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N-Hydroxylamines for Peptide Synthesis

Hydroxylamines, Oximes and Hydroxamic Acids (2010)

  1. Ramon Subirós-Funosas1,3,
  2. Fernando Albericio1,2,3,
  3. Ayman El-Faham4

Published Online: 15 NOV 2010

DOI: 10.1002/9780470682531.pat0509

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Subirós-Funosas, R., Albericio, F. and El-Faham, A. 2010. N-Hydroxylamines for Peptide Synthesis. Patai's Chemistry of Functional Groups. .

Author Information

  1. 1

    Barcelona Science Park, Institute for Research in Biomedicine, Barcelona, Spain

  2. 2

    Barcelona Science Park, CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona, Spain

  3. 3

    University of Barcelona, Department of Organic Chemistry, Barcelona, Spain

  4. 4

    Alexandria University, Faculty of Science, Department of Chemistry, Alexandria, Ibrahimia, Egypt

Publication History

  1. Published Online: 15 NOV 2010

Chemistry Terms

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Abstract

peptide-coupling reactions have significantly advanced in accord with the development of new N-hydroxylamines as additives used in peptide synthsis, which has been covered in a number of valuable reviews. In this Chapter we focus on the development of the N-hydroxylamines as additives for peptide synthesis, properties, synthesis, general comparison between different N-hydroxylamines, their uses in the synthesis of phosphonium, uronium/iminium salts , active esters, phosphate and sulfonate coupling reagents, polymer bond N-hydroxylamines, as well as their applications in peptide synthesis.

Keywords:

  • Additives;
  • carbodiimide;
  • phosphonium salts;
  • uronium salts;
  • iminium salts;
  • phosphate;
  • sulfonate;
  • coupling reagents;
  • peptide synthesis

