165.0699 -0.83
166.065 C12H8N+ 1 166.0651 -0.64
167.0488 C12H7O+ 2 167.0491 -2.04
167.0727 C12H9N+ 1 167.073 -1.8
168.0568 C12H8O+ 2 168.057 -1.11
169.0646 C12H9O+ 2 169.0648 -1.07
170.0599 C11H8NO+ 2 170.06 -1
174.0463 C14H6+ 1 174.0464 -0.81
175.0418 C13H5N+ 1 175.0417 0.8
175.0539 C14H7+ 1 175.0542 -1.81
176.0495 C13H6N+ 1 176.0495 -0.03
176.0619 C14H8+ 1 176.0621 -0.8
177.0571 C13H7N+ 1 177.0573 -1.02
178.0649 C13H8N+ 1 178.0651 -1.04
178.0777 C14H10+ 1 178.0777 -0.29
179.0602 C12H7N2+ 1 179.0604 -0.81
179.0725 C13H9N+ 1 179.073 -2.46
180.0557 C11H6N3+ 1 180.0556 0.48
180.0807 C13H10N+ 1 180.0808 -0.64
183.0802 C13H11O+ 2 183.0804 -1.15
188.0493 C14H6N+ 1 188.0495 -1.09
189.0445 C13H5N2+ 1 189.0447 -1.4
189.0572 C14H7N+ 1 189.0573 -0.69
190.0649 C14H8N+ 1 190.0651 -1.19
191.0727 C14H9N+ 1 191.073 -1.16
192.0677 C13H8N2+ 1 192.0682 -2.45
192.0805 C14H10N+ 1 192.0808 -1.38
193.052 C13H7NO+ 2 193.0522 -0.96
193.0647 C14H9O+ 2 193.0648 -0.73
194.0366 C10H9ClNO+ 1 194.0367 -0.81
194.0598 C13H8NO+ 2 194.06 -1.08
196.0517 C10H11ClNO+ 1 196.0524 -3.46
196.0758 C13H10NO+ 2 196.0757 0.56
198.023 C13H7Cl+ 1 198.0231 -0.5
199.0308 C13H8Cl+ 1 199.0309 -0.78
201.057 C15H7N+ 1 201.0573 -1.3
202.0526 C14H6N2+ 1 202.0525 0.15
202.0649 C15H8N+ 1 202.0651 -1.27
203.0602 C14H7N2+ 1 203.0604 -0.91
203.0727 C15H9N+ 1 203.073 -1.04
204.0556 C13H6N3+ 1 204.0556 -0.31
204.068 C14H8N2+ 1 204.0682 -0.78
204.08 C15H10N+ 1 204.0808 -3.85
205.0759 C14H9N2+ 1 205.076 -0.75
206.0837 C14H10N2+ 1 206.0838 -0.78
207.0677 C14H9NO+ 2 207.0679 -0.94
213.0339 C13H8ClN+ 2 213.034 -0.46
215.0601 C15H7N2+ 1 215.0604 -1.09
216.0681 C15H8N2+ 1 216.0682 -0.42
217.0758 C15H9N2+ 1 217.076 -0.99
218.0837 C15H10N2+ 1 218.0838 -0.82
219.0916 C15H11N2+ 1 219.0917 -0.52
220.0755 C15H10NO+ 2 220.0757 -0.68
221.0471 C11H10ClN2O+ 1 221.0476 -2.52
221.0709 C14H9N2O+ 2 221.0709 -0.27
224.0258 C14H7ClN+ 1 224.0262 -1.4
225.0347 C14H8ClN+ 1 225.034 3.34
229.0763 C16H9N2+ 1 229.076 1.16
230.0712 C15H8N3+ 1 230.0713 -0.36
231.079 C15H9N3+ 1 231.0791 -0.34
232.0871 C15H10N3+ 1 232.0869 0.72
239.0368 C14H8ClN2+ 1 239.0371 -1.26
240.0442 C14H9ClN2+ 1 240.0449 -2.7
244.0865 C16H10N3+ 1 244.0869 -1.53
252.0446 C15H9ClN2+ 1 252.0449 -1.02
PK$NUM_PEAK: 181
PK$PEAK: m/z int. rel.int.
