ACCESSION: MSBNK-Athens_Univ-AU163105
RECORD_TITLE: Flurazepam; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2016.02.22
AUTHORS: Nikiforos Alygizakis, Reza Aalizadeh, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1631
CH$NAME: Flurazepam
CH$NAME: 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H23ClFN3O
CH$EXACT_MASS: 387.1513683
CH$SMILES: CCN(CC)CCN1c2ccc(cc2C(=NCC1=O)c3ccccc3F)Cl
CH$IUPAC: InChI=1S/C21H23ClFN3O/c1-3-25(4-2)11-12-26-19-10-9-15(22)13-17(19)21(24-14-20(26)27)16-7-5-6-8-18(16)23/h5-10,13H,3-4,11-12,14H2,1-2H3
CH$LINK: CAS
17617-23-1
CH$LINK: KEGG
D00329
CH$LINK: PUBCHEM
CID:3393
CH$LINK: INCHIKEY
SAADBVWGJQAEFS-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3276
CH$LINK: COMPTOX
DTXSID1023071
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.868 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 388.1624
MS$FOCUSED_ION: PRECURSOR_M/Z 388.1586
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-014i-0392000000-706f2398b20890152e43
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0462 C7H6F+ 1 109.0448 12.63
117.0591 C2H11ClFN2+ 3 117.0589 1.67
122.0407 C7H5FN+ 1 122.0401 5.33
123.0003 C4H5ClFO+ 4 123.0007 -3.86
123.0246 C4H7ClFN+ 4 123.0246 0.71
125.0159 C4H7ClFO+ 5 125.0164 -3.92
127.0137 C4H7[37]ClFO+ 1 127.014 -2.29
130.066 C6H9FNO+ 3 130.0663 -2.34
131.0736 C6H10FNO+ 3 131.0741 -3.74
132.077 C5[13]CH10FNO+ 1 132.078 -7.77
133.0456 C9H6F+ 1 133.0448 6.35
134.0408 C8H5FN+ 1 134.0401 5.67
135.0459 C7[13]CH5FN+ 1 135.044 14.37
138.0114 C4H6ClFNO+ 5 138.0116 -1.94
140.0081 C4H6[37]ClFNO+ 1 140.0092 -7.88
143.118 C7H15N2O+ 4 143.1179 0.9
144.0457 C3H10ClFN2O+ 3 144.046 -2.12
149.0228 C11H3N+ 1 149.026 -21.5
150.0113 C5H6ClFNO+ 5 150.0116 -2.1
150.0349 C8H5FNO+ 3 150.035 -0.54
150.0725 C9H9FN+ 1 150.0714 7.59
151.0184 C8H6ClN+ 5 151.0183 0.7
152.0088 C5H6[37]ClFNO+ 1 152.0092 -3.08
152.0269 C5H8ClFNO+ 5 152.0273 -2.61
153.0195 C8H6[37]ClN+ 1 153.0159 23.36
155.0613 C7H8FN2O+ 5 155.0615 -1.16
156.0681 C10H8N2+ 5 156.0682 -0.41
159.0696 C4H13ClFN2O+ 3 159.0695 0.76
162.0357 C6H8ClFN2+ 3 162.0355 1.25
163.0066 C5H5ClFN2O+ 3 163.0069 -1.54
163.0381 C5[13]CH8ClFN2+ 1 163.0394 -7.94
164.027 C6H8ClFNO+ 5 164.0273 -1.82
166.0058 C8H5ClNO+ 3 166.0054 2.4
166.0241 C6H8[37]ClFNO+ 1 166.0249 -4.52
166.0431 C6H10ClFNO+ 5 166.0429 0.74
168.0224 C8H7ClNO+ 3 168.0211 8.09
168.0401 C6H10[37]ClFNO+ 1 168.0405 -2.77
177.0236 C6H7ClFN2O+ 3 177.0225 5.79
177.0593 C7H11ClFN2+ 3 177.0589 1.98
178.0077 C12HFN+ 3 178.0088 -6.13
178.0294 C9H7ClN2+ 3 178.0292 1.08
179.0378 C6H9ClFN2O+ 3 179.0382 -2.01
180.0231 C12H3FN+ 3 180.0244 -7.07
181.0189 C11H2FN2+ 3 181.0197 -4.4
182.0532 C13H7F+ 3 182.0526 2.94
183.0622 C13H8F+ 1 183.0605 9.77
184.0691 C13H9F+ 3 184.0683 4.21
185.072 C12[13]CH9F+ 1 185.0722 -1.24
189.0231 C7H7ClFN2O+ 3 189.0225 2.99
191.0193 C7H7[37]ClFN2O+ 1 191.0201 -4.25
191.0382 C7H9ClFN2O+ 3 191.0382 0.05
193.0332 C7H9[37]ClFN2O+ 1 193.0358 -13.34
194.0379 C10H9ClNO+ 3 194.0367 5.9
196.034 C10H9[37]ClNO+ 1 196.0343 -1.73
196.0677 C14H9F+ 5 196.0683 -2.79
199.0322 C10H9ClFO+ 5 199.032 0.56
204.0825 C9H14ClFN2+ 3 204.0824 0.34
