ACCESSION: MSBNK-Eawag-EQ361709
RECORD_TITLE: Chlordiazepoxide; LC-ESI-QFT; MS2; CE: 180; 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 180 (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: splash10-01p9-6900000000-5d88d82867cdfbbc021d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.43
51.0229 C4H3+ 1 51.0229 -0.52
52.0182 C3H2N+ 1 52.0182 0.28
53.0021 C3HO+ 1 53.0022 -1.72
53.0386 C4H5+ 1 53.0386 -0.5
53.9974 C2NO+ 1 53.9974 0
55.0178 C3H3O+ 1 55.0178 -0.57
55.029 C2H3N2+ 1 55.0291 -0.81
57.0447 C2H5N2+ 1 57.0447 -0.78
60.9839 C2H2Cl+ 1 60.984 -0.23
61.0072 C5H+ 1 61.0073 -1.09
61.9791 CHClN+ 1 61.9792 -1.5
62.015 C5H2+ 1 62.0151 -1.15
63.0229 C5H3+ 1 63.0229 -1.06
64.018 C4H2N+ 1 64.0182 -2.43
64.0307 C5H4+ 1 64.0308 -0.65
65.0021 C4HO+ 1 65.0022 -2.02
65.0385 C5H5+ 1 65.0386 -1.33
66.0464 C5H6+ 1 66.0464 -0.78
72.9838 C3H2Cl+ 1 72.984 -1.56
74.015 C6H2+ 1 74.0151 -1.64
75.0228 C6H3+ 1 75.0229 -1.69
76.018 C5H2N+ 1 76.0182 -1.91
76.0306 C6H4+ 1 76.0308 -1.99
77.0384 C6H5+ 1 77.0386 -1.77
78.0337 C5H4N+ 1 78.0338 -1.22
78.0463 C6H6+ 1 78.0464 -1.3
81.0334 C5H5O+ 1 81.0335 -0.63
84.9839 C4H2Cl+ 1 84.984 -1.11
86.0149 C7H2+ 1 86.0151 -1.88
86.9995 C4H4Cl+ 1 86.9996 -1.31
87.0228 C7H3+ 1 87.0229 -0.99
88.018 C6H2N+ 1 88.0182 -1.54
88.0306 C7H4+ 1 88.0308 -1.49
89.0385 C7H5+ 1 89.0386 -1.31
90.0338 C6H4N+ 1 90.0338 0.16
90.0464 C7H6+ 1 90.0464 -0.35
91.0415 C6H5N+ 1 91.0417 -1.21
91.0542 C7H7+ 1 91.0542 -0.73
92.0493 C6H6N+ 1 92.0495 -1.69
94.0412 C6H6O+ 1 94.0413 -0.92
95.049 C6H7O+ 1 95.0491 -0.96
96.0443 C5H6NO+ 1 96.0444 -1.04
96.9838 C5H2Cl+ 1 96.984 -1.38
98.015 C8H2+ 1 98.0151 -1.44
98.9995 C5H4Cl+ 1 98.9996 -0.75
99.0102 C7HN+ 1 99.0104 -1.01
99.0228 C8H3+ 1 99.0229 -1.68
100.0181 C7H2N+ 1 100.0182 -1.25
101.0257 C7H3N+ 1 101.026 -2.78
102.0337 C7H4N+ 1 102.0338 -1.23
102.0463 C8H6+ 1 102.0464 -0.7
103.0415 C7H5N+ 1 103.0417 -1.27
104.0494 C7H6N+ 1 104.0495 -1.11
105.0446 C6H5N2+ 1 105.0447 -1
108.9837 C6H2Cl+ 1 108.984 -2.15
110.9995 C6H4Cl+ 1 110.9996 -0.94
113.0384 C9H5+ 1 113.0386 -1.39
114.0337 C8H4N+ 1 114.0338 -1.1
114.0464 C9H6+ 1 114.0464 -0.19
115.0541 C9H7+ 1 115.0542 -1.01
116.0493 C8H6N+ 1 116.0495 -1.25
117.0571 C8H7N+ 1 117.0573 -1.29
118.0286 C7H4NO+ 1 118.0287 -1.44
119.0491 C8H7O+ 2 119.0491 0.07
120.0442 C7H6NO+ 1 120.0444 -1.58
122.9994 C7H4Cl+ 1 122.9996 -1.25
123.9949 C6H3ClN+ 2 123.9949 0.46
124.0076 C7H5Cl+ 1 124.0074 1.13
125.0385 C10H5+ 1 125.0386 -0.77
126.0463 C10H6+ 1 126.0464 -1.04
127.0415 C9H5N+ 1 127.0417 -1.19
127.054 C10H7+ 1 127.0542 -1.47
128.0494 C9H6N+ 1 128.0495 -0.9
128.062 C10H8+ 1 128.0621 -0.48
129.0102 C6H6ClO+ 1 129.0102 0.01
129.0445 C8H5N2+ 1 129.0447 -1.97