Featured Compounds

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  1. 1 - 250
Compound 208
Molecular Weight:443.2687
Molecular Formula:C11H21F6N7OP2
InChIKey:RQBNNDQCKMIUQJ-UHFFFAOYSA-N
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Compound 304
Molecular Weight:271.2096
Molecular Formula:C10H14N3O4P
InChIKey:QPMRSBCCSSENON-UHFFFAOYSA-N
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Compound 197
Molecular Weight:442.2806
Molecular Formula:C12H22F6N6OP2
InChIKey:MGEVGECQZUIPSV-UHFFFAOYSA-N
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Compound 196
Molecular Weight:388.069
Molecular Formula:C6H18BrF6N3P2
InChIKey:XELPBWPBGHCIKX-UHFFFAOYSA-N
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Compound 105
Molecular Weight:203.1214
Molecular Formula:C7H4F3N3O
InChIKey:DGIBHCWBCOAPDN-UHFFFAOYSA-N
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Compound 99
Molecular Weight:169.568
Molecular Formula:C6H4ClN3O
InChIKey:TZCYLJGNWDVJRA-UHFFFAOYSA-N
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Compound 195
Molecular Weight:343.618
Molecular Formula:C6H18ClF6N3P2
InChIKey:AZHAFESUUSSUFA-UHFFFAOYSA-N
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Compound 173
Molecular Weight:206.3272
Molecular Formula:C13H22N2
InChIKey:QOSSAOTZNIDXMA-UHFFFAOYSA-N
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Compound 310
Molecular Weight:299.2197
Molecular Formula:C11H14N3O5P
InChIKey:AJDPNPAGZMZOMN-UHFFFAOYSA-N
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Compound 174
Molecular Weight:126.1995
Molecular Formula:C7H14N2
InChIKey:BDNKZNFMNDZQMI-UHFFFAOYSA-N
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Compound 323
Molecular Weight:366.266
Molecular Formula:C11H6N6O7S
InChIKey:IJZBRWKFTPHQNE-UHFFFAOYSA-N
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Compound 322
Molecular Weight:365.278
Molecular Formula:C12H7N5O7S
InChIKey:YKEGOQMHQBBNKS-UHFFFAOYSA-N
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Compound 309
Molecular Weight:283.1773
Molecular Formula:C10H10N3O5P
InChIKey:YBTMOVQRCOYHQG-UHFFFAOYSA-N
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Compound 313
Molecular Weight:410.4043
Molecular Formula:C25H19N2O2P
InChIKey:HKCVEOIQVOQHON-UHFFFAOYSA-N
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Compound 214b
Molecular Weight:380.2299
Molecular Formula:C10H15F6N6OP
InChIKey:JNWBBCNCSMBKNE-UHFFFAOYSA-N
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Compound 275
Molecular Weight:435.3481
Molecular Formula:C15H24F6N5OP
InChIKey:YWXARUBRRBHFJU-UHFFFAOYSA-N
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Compound 214a
Molecular Weight:379.2418
Molecular Formula:C11H16F6N5OP
InChIKey:UQYZFNUUOSSNKT-UHFFFAOYSA-N
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Compound 221
Molecular Weight:407.2519
Molecular Formula:C12H16F6N5O2P
InChIKey:QGYDGCPRFFOXLW-UHFFFAOYSA-N
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Compound 116
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:Not Available
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Compound 46
Molecular Weight:210.2313
Molecular Formula:C13H10N2O
InChIKey:MVXMDWWPPYZUGR-UHFFFAOYSA-N
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Compound 95
Molecular Weight:135.1234
Molecular Formula:C6H5N3O
InChIKey:ASOKPJOREAFHNY-UHFFFAOYSA-N
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Compound 75
Molecular Weight:157.1274
Molecular Formula:C5H7N3O3
InChIKey:FIRHQRGFVOSDDY-UHFFFAOYSA-N
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Compound 59
Molecular Weight:163.1335
Molecular Formula:C7H5N3O2
InChIKey:XRBHCSYJXJNEGR-UHFFFAOYSA-N
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Compound 158
Molecular Weight:164.1216
Molecular Formula:C6H4N4O2
InChIKey:KENXEMKVFFJZFQ-UHFFFAOYSA-N
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Compound 154
Molecular Weight:163.1335
Molecular Formula:C7H5N3O2
InChIKey:HJBLUNHMOKFZQX-UHFFFAOYSA-N
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Compound 26
Molecular Weight:149.1467
Molecular Formula:C8H7NO2
InChIKey:PYTNPSPLGMPZKM-UHFFFAOYSA-N
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Compound 8
Molecular Weight:111.0987
Molecular Formula:C5H5NO2
InChIKey:SNUSZUYTMHKCPM-UHFFFAOYSA-N
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Compound 31
Molecular Weight:115.0874
Molecular Formula:C4H5NO3
InChIKey:NQTADLQHYWFPDB-UHFFFAOYSA-N
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Compound 233