205.0902 C9H15ClFN2+ 3 205.0902 -0.23
206.0969 C15H12N+ 3 206.0964 2.16
208.0573 C14H7FN+ 2 208.0557 7.75
209.0653 C14H8FN+ 2 209.0635 8.24
210.0699 C13[13]CH8FN+ 1 210.0674 11.85
211.0806 C14H10FN+ 2 211.0792 6.94
212.0838 C13[13]CH10FN+ 1 212.0831 3.58
214.0434 C10H10ClFNO+ 5 214.0429 1.9
216.0703 C14H13Cl+ 5 216.07 1.08
217.0229 C13H7ClF+ 3 217.0215 6.66
217.0733 C13[13]CH13Cl+ 1 217.0739 -3.07
217.0888 C16H11N+ 3 217.0886 0.98
219.0202 C13H7[37]ClF+ 1 219.0191 5.02
222.0733 C15H9FN+ 3 222.0714 8.99
223.0803 C15H10FN+ 2 223.0792 5.24
224.0525 C11H10ClFN2+ 3 224.0511 6
224.0886 C15H11FN+ 2 224.087 7.25
225.0963 C15H12FN+ 2 225.0948 6.73
226.1 C14[13]CH12FN+ 1 226.0987 5.4
231.0267 C13H7ClFN+ 5 231.0246 9.11
232.0324 C13H8ClFN+ 5 232.0324 -0.09
232.1011 C10H16ClFN3+ 5 232.1011 -0.25
235.0691 C14H13ClF+ 4 235.0684 2.66
236.0762 C14H14ClF+ 4 236.0763 -0.18
237.0807 C13[13]CH14ClF+ 1 237.0802 2.41
238.0701 C12H12ClFN2+ 4 238.0668 13.93
238.099 C13H17ClNO+ 3 238.0993 -1.22
239.0386 C11H9ClFN2O+ 3 239.0382 1.71
240.0598 C12H12ClFNO+ 5 240.0586 4.92
244.0342 C14H8ClFN+ 5 244.0324 7.63
245.0409 C14H9ClFN+ 5 245.0402 2.78
246.0318 C14H8[37]ClFN+ 1 246.03 7.45
247.0384 C19H5N+ 3 247.0417 -12.98
248.0435 C18[13]CH5N+ 1 248.0456 -8.42
251.0389 C12H9ClFN2O+ 3 251.0382 2.93
251.1007 C15H17ClF+ 4 251.0997 3.96
252.0444 C18H6NO+ 3 252.0444 0.02
252.0835 C13H14ClFN2+ 4 252.0824 4.4
252.1065 C16H13FN2+ 3 252.1057 3.01
253.0367 C12H9[37]ClFN2O+ 1 253.0358 3.46
253.055 C12H11ClFN2O+ 3 253.0538 4.38
253.0911 C13H15ClFN2+ 3 253.0902 3.42
254.0941 C12[13]CH15ClFN2+ 1 254.0941 -0.19
257.0328 C13H8ClN3O+ 5 257.035 -8.73
258.0501 C15H10ClFN+ 5 258.048 7.82
259.0563 C15H11ClFN+ 5 259.0559 1.63
260.0646 C15H12ClFN+ 6 260.0637 3.71
260.0967 C16H17ClO+ 5 260.0962 1.59
261.0193 C19H3NO+ 4 261.0209 -6.16
261.0542 C15H11[37]ClFN+ 1 261.0535 2.67
261.1019 C17H13N2O+ 5 261.1022 -1.13
262.0626 C20H8N+ 3 262.0651 -9.74
263.0662 C19[13]CH8N+ 1 263.069 -10.92
265.0781 C18H14Cl+ 5 265.0779 1.02
267.0352 C18H4FN2+ 3 267.0353 -0.55
267.0702 C13H13ClFN2O+ 3 267.0695 2.79
269.0679 C13H13[37]ClFN2O+ 1 269.0671 3.16
270.0381 C15H8ClFN2+ 4 270.0355 9.71
271.0454 C15H9ClFN2+ 4 271.0433 7.72
272.0296 C15H8ClFNO+ 5 272.0273 8.6
273.0414 C20H5N2+ 6 273.0447 -12.34
273.0562 C21H7N+ 3 273.0573 -4.13
274.0264 C20H4NO+ 4 274.0287 -8.62
274.047 C19[13]CH5N2+ 1 274.0486 -6.04
274.061 C20[13]CH7N+ 1 274.0612 -0.89
275.031 C19[13]CH4NO+ 1 275.0326 -6.05
279.0952 C16H17ClFO+ 5 279.0946 1.92
280.1031 C16H18ClFO+ 5 280.1025 2.21
281.1057 C15[13]CH18ClFO+ 1 281.1064 -2.28
285.0606 C16H11ClFN2+ 3 285.0589 5.75
286.0645 C15[13]CH11ClFN2+ 1 286.0628 5.7
287.0533 C16H11ClFNO+ 5 287.0508 8.7
287.076 C16H13ClFN2+ 3 287.0746 5.09
288.0581 C16H12ClFNO+ 4 288.0586 -1.77
289.0534 C15H11ClFN2O+ 3 289.0538 -1.5
290.058 C14[13]CH11ClFN2O+ 1 290.0577 0.92
291.0531 C15H11[37]ClFN2O+ 1 291.0514 5.67
295.0656 C20H8FN2+ 3 295.0666 -3.54
296.0691 C19[13]CH8FN2+ 1 296.0705 -4.63
315.0723 C17H13ClFN2O+ 2 315.0695 8.86
316.0755 C20H13ClN2+ 2 316.0762 -2.25
317.0695 C19H12ClN3+ 3 317.0714 -6.2
318.0731 C18[13]CH12ClN3+ 1 318.0753 -6.99
PK$NUM_PEAK: 140
PK$PEAK: m/z int. rel.int.
