ACCESSION: MSBNK-Eawag-EQ360806
RECORD_TITLE: Nordiazepam; 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 3608
CH$NAME: Nordiazepam
CH$NAME: Nordazepam (1-Demethyldiazepam)
CH$NAME: 7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C15H11ClN2O
CH$EXACT_MASS: 270.05599
CH$SMILES: C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3
CH$IUPAC: InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
CH$LINK: CAS
1088-11-5
CH$LINK: CHEBI
111762
CH$LINK: KEGG
C07486
CH$LINK: PUBCHEM
CID:2997
CH$LINK: INCHIKEY
AKPLHCDWDRPJGD-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2890
CH$LINK: COMPTOX
DTXSID2049000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 9.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 271.0623
MS$FOCUSED_ION: PRECURSOR_M/Z 271.0633
MS$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: splash10-0006-2910000000-0a0897ca546d1bc1cb27
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0149 C4H2+ 1 50.0151 -3.23
51.0227 C4H3+ 1 51.0229 -4.64
53.0385 C4H5+ 1 53.0386 -0.88
55.0177 C3H3O+ 1 55.0178 -2.02
61.9791 CHClN+ 1 61.9792 -1.99
63.0227 C5H3+ 1 63.0229 -4.23
64.0306 C5H4+ 1 64.0308 -1.74
65.0385 C5H5+ 1 65.0386 -1.48
66.0463 C5H6+ 1 66.0464 -1.84
72.9837 C3H2Cl+ 1 72.984 -3.89
75.0227 C6H3+ 1 75.0229 -2.75
76.0305 C6H4+ 1 76.0308 -3.44
77.0384 C6H5+ 1 77.0386 -2.42
78.0336 C5H4N+ 1 78.0338 -2.38
78.0463 C6H6+ 1 78.0464 -1.81
79.0415 C5H5N+ 1 79.0417 -1.78
79.0542 C6H7+ 1 79.0542 -0.97
80.0493 C5H6N+ 1 80.0495 -2.07
81.0334 C5H5O+ 1 81.0335 -1.37
86.9995 C4H4Cl+ 1 86.9996 -1.2
89.0384 C7H5+ 1 89.0386 -1.65
90.0337 C6H4N+ 1 90.0338 -1.28
90.0463 C7H6+ 1 90.0464 -1.02
91.0541 C7H7+ 1 91.0542 -1.39
92.0255 C6H4O+ 1 92.0257 -2.13
92.0494 C6H6N+ 1 92.0495 -1.04
93.0333 C6H5O+ 1 93.0335 -1.63
94.0411 C6H6O+ 1 94.0413 -1.87
95.049 C6H7O+ 1 95.0491 -1.38
96.0442 C5H6NO+ 1 96.0444 -1.98
98.9994 C5H4Cl+ 1 98.9996 -1.66
100.0073 C5H5Cl+ 1 100.0074 -1.39
101.0026 C4H4ClN+ 2 101.0027 -0.38
102.0337 C7H4N+ 1 102.0338 -1.52
103.0415 C7H5N+ 1 103.0417 -1.46
104.0493 C7H6N+ 1 104.0495 -1.59
105.0446 C6H5N2+ 1 105.0447 -1.19
105.0572 C7H7N+ 1 105.0573 -1.24
106.0649 C7H8N+ 1 106.0651 -1.66
110.9996 C6H4Cl+ 1 110.9996 -0.4
111.9948 C5H3ClN+ 2 111.9949 -0.65
112.0073 C6H5Cl+ 1 112.0074 -1.51
113.0151 C6H6Cl+ 1 113.0153 -1.63
114.0104 C5H5ClN+ 2 114.0105 -1.08
114.0336 C8H4N+ 1 114.0338 -2.42
115.0416 C8H5N+ 1 115.0417 -0.09
116.0493 C8H6N+ 1 116.0495 -1.43
117.0571 C8H7N+ 1 117.0573 -1.71
118.0648 C8H8N+ 1 118.0651 -2.5
120.0442 C7H6NO+ 1 120.0444 -1.33
122.9994 C7H4Cl+ 1 122.9996 -1.58
123.9948 C6H3ClN+ 2 123.9949 -0.51
124.0072 C7H5Cl+ 1 124.0074 -1.85
125.0026 C6H4ClN+ 2 125.0027 -0.47
125.015 C7H6Cl+ 1 125.0153 -1.87
126.0102 C9H2O+ 2 126.01 1.3
127.0182 C6H6ClN+ 2 127.0183 -1.32
129.0099 C6H6ClO+ 1 129.0102 -1.85
129.0445 C8H5N2+ 1 129.0447 -1.59
130.0053 C5H5ClNO+ 1 130.0054 -0.98
130.0398 C7H4N3+ 1 130.04 -1.18
130.0524 C8H6N2+ 1 130.0525 -1.07
131.0602 C8H7N2+ 1 131.0604 -1.33