Molecular Weight:371.283
Molecular Formula:C10H16F6N3OPS
InChIKey:UCOGEMMJHLHOAW-UHFFFAOYSA-N
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Compound 235
Molecular Weight:386.2312
Molecular Formula:C10H17F6N4O3P
InChIKey:RKTBAMPZUATMIO-MXZHIVQLSA-N
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Compound 223
Molecular Weight:355.2171
Molecular Formula:C10H16F6N3O2P
InChIKey:OVOWPFZLWCWFQE-UHFFFAOYSA-N
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Compound 225
Molecular Weight:359.2058
Molecular Formula:C9H16F6N3O3P
InChIKey:STWZCCVNXFLDDD-UHFFFAOYSA-N
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Compound 236
Molecular Weight:339.178
Molecular Formula:C8H12F6N5OP
InChIKey:HPLPGEDAUYHOJD-UHFFFAOYSA-N
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Compound 237
Molecular Weight:433.2844
Molecular Formula:C12H22F6N3O5P
InChIKey:PUGNHTYIPWABED-UHFFFAOYSA-N
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Compound 238
Molecular Weight:391.2525
Molecular Formula:C12H16F6N5OP
InChIKey:COBHGKPEZOVKRN-KRWCAOSLSA-N
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Compound 321
Molecular Weight:321.269
Molecular Formula:C11H7N5O5S
InChIKey:WFNLFAHJPHJRAW-UHFFFAOYSA-N
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Compound 317
Molecular Weight:321.269
Molecular Formula:C11H7N5O5S
InChIKey:MLPPCCDNIBRIBG-UHFFFAOYSA-N
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Compound 320
Molecular Weight:320.281
Molecular Formula:C12H8N4O5S
InChIKey:KBGMXSSPYWUSDT-UHFFFAOYSA-N
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Compound 316
Molecular Weight:320.281
Molecular Formula:C12H8N4O5S
InChIKey:SZEQTDRKNONJNO-UHFFFAOYSA-N
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Compound 112
Molecular Weight:180.121
Molecular Formula:C6H4N4O3
InChIKey:HZPVTKPGROKWRL-UHFFFAOYSA-N
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Compound 204
Molecular Weight:565.39
Molecular Formula:C18H27F6N7O3P2
InChIKey:VNNQFEGWCSLATA-UHFFFAOYSA-N
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Compound 326
Molecular Weight:301.317
Molecular Formula:C15H11NO4S
InChIKey:ZNVYMLMLOPLJBJ-UHFFFAOYSA-N
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Compound 324
Molecular Weight:332.331
Molecular Formula:C15H12N2O5S
InChIKey:DJYATBVWMAOGHA-SAPNQHFASA-N
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Compound 209
Molecular Weight:521.3805
Molecular Formula:C17H27F6N7OP2
InChIKey:CBZAHNDHLWAZQC-UHFFFAOYSA-N
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Compound 202
Molecular Weight:520.3925
Molecular Formula:C18H28F6N6OP2
InChIKey:VIAFLMPQBHAMLI-UHFFFAOYSA-N
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Compound 201
Molecular Weight:466.181
Molecular Formula:C12H24BrF6N3P2
InChIKey:CYKRMWNZYOIJCH-UHFFFAOYSA-N
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Compound 207
Molecular Weight:554.838
Molecular Formula:C18H27ClF6N6OP2
InChIKey:QJZCQEPNBRAYQL-UHFFFAOYSA-N
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Compound 200
Molecular Weight:421.73
Molecular Formula:C12H24ClF6N3P2
InChIKey:BSCYRXJVGSZNKX-UHFFFAOYSA-N
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Compound 210
Molecular Weight:548.4026
Molecular Formula:C19H28F6N6O2P2
InChIKey:MHPGGZJZQHNCID-UHFFFAOYSA-N
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Compound 205
Molecular Weight:588.3904
Molecular Formula:C19H27F9N6OP2
InChIKey:MHSGAMIGUHYTPU-UHFFFAOYSA-N
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Compound 319
Molecular Weight:290.298
Molecular Formula:C12H10N4O3S
InChIKey:SJKDJIMOVQHIAN-UHFFFAOYSA-N
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Compound 318
Molecular Weight:289.31
Molecular Formula:C13H11N3O3S
InChIKey:BLBFIFDDXNMRFP-UHFFFAOYSA-N
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Compound 217
Molecular Weight:280.579
Molecular Formula:C5H12ClF6N2P
InChIKey:CUKNPSDEURGZCO-UHFFFAOYSA-N
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Compound 220
Molecular Weight:349.092
Molecular Formula:C12H16BF4N5O2
InChIKey:FOBCPCIJLQTYBT-UHFFFAOYSA-N
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Compound 234
Molecular Weight:328.072
Molecular Formula:C10H17BF4N4O3
InChIKey:FPQVGDGSRVMNMR-MXZHIVQLSA-N
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Compound 240
Molecular Weight:349.089
Molecular Formula:C13H16BF4N3O3
InChIKey:RPOXESIIIDDICJ-UHFFFAOYSA-N
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Compound 327