50.0151 2269442.5 24
51.0229 1789640.4 19
52.0181 105240 1
53.0022 580214.4 6
53.0385 1087124.2 11
53.9974 97975.6 1
55.029 926829.7 9
57.0447 32391186 345
60.9839 112545.8 1
61.0071 548644.3 5
61.9791 621544.6 6
62.015 1969302.8 21
63.0228 18326104 195
64.0181 98397 1
64.0306 326314 3
65.0022 146995.6 1
65.0385 1612350.2 17
66.0463 575625.1 6
72.9839 1265558.6 13
74.015 2730611 29
75.0228 10533707 112
76.018 619202.8 6
76.0306 927369 9
77.0384 2816629.8 30
78.0338 291004.3 3
78.0463 337608.2 3
81.0333 169444 1
84.9838 788398.6 8
86.0149 325831.7 3
86.9996 307488.6 3
87.0227 715598.5 7
88.0181 408692 4
88.0306 838298.4 8
89.0384 93638136 999
90.0336 646060.1 6
90.0463 2007398.8 21
91.0416 403158.2 4
91.0541 1718805.5 18
93.0335 165590.8 1
93.0572 291270.9 3
95.049 4013394 42
96.0443 112573.4 1
96.9839 331538.7 3
98.0149 159654.9 1
98.9995 701265.1 7
99.0102 1629752.9 17
99.0228 799121.1 8
100.018 11520416 122
102.0337 1770766.4 18
102.0463 764420.7 8
103.0416 1002793.5 10
104.0494 1912609.5 20
105.0446 2639129.5 28
108.9838 525993.5 5
110.9995 1261219.2 13
113.0384 968852 10
114.0337 1618401.5 17
114.0462 116008.9 1
115.0417 828670.7 8
115.0541 10441717 111
116.0493 1329331 14
117.0571 1452088.2 15
118.0286 1968839.6 21
118.0521 133772 1
119.0491 108004.9 1
120.0443 173303.7 1
122.9994 2593535 27
123.9949 306776 3
124.0073 509502.4 5
125.0025 178481 1
125.0153 104842 1
125.0384 913068.5 9
126.0463 1353922.8 14
127.0416 1025912.6 10
127.054 466156.9 4
128.0494 520365.1 5
128.0618 543881.1 5
129.01 1500293.1 16
129.0446 878980.6 9
130.0399 2040044.4 21
130.0526 356520.2 3
134.0602 108183.6 1
135.9948 642964.6 6
137.0025 147874.4 1
137.0384 922529.2 9
138.0104 2108539 22
138.0463 535156.3 5
139.0056 4417407.5 47
139.0541 9787299 104
140.0493 3442802.8 36
140.0616 702808.1 7
145.0648 139172.8 1
146.0594 111272.9 1
149.0157 105283.3 1
149.0384 734034.6 7
150.0104 486509.9 5
150.0463 6111828.5 65
151.0183 807578 8
151.0415 471529.8 5
151.054 3212557.8 34
152.0496 639593.4 6
152.0619 6166626 65
153.0449 169396.5 1
153.0572 1138646 12
153.0697 475523.4 5
154.0051 111395.6 1
154.0399 155774.7 1
155.0602 744108.2 7
161.0384 615515.3 6
162.0103 281809.2 3
162.0334 105352.9 1
162.0463 1717594 18
163.054 28720400 306
164.0008 2024062.1 21
164.05 3353816.8 35
164.0618 20704152 220
165.0697 36709616 391
166.065 1065115.6 11
167.0488 360896.4 3
167.0727 133883.9 1
168.0568 7721513 82
169.0646 8480056 90
170.0599 1017267.6 10
174.0463 1137601 12
175.0418 751974.2 8
175.0539 1014127.4 10
176.0495 405327.6 4
176.0619 4480631 47
177.0571 9619020 102
178.0649 7590166 80
178.0777 434148.9 4
179.0602 4287364 45
179.0725 2351633.8 25
180.0557 281635.5 3
180.0807 425649.6 4
183.0802 94481.6 1
188.0493 11026210 117
189.0445 256995.2 2
189.0572 3244977.2 34
190.0649 29519064 314
191.0727 4479651 47
192.0677 515885 5
192.0805 303847.4 3
193.052 1146938.4 12
193.0647 1264436.9 13
194.0366 125598.9 1
194.0598 1593197.9 16
196.0517 2749478.8 29
196.0758 778287.2 8
198.023 121319.8 1
199.0308 2304889 24
201.057 4151113.5 44
202.0526 280559.1 2
202.0649 2352629.8 25
203.0602 1730712.6 18
203.0727 2215148.5 23
204.0556 1382393.6 14
204.068 1542294 16
204.08 700895.6 7
205.0759 7160288.5 76
206.0837 171278.2 1
207.0677 553988.8 5
213.0339 724304.6 7
215.0601 4849579.5 51
216.0681 2316873 24
217.0758 3606265 38
218.0837 3311154.5 35
219.0916 444840.7 4
220.0755 929007.6 9
221.0471 570957.3 6
221.0709 101191.9 1
224.0258 694639.2 7
225.0347 166432.9 1
229.0763 590079.8 6
230.0712 1429085.9 15
231.079 1142281 12
232.0871 112990.2 1
239.0368 1159689.9 12
240.0442 114565.1 1
244.0865 129032.3 1
252.0446 122802.1 1
//