132.0443 C8H6NO+ 2 132.0444 -1.06
132.0679 C8H8N2+ 1 132.0682 -1.89
133.052 C8H7NO+ 2 133.0522 -1.32
134.0598 C8H8NO+ 1 134.06 -1.64
137.0027 C7H4ClN+ 2 137.0027 0.01
138.0104 C7H5ClN+ 2 138.0105 -1.04
139.0056 C6H4ClN2+ 2 139.0058 -1.17
140.0259 C7H7ClN+ 2 140.0262 -1.45
144.044 C9H6NO+ 1 144.0444 -2.99
147.0548 C8H7N2O+ 1 147.0553 -2.99
148.0628 C8H8N2O+ 1 148.0631 -1.99
150.0103 C8H5ClN+ 2 150.0105 -1.35
151.0182 C8H6ClN+ 2 151.0183 -0.78
151.054 C12H7+ 1 151.0542 -1.37
152.0619 C12H8+ 1 152.0621 -1.19
153.0696 C12H9+ 1 153.0699 -1.55
154.0645 C11H8N+ 1 154.0651 -4.06
155.0729 C11H9N+ 1 155.073 -0.07
156.0806 C11H10N+ 1 156.0808 -0.93
157.0395 C9H5N2O+ 1 157.0396 -1.01
157.0508 C8H5N4+ 1 157.0509 -0.53
158.0473 C9H6N2O+ 1 158.0475 -1.04
162.0422 C8H6N2O2+ 2 162.0424 -1.35
163.0056 C8H4ClN2+ 2 163.0058 -1
163.054 C13H7+ 1 163.0542 -1.39
164.0011 C10N2O+ 1 164.0005 3.51
164.0618 C13H8+ 1 164.0621 -1.35
165.0212 C8H6ClN2+ 2 165.0214 -1.04
165.0697 C13H9+ 1 165.0699 -1.07
166.0052 C8H5ClNO+ 1 166.0054 -1.19
166.029 C8H7ClN2+ 2 166.0292 -1.19
166.0648 C12H8N+ 1 166.0651 -1.96
166.0775 C13H10+ 1 166.0777 -1.15
167.0727 C12H9N+ 1 167.073 -1.62
168.0568 C12H8O+ 2 168.057 -0.93
168.0806 C12H10N+ 1 168.0808 -1.22
169.0645 C12H9O+ 2 169.0648 -1.66
177.0571 C13H7N+ 1 177.0573 -1.25
177.9927 C8H3ClN2O+ 1 177.9928 -0.63
178.0649 C13H8N+ 1 178.0651 -1.21
179.0609 C12H7N2+ 1 179.0604 2.99
179.0727 C13H9N+ 1 179.073 -1.34
180.0805 C13H10N+ 1 180.0808 -1.42
181.0762 C12H9N2+ 1 181.076 0.75
181.0883 C13H11N+ 1 181.0886 -1.72
182.0838 C12H10N2+ 1 182.0838 -0.38
189.0569 C14H7N+ 1 189.0573 -2.28
190.0649 C14H8N+ 1 190.0651 -1.45
191.0727 C14H9N+ 1 191.073 -1.47
192.0684 C13H8N2+ 1 192.0682 1.2
192.0805 C14H10N+ 1 192.0808 -1.38
193.0161 C9H6ClN2O+ 1 193.0163 -1.07
193.0758 C13H9N2+ 1 193.076 -1.37
193.0883 C14H11N+ 1 193.0886 -1.56
194.0838 C13H10N2+ 1 194.0838 -0.1
196.0756 C13H10NO+ 1 196.0757 -0.56
199.0306 C13H8Cl+ 1 199.0309 -1.48
205.0759 C14H9N2+ 1 205.076 -0.75
206.0602 C14H8NO+ 2 206.06 0.58
206.0837 C14H10N2+ 1 206.0838 -0.87
207.0915 C14H11N2+ 1 207.0917 -0.99
208.0993 C14H12N2+ 1 208.0995 -1.01
209.083 C14H11NO+ 1 209.0835 -2.27
213.0341 C13H8ClN+ 1 213.034 0.57
214.0416 C13H9ClN+ 1 214.0418 -1.18
216.0573 C13H11ClN+ 1 216.0575 -0.76
216.0672 C15H8N2+ 1 216.0682 -4.49
217.0758 C15H9N2+ 1 217.076 -0.85
218.0836 C15H10N2+ 1 218.0838 -0.96
219.0676 C15H9NO+ 2 219.0679 -1.39
224.0256 C14H7ClN+ 1 224.0262 -2.34
225.0331 C14H8ClN+ 1 225.034 -4.13
226.0414 C14H9ClN+ 1 226.0418 -1.56
227.0493 C14H10ClN+ 1 227.0496 -1.4
228.0442 C13H9ClN2+ 1 228.0449 -3.01
235.0862 C15H11N2O+ 1 235.0866 -1.66
240.0445 C14H9ClN2+ 1 240.0449 -1.49
241.0524 C14H10ClN2+ 1 241.0527 -1.21
242.0365 C14H9ClNO+ 1 242.0367 -0.74
242.0602 C14H11ClN2+ 1 242.0605 -1.48
243.0677 C14H12ClN2+ 1 243.0684 -2.73
252.0446 C15H9ClN2+ 1 252.0449 -1.26
271.0625 C15H12ClN2O+ 1 271.0633 -2.79
PK$NUM_PEAK: 147
PK$PEAK: m/z int. rel.int.