Molecular Weight:265.285
Molecular Formula:C12H11NO4S
InChIKey:YGNUZVNLPQRKHX-UHFFFAOYSA-N
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Compound 224
Molecular Weight:301.046
Molecular Formula:C9H16BF4N3O3
InChIKey:YEBLHMRPZHNTEK-UHFFFAOYSA-N
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Compound 1
Molecular Weight:142.1127
Molecular Formula:C5H6N2O3
InChIKey:LCFXLZAXGXOXAP-DAXSKMNVSA-N
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Compound 2
Molecular Weight:113.1146
Molecular Formula:C5H7NO2
InChIKey:ZIUSEGSNTOUIPT-UHFFFAOYSA-N
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Compound 3
Molecular Weight:66.0614
Molecular Formula:C3H2N2
InChIKey:Not Available
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Compound 4
Molecular Weight:85.0614
Molecular Formula:C3H3NO2
InChIKey:MLIREBYILWEBDM-UHFFFAOYSA-N
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Compound 5
Molecular Weight:94.497
Molecular Formula:C2H3ClO2
InChIKey:Not Available
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Compound 6
Molecular Weight:118.1311
Molecular Formula:C5H10O3
InChIKey:Not Available
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Compound 1'
Molecular Weight:142.1127
Molecular Formula:C5H6N2O3
InChIKey:LCFXLZAXGXOXAP-DAXSKMNVSA-N
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Compound 7
Molecular Weight:95.0993
Molecular Formula:C5H5NO
InChIKey:UBQKCCHYAOITMY-UHFFFAOYSA-N
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Compound 130
Molecular Weight:95.0993
Molecular Formula:C5H5NO
InChIKey:UBQKCCHYAOITMY-UHFFFAOYSA-N
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Compound 9
Molecular Weight:94.1145
Molecular Formula:C5H6N2
InChIKey:ICSNLGPSRYBMBD-UHFFFAOYSA-N
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Compound 133
Molecular Weight:94.1145
Molecular Formula:C5H6N2
InChIKey:ICSNLGPSRYBMBD-UHFFFAOYSA-N
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Compound 10
Molecular Weight:79.0999
Molecular Formula:C5H5N
InChIKey:Not Available
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Compound 11
Molecular Weight:113.545
Molecular Formula:C5H4ClN
InChIKey:OKDGRDCXVWSXDC-UHFFFAOYSA-N
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Compound 12
Molecular Weight:185.2218
Molecular Formula:C12H11NO
InChIKey:FMBDGKGJYMSJKF-UHFFFAOYSA-N
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Compound 13
Molecular Weight:201.2212
Molecular Formula:C12H11NO2
InChIKey:WZHSVHMUDUPJOI-UHFFFAOYSA-N
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Compound 14
Molecular Weight:129.544
Molecular Formula:C5H4ClNO
InChIKey:WYSRTEVFLQJJDN-UHFFFAOYSA-N
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Compound 15
Molecular Weight:139.1519
Molecular Formula:C7H9NO2
InChIKey:VIORKJSXLUIEHX-UHFFFAOYSA-N
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Compound 16
Molecular Weight:201.2212
Molecular Formula:C12H11NO2
InChIKey:XPXARICFNFFNEK-UHFFFAOYSA-N
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Compound 23
Molecular Weight:113.545
Molecular Formula:C5H4ClN
InChIKey:OKDGRDCXVWSXDC-UHFFFAOYSA-N
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Compound 21
Molecular Weight:157.996
Molecular Formula:C5H4BrN
InChIKey:IMRWILPUOVGIMU-UHFFFAOYSA-N
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Compound 24
Molecular Weight:129.544
Molecular Formula:C5H4ClNO
InChIKey:WYSRTEVFLQJJDN-UHFFFAOYSA-N
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Compound 8'
Molecular Weight:111.0987
Molecular Formula:C5H5NO2
InChIKey:JVHZMYAXZUIZKS-UHFFFAOYSA-N
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Compound 19
Molecular Weight:127.164
Molecular Formula:C5H5NOS
InChIKey:Not Available
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Compound 18
Molecular Weight:95.0993
Molecular Formula:C5H5NO
InChIKey:Not Available
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Compound 17
Molecular Weight:123.1094
Molecular Formula:C6H5NO2
InChIKey:SIOXPEMLGUPBBT-UHFFFAOYSA-N
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Compound 20
Molecular Weight:79.0999
Molecular Formula:C5H5N
InChIKey:Not Available
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Compound 22
Molecular Weight:173.995
Molecular Formula:C5H4BrNO
InChIKey:NJCMNBWUKHLGIC-UHFFFAOYSA-N
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Compound 33
Molecular Weight:98.0569
Molecular Formula:C4H2O3
InChIKey:Not Available
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Compound 25
