ACCESSION: MSBNK-Eawag-EQ01074808
RECORD_TITLE: Pyrimethamine; LC-ESI-QFT; MS2; CE: 150%; R=15000; [M+H]+
DATE: 2024.06.14
AUTHORS: F. Jud [dtc], K. Arturi [dtc], J. Hollender [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 10748
CH$NAME: Pyrimethamine
CH$NAME: 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C12H13ClN4
CH$EXACT_MASS: 248.0828741
CH$SMILES: CCC1=NC(N)=NC(N)=C1C1=CC=C(Cl)C=C1
CH$IUPAC: InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
CH$LINK: CAS 58-14-0
CH$LINK: CHEBI 8673
CH$LINK: KEGG C07391
CH$LINK: PUBCHEM CID:4993
CH$LINK: INCHIKEY WKSAUQYGYAYLPV-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 4819
AC$INSTRUMENT: Q Exactive Plus
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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-270
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 5.158 min
MS$FOCUSED_ION: BASE_PEAK 249.0903
MS$FOCUSED_ION: PRECURSOR_M/Z 249.0902
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 1238556926.84
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.15.1.1
PK$SPLASH: splash10-056r-2900000000-df03b686a65d98f6154f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0152 C4H2+ 1 50.0151 2.63
  51.0229 C4H3+ 1 51.0229 0.22
  62.015 C5H2+ 1 62.0151 -0.93
  63.0228 C5H3+ 1 63.0229 -1.26
  65.0386 C5H5+ 1 65.0386 -0.36
  66.0464 C5H6+ 1 66.0464 0.42
  67.0291 C3H3N2+ 1 67.0291 1.02
  68.0244 C2H2N3+ 1 68.0243 0.79
  72.9839 C3H2Cl+ 1 72.984 -0.64
  74.015 C6H2+ 1 74.0151 -1.03
  75.0229 C6H3+ 1 75.0229 -0.38
  76.0307 C6H4+ 1 76.0308 -1.03
  77.0386 C6H5+ 1 77.0386 -0.3
  78.0465 C6H6+ 1 78.0464 1.46
  89.0386 C7H5+ 1 89.0386 -0.27
  90.0466 C7H6+ 1 90.0464 1.96
  91.0541 C7H7+ 1 91.0542 -0.87
  95.0492 C3H10ClN+ 1 95.0496 -4.9
  98.0152 C8H2+ 1 98.0151 1.1
  98.9997 C5H4Cl+ 1 98.9996 0.67
  99.0104 C7HN+ 1 99.0104 0.94
  99.023 C8H3+ 1 99.0229 0.45
  100.0182 C7H2N+ 1 100.0182 0.52
  101.0386 C8H5+ 1 101.0386 0.69
  102.0464 C8H6+ 1 102.0464 -0.09
  103.0417 C7H5N+ 1 103.0417 0.65
  103.0544 C8H7+ 1 103.0542 1.37
  105.0448 C6H5N2+ 1 105.0447 1.06
  110.9996 C6H4Cl+ 1 110.9996 -0.01
  113.0385 C9H5+ 1 113.0386 -1.05
  114.0339 C8H4N+ 1 114.0338 0.57
  114.0464 C9H6+ 1 114.0464 -0.26
  115.0543 C9H7+ 1 115.0542 0.39
  116.0497 C8H6N+ 1 116.0495 1.64
  117.0572 C8H7N+ 1 117.0573 -0.49
  119.0494 C5H10ClN+ 1 119.0496 -1.94
  122.9999 C7H4Cl+ 1 122.9996 2.33
  125.0155 C7H6Cl+ 1 125.0153 1.99
  125.0387 C10H5+ 1 125.0386 1.26
  126.0342 C9H4N+ 1 126.0338 2.64
  126.0464 C10H6+ 1 126.0464 0.19
  127.0417 C9H5N+ 1 127.0417 0.77