129.0572 C9H7N+ 1 129.0573 -1.17
130.0398 C7H4N3+ 1 130.04 -1.18
135.9949 C7H3ClN+ 2 135.9949 0.34
137.0385 C11H5+ 1 137.0386 -0.27
138.0104 C7H5ClN+ 2 138.0105 -0.82
138.0462 C11H6+ 1 138.0464 -1.53
139.0056 C6H4ClN2+ 2 139.0058 -1.31
139.0541 C11H7+ 1 139.0542 -1.05
140.0493 C10H6N+ 1 140.0495 -1.11
143.049 C10H7O+ 2 143.0491 -0.92
145.0647 C10H9O+ 2 145.0648 -0.91
146.0598 C9H8NO+ 2 146.06 -1.37
148.0304 C12H4+ 1 148.0308 -2.24
149.0151 C9H6Cl+ 1 149.0153 -1.3
149.0385 C12H5+ 1 149.0386 -0.65
150.0463 C12H6+ 1 150.0464 -0.68
151.0416 C11H5N+ 1 151.0417 -0.33
151.0541 C12H7+ 1 151.0542 -1.04
152.0494 C11H6N+ 1 152.0495 -0.3
152.0619 C12H8+ 1 152.0621 -0.93
153.0444 C10H5N2+ 1 153.0447 -2.06
153.0571 C11H7N+ 1 153.0573 -1.05
153.0699 C12H9+ 1 153.0699 0.35
154.04 C9H4N3+ 1 154.04 0.04
155.0602 C10H7N2+ 1 155.0604 -1.13
161.0384 C13H5+ 1 161.0386 -0.91
162.0344 C12H4N+ 1 162.0338 3.61
162.0463 C13H6+ 1 162.0464 -0.87
163.0541 C13H7+ 1 163.0542 -1.02
164.0494 C12H6N+ 1 164.0495 -0.22
164.0618 C13H8+ 1 164.0621 -1.53
165.0697 C13H9+ 1 165.0699 -0.83
166.065 C12H8N+ 1 166.0651 -0.58
167.049 C12H7O+ 2 167.0491 -0.85
167.0728 C12H9N+ 1 167.073 -1.14
168.0568 C12H8O+ 2 168.057 -0.81
169.0646 C12H9O+ 2 169.0648 -1.07
170.06 C11H8NO+ 2 170.06 -0.18
174.0463 C14H6+ 1 174.0464 -0.3
175.0416 C13H5N+ 1 175.0417 -0.29
175.0537 C14H7+ 1 175.0542 -2.95
176.0499 C13H6N+ 1 176.0495 2.58
176.0619 C14H8+ 1 176.0621 -1.09
177.0571 C13H7N+ 1 177.0573 -0.91
178.065 C13H8N+ 1 178.0651 -0.65
179.0602 C12H7N2+ 1 179.0604 -0.75
179.0728 C13H9N+ 1 179.073 -0.84
180.0558 C11H6N3+ 1 180.0556 1.26
188.0493 C14H6N+ 1 188.0495 -1.09
189.0444 C13H5N2+ 1 189.0447 -1.88
189.0572 C14H7N+ 1 189.0573 -0.59
190.0649 C14H8N+ 1 190.0651 -1.29
191.073 C14H9N+ 1 191.073 0.05
192.0681 C13H8N2+ 1 192.0682 -0.31
193.0522 C13H7NO+ 2 193.0522 -0.03
193.065 C14H9O+ 2 193.0648 1.13
194.036 C10H9ClNO+ 1 194.0367 -3.65
194.0599 C13H8NO+ 2 194.06 -0.47
196.0517 C10H11ClNO+ 1 196.0524 -3.41
196.0753 C13H10NO+ 2 196.0757 -2.25
199.0308 C13H8Cl+ 1 199.0309 -0.42
201.0571 C15H7N+ 1 201.0573 -1
202.0523 C14H6N2+ 1 202.0525 -1.09
202.0646 C15H8N+ 1 202.0651 -2.7
203.0601 C14H7N2+ 1 203.0604 -1.25
203.0726 C15H9N+ 1 203.073 -1.73
204.0555 C13H6N3+ 1 204.0556 -0.56
204.0677 C14H8N2+ 1 204.0682 -2.3
204.0804 C15H10N+ 1 204.0808 -1.99
205.076 C14H9N2+ 1 205.076 -0.22
207.0682 C14H9NO+ 2 207.0679 1.76
212.0262 C13H7ClN+ 2 212.0262 0.13
215.0603 C15H7N2+ 1 215.0604 -0.3
216.0678 C15H8N2+ 1 216.0682 -1.66
217.0759 C15H9N2+ 1 217.076 -0.57
218.0837 C15H10N2+ 1 218.0838 -0.69
220.0753 C15H10NO+ 2 220.0757 -1.86
221.0473 C11H10ClN2O+ 1 221.0476 -1.62
230.071 C15H8N3+ 1 230.0713 -1.06
PK$NUM_PEAK: 159
PK$PEAK: m/z int. rel.int.