50.0149 640137.6 5
51.0227 839523.1 7
53.0385 4428293 37
55.0177 192836.9 1
61.9791 374137 3
63.0227 772796.7 6
64.0306 642919.1 5
65.0385 10156751 84
66.0463 150003.8 1
72.9837 348505.7 2
75.0227 1217547.5 10
76.0305 361656.3 3
77.0384 10171185 85
78.0336 983949.5 8
78.0463 4108201.2 34
79.0415 2448495 20
79.0542 1289396 10
80.0493 899343.6 7
81.0334 695162.2 5
86.9995 936192.2 7
89.0384 9309856 77
90.0337 371378.8 3
90.0463 2847773.5 23
91.0541 73716608 616
92.0255 126399.8 1
92.0494 878281.8 7
93.0333 444520.1 3
94.0411 652242.2 5
95.049 15027786 125
96.0442 1098348.6 9
98.9994 873918.8 7
100.0073 663644.1 5
101.0026 168403.3 1
102.0337 1617790.4 13
103.0415 8798067 73
104.0493 53096760 444
105.0446 9524488 79
105.0572 30071838 251
106.0649 816657.2 6
110.9996 745293.5 6
111.9948 541043.2 4
112.0073 665105.4 5
113.0151 19182840 160
114.0104 1674775.8 14
114.0336 650302.9 5
115.0416 181966.8 1
116.0493 19272210 161
117.0571 4877713 40
118.0648 619751.5 5
120.0442 1963522.9 16
122.9994 4403168 36
123.9948 2808594 23
124.0072 400510.9 3
125.0026 180096.6 1
125.015 142131.6 1
126.0102 438814.5 3
127.0182 12272676 102
129.0099 2708655.8 22
129.0445 9705815 81
130.0053 2091375.8 17
130.0398 8373805 70
130.0524 15370927 128
131.0602 3436733.5 28
132.0443 184320 1
132.0679 131749 1
133.052 2033408.1 17
134.0598 368949.7 3
137.0027 728022.6 6
138.0104 38439856 321
139.0056 7724214 64
140.0259 119437584 999
144.044 157323.2 1
147.0548 393047.6 3
148.0628 391666.5 3
150.0103 5554391 46
151.0182 668798.4 5
151.054 1073261.5 8
152.0619 4382497 36
153.0696 1633384.5 13
154.0645 184652 1
155.0729 170910.5 1
156.0806 853897.6 7
157.0395 218645.9 1
157.0508 622433.6 5
158.0473 7982321.5 66
162.0422 186382.4 1
163.0056 3586465.2 29
163.054 1274661.4 10
164.0011 796690.8 6
164.0618 4803147 40
165.0212 54634564 456
165.0697 7068806.5 59
166.0052 5507178.5 46
166.029 523781.9 4
166.0648 613931.4 5
166.0775 585876.2 4
167.0727 1084103.1 9
168.0568 1790442.2 14
168.0806 138653.2 1
169.0645 1275718.5 10
177.0571 870101.8 7
177.9927 1010240.6 8
178.0649 2696218.2 22
179.0609 984772.4 8
179.0727 7719518 64
180.0805 35083988 293
181.0762 293208 2
181.0883 3824524.8 31
182.0838 879395.8 7
189.0569 152327.2 1
190.0649 30796620 257
191.0727 20660558 172
192.0684 700402 5
192.0805 5141785 43
193.0161 508787.2 4
193.0758 3373100.8 28
193.0883 4741164 39
194.0838 129049.4 1
196.0756 343280.1 2
199.0306 6799755 56
205.0759 1879000.6 15
206.0602 986834.8 8
206.0837 12042707 100
207.0685 2243435.75 18
207.0915 37631348 314
208.0993 37491632 313
209.083 429119.8 3
213.0341 175944.1 1
214.0416 9647968 80
216.0573 635421.8 5
216.0672 179708.5 1
217.0758 3129238.8 26
218.0836 3467333 29
219.0676 1724668.6 14
224.0256 639528.1 5
225.0331 671966.4 5
226.0414 4266143 35
227.0493 3081656 25
228.0442 191905.2 1
235.0862 1813759 15
240.0445 214502.8 1
241.0524 12110682 101
242.0365 138255.1 1
242.0602 1102822.6 9
243.0677 155511.7 1
252.0446 544874.5 4
271.0625 123257.7 1
//