109.0462 1996 14
117.0591 992 7
122.0407 1856 13
123.0003 748 5
123.0246 3372 23
125.0159 10752 76
127.0137 2756 19
130.066 24872 176
131.0736 26520 188
132.077 2408 17
133.0456 1396 9
134.0408 52480 372
135.0459 5952 42
138.0114 2952 20
140.0081 784 5
143.118 960 6
144.0457 2244 15
149.0228 1012 7
150.0113 11912 84
150.0349 736 5
150.0725 896 6
151.0184 3500 24
152.0088 3396 24
152.0269 2700 19
153.0195 1556 11
155.0613 784 5
156.0681 792 5
159.0696 1492 10
162.0357 13376 94
163.0066 1772 12
163.0381 1412 10
164.027 8600 61
166.0058 2124 15
166.0241 2484 17
166.0431 12476 88
168.0224 1476 10
168.0401 3452 24
177.0236 1184 8
177.0593 828 5
178.0077 760 5
178.0294 804 5
179.0378 1308 9
180.0231 1132 8
181.0189 876 6
182.0532 892 6
183.0622 11128 79
184.0691 15388 109
185.072 2308 16
189.0231 5164 36
191.0193 1436 10
191.0382 6116 43
193.0332 2812 19
194.0379 2156 15
196.034 724 5
196.0677 1012 7
199.0322 828 5
204.0825 1460 10
205.0902 804 5
206.0969 804 5
208.0573 2048 14
209.0653 21224 150
210.0699 3516 24
211.0806 9096 64
212.0838 1360 9
214.0434 1212 8
216.0703 6420 45
217.0229 12064 85
217.0733 768 5
217.0888 1668 11
219.0202 2828 20
222.0733 5156 36
223.0803 9312 66
224.0525 1636 11
224.0886 28604 203
225.0963 74064 526
226.1 10016 71
231.0267 1468 10
232.0324 1304 9
232.1011 1368 9
235.0691 5560 39
236.0762 34644 246
237.0807 6404 45
238.0701 852 6
238.099 1184 8
239.0386 1312 9
240.0598 1980 14
244.0342 47804 339
245.0409 25572 181
246.0318 14368 102
247.0384 5948 42
248.0435 1232 8
251.0389 3404 24
251.1007 6092 43
252.0444 2016 14
252.0835 11924 84
252.1065 3324 23
253.0367 1100 7
253.055 1356 9
253.0911 21776 154
254.0941 3420 24
257.0328 1936 13
258.0501 31040 220
259.0563 42740 303
260.0646 31272 222
260.0967 2444 17
261.0193 784 5
261.0542 9268 65
261.1019 1304 9
262.0626 7840 55
263.0662 720 5
265.0781 1012 7
267.0352 1572 11
267.0702 3872 27
269.0679 1452 10
270.0381 5016 35
271.0454 43304 307
272.0296 25528 181
273.0414 13128 93
273.0562 8908 63
274.0264 7696 54
274.047 2784 19
274.061 3164 22
275.031 1084 7
279.0952 2364 16
280.1031 3804 27
281.1057 752 5
285.0606 20988 149
286.0645 4476 31
287.0533 54908 389
287.076 13052 92
288.0581 17496 124
289.0534 22772 161
290.058 4840 34
291.0531 2840 20
295.0656 4512 32
296.0691 1408 9
315.0723 140660 999
316.0755 28104 199
317.0695 40028 284
318.0731 4184 29
//