50.0151 4446187.5 79
51.0229 3917277.8 70
52.0182 154011.7 2
53.0021 658831.5 11
53.0386 980734.5 17
53.9974 91987.4 1
55.0178 104576.9 1
55.029 879561.7 15
57.0447 16464960 296
60.9839 94885.5 1
61.0072 1264966.5 22
61.9791 717025.4 12
62.015 5403953 97
63.0229 32218746 579
64.018 484411.8 8
64.0307 621736.7 11
65.0021 293781 5
65.0385 3394833.5 61
66.0464 447133 8
72.9838 2063772.4 37
74.015 6671078.5 119
75.0228 13610261 244
76.018 1284391.4 23
76.0306 1788522 32
77.0384 2625537 47
78.0337 285831.8 5
78.0463 592651 10
81.0334 330804.1 5
84.9839 1434153.8 25
86.0149 963720.3 17
86.9995 129768.1 2
87.0228 2576465.2 46
88.018 915206.3 16
88.0306 1268284.4 22
89.0385 55550344 999
90.0338 628927 11
90.0464 1360788.1 24
91.0415 299194.3 5
91.0542 1220815.5 21
92.0493 78019.2 1
94.0412 102953.8 1
95.049 3407813 61
96.0443 107314.5 1
96.9838 699960.1 12
98.015 1383205 24
98.9995 515604.1 9
99.0102 3744070.8 67
99.0228 1949249.5 35
100.0181 8609722 154
100.0306 569505.4375 10
101.0257 63953.9 1
102.0337 1392074.8 25
102.0463 1612568.9 28
103.0415 807454 14
104.0494 883501.4 15
105.0446 2276623.5 40
108.9837 477551.8 8
110.9995 543766.9 9
111.0228 679080.5 12
113.0384 3547699.2 63
114.0337 1847358.8 33
114.0464 376339.2 6
115.0541 12383207 222
116.0493 825267.2 14
117.0571 673227.5 12
118.0286 1098497 19
119.0491 98287.4 1
120.0442 171400.9 3
122.9994 1594171.6 28
123.9949 83362.9 1
124.0076 98035.4 1
125.0385 1605599.4 28
126.0463 3281927 59
127.0415 1186691.9 21
127.054 501068.6 9
128.0494 616522.2 11
128.062 548373.2 9
129.0102 517137.2 9
129.0445 1061773.6 19
129.0572 144232.1 2
130.0398 1231706.6 22
135.9949 89529 1
137.0385 2434232.2 43
138.0104 557407.4 10
138.0337 766843.5 13
138.0462 1239257.6 22
139.0056 1761117.8 31
139.0541 10575281 190
140.0493 4648904 83
143.049 390383.3 7
145.0647 367983.3 6
146.0598 277281.8 4
148.0304 84339 1
149.0151 125840.4 2
149.0385 1763134.2 31
150.0463 12910427 232
151.0416 921082.9 16
151.0541 2841496.5 51
152.0494 887545.1 15
152.0619 4469364 80
153.0444 280007.8 5
153.0571 730388.6 13
153.0699 105468.3 1
154.04 159282.4 2
155.0602 690021.8 12
161.0384 2301333.8 41
162.0344 538900.9 9
162.0463 3572407.2 64
163.0541 41456948 745
164.0494 4629155 83
164.0618 7581692.5 136
165.0697 6561453 117
166.065 295005.2 5
167.049 534709.5 9
167.0728 87589.4 1
168.0568 3116747.2 56
169.0646 7348102 132
170.06 868090.5 15
174.0463 2228994 40
175.0416 1965601.1 35
175.0537 676219.4 12
176.0499 554764.1 9
176.0619 2469245.5 44
177.0571 7886512.5 141
178.065 3206791.8 57
179.0602 3396798.5 61
179.0728 459161.2 8
180.0558 266001.7 4
188.0493 11962938 215
189.0444 327251.5 5
189.0572 2148917.5 38
190.0649 12159044 218
191.073 689804.9 12
192.0681 90255.5 1
193.0522 833627.5 14
193.065 673156.7 12
194.036 600466.9 10
194.0599 1783086.2 32
196.0517 1019662 18
196.0753 98979.1 1
199.0308 422499.8 7
201.0571 2227132 40
202.0523 675079 12
202.0646 585707 10
203.0601 1809071.8 32
203.0726 440355.9 7
204.0555 1437890.5 25
204.0677 700197.4 12
204.0804 77484.3 1
205.076 740366.9 13
207.0682 106939.5 1
212.0262 128261.4 2
215.0603 1637432.6 29
216.0678 792969.9 14
217.0759 741617.9 13
218.0837 432611.8 7
220.0753 276409.5 4
221.0473 277714.9 4
230.071 394417.2 7
//