  127.0543 C10H7+ 1 127.0542 0.57
  128.0498 C9H6N+ 1 128.0495 2.52
  128.0621 C10H8+ 1 128.0621 0.11
  129.0572 C9H7N+ 1 129.0573 -0.67
  129.07 C10H9+ 1 129.0699 1.2
  131.0605 C8H7N2+ 1 131.0604 1.02
  139.0056 C6H4ClN2+ 1 139.0058 -0.93
  140.0495 C10H6N+ 1 140.0495 0
  144.0446 C6H9ClN2+ 1 144.0449 -1.85
  145.065 C7H12ClN+ 1 145.0653 -2.05
  146.06 C6H11ClN2+ 1 146.0605 -3.35
  149.0154 C9H6Cl+ 1 149.0153 1.03
  153.0572 C11H7N+ 1 153.0573 -0.83
  154.0526 C10H6N2+ 1 154.0525 0.2
  154.0653 C11H8N+ 1 154.0651 1.08
  155.0604 C10H7N2+ 1 155.0604 0.12
  156.0682 C10H8N2+ 1 156.0682 -0.15
  161.0027 C9H4ClN+ 1 161.0027 0.44
  162.0104 C9H5ClN+ 1 162.0105 -0.68
  164.0262 C9H7ClN+ 1 164.0262 0.02
  170.0602 C8H11ClN2+ 1 170.0605 -1.94
  174.0105 C10H5ClN+ 1 174.0105 -0.02
  180.0555 C11H6N3+ 1 180.0556 -0.52
  181.0636 C11H7N3+ 1 181.0634 0.76
  189.0212 C10H6ClN2+ 1 189.0214 -0.82
  190.0417 C11H9ClN+ 1 190.0418 -0.56
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
  50.0152 1594538.6 40
  51.0229 4996494.5 128
  62.015 720859.2 18
  63.0228 1888707.2 48
  65.0386 854714.2 21
  66.0464 746087.2 19
  67.0291 549582.8 14
  68.0244 1239403.1 31
  72.9839 739924.2 18
  74.015 2717380.2 69
  75.0229 16960294 435
  76.0307 1182660.2 30
  77.0386 1991739.9 51
  78.0465 4747667 121
  89.0386 8712709 223
  90.0466 4605375.5 118
  91.0541 900991.1 23
  95.0492 10138962 260
  98.0152 976959.5 25
  98.9997 1702156.5 43
  99.0104 743774.2 19
  99.023 3542237.8 90
  100.0182 2190883.5 56
  101.0386 962361.8 24
  102.0464 14537340 373
  103.0417 680728 17
  103.0544 3541787.5 90
  105.0448 2503514.8 64
  110.9996 1673595.6 42
  113.0385 3396174.5 87
  114.0339 3619641.5 92
  114.0464 761102.4 19
  115.0543 10486996 269
  116.0497 2227130.2 57
  117.0572 3440927.2 88
  119.0494 2063831.8 52
  122.9999 4578345 117
  125.0155 2012132.5 51
  125.0387 715383.2 18
  126.0342 3116971.5 80
  126.0464 7986506 205
  127.0417 14558536 373
  127.0543 8372628 214
  128.0498 4402631.5 113
  128.0621 38910676 999
  129.0572 4614563.5 118
  129.07 485072.6 12
  131.0605 574762.5 14
  139.0056 3556097.5 91
  140.0495 7614208 195
  144.0446 2142528 55
  145.065 8392323 215
  146.06 1518266.9 38
  149.0154 1663096.9 42
  153.0572 1858922.2 47
  154.0526 6480280.5 166
  154.0653 6669740 171
  155.0604 32989996 846
  156.0682 8778464 225
  161.0027 10713941 275
  162.0104 3859305.5 99
  164.0262 2992711.2 76
  170.0602 1989195.8 51
  174.0105 7192029.5 184
  180.0555 1751877.2 44
  181.0636 2903866.2 74
  189.0212 5184952.5 133
  190.0417 596944.4 15
//