Molecular Weight:181.1455
Molecular Formula:C8H7NO4
InChIKey:WMUZDBZPDLHUMW-UHFFFAOYSA-N
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Compound 27
Molecular Weight:195.1721
Molecular Formula:C9H9NO4
InChIKey:SWMFAAPTSMVULA-UHFFFAOYSA-N
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Compound 29
Molecular Weight:209.1556
Molecular Formula:C9H7NO5
InChIKey:CGCWRLDEYHZQCW-UHFFFAOYSA-N
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Compound 28
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:Not Available
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Compound 30
Molecular Weight:100.0728
Molecular Formula:C4H4O3
InChIKey:Not Available
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Compound 32
Molecular Weight:205.2099
Molecular Formula:C11H11NO3
InChIKey:RLPLTQCUALRWBO-UHFFFAOYSA-N
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Compound 42
Molecular Weight:163.1302
Molecular Formula:C8H5NO3
InChIKey:Not Available
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Compound 31'
Molecular Weight:114.0795
Molecular Formula:C4H5NO3
InChIKey:NHTGQBOPLDFWBG-UHFFFAOYSA-M
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Compound 96
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 36
Molecular Weight:179.1727
Molecular Formula:C9H9NO3
InChIKey:ZUSSTQCWRDLYJA-UHFFFAOYSA-N
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Compound 39
Molecular Weight:181.1455
Molecular Formula:C8H7NO4
InChIKey:PPVGNPSAUJFBJY-UHFFFAOYSA-N
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Compound 35
Molecular Weight:164.158
Molecular Formula:C9H8O3
InChIKey:KNDQHSIWLOJIGP-UHFFFAOYSA-N
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Compound 34
Molecular Weight:66.1011
Molecular Formula:C5H6
InChIKey:ZSWFCLXCOIISFI-UHFFFAOYSA-N
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Compound 37
Molecular Weight:68.074
Molecular Formula:C4H4O
InChIKey:YLQBMQCUIZJEEH-UHFFFAOYSA-N
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Compound 38
Molecular Weight:166.1308
Molecular Formula:C8H6O4
InChIKey:QQYNRBAAQFZCLF-UHFFFAOYSA-N
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Compound 40
Molecular Weight:148.1156
Molecular Formula:C8H4O3
InChIKey:LGRFSURHDFAFJT-UHFFFAOYSA-N
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Compound 43
Molecular Weight:147.1308
Molecular Formula:C8H5NO2
InChIKey:XKJCHHZQLQNZHY-UHFFFAOYSA-N
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Compound 41
Molecular Weight:253.2527
Molecular Formula:C15H11NO3
InChIKey:IOZADUIJKWISQS-UHFFFAOYSA-N
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Compound 44
Molecular Weight:219.1935
Molecular Formula:C11H9NO4
InChIKey:VRHAQNTWKSVEEC-UHFFFAOYSA-N
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Compound 44a
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:DPJCXCZTLWNFOH-UHFFFAOYSA-N
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Compound 49
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:DPJCXCZTLWNFOH-UHFFFAOYSA-N
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Compound 45
Molecular Weight:300.3538
Molecular Formula:C20H16N2O
InChIKey:PUUWICDPKVXZAQ-UHFFFAOYSA-N
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Compound 47
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 48
Molecular Weight:228.2466
Molecular Formula:C13H12N2O2
InChIKey:LAOUKNRSKBRAMQ-UHFFFAOYSA-N
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Compound 102
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 46'
Molecular Weight:210.2313
Molecular Formula:C13H10N2O
InChIKey:OTYFNSSBCSORDX-UHFFFAOYSA-N
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Compound 53
Molecular Weight:244.676
Molecular Formula:C13H9ClN2O
InChIKey:JWOSPQYKRZZPPB-UHFFFAOYSA-N
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Compound 51
Molecular Weight:172.569
Molecular Formula:C6H5ClN2O2
InChIKey:PBGKNXWGYQPUJK-UHFFFAOYSA-N
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Compound 52
Molecular Weight:334.799
Molecular Formula:C20H15ClN2O
InChIKey:MWYQYLOSAIAEME-UHFFFAOYSA-N
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Compound 50
Molecular Weight:127.572
Molecular Formula:C6H6ClN
InChIKey:QSNSCYSYFYORTR-UHFFFAOYSA-N
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Compound 54
Molecular Weight:192
Molecular Formula:C6H3Cl2NO2
InChIKey:RZKKOBGFCAHLCZ-UHFFFAOYSA-N
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Compound 55
Molecular Weight:262.692
Molecular Formula:C13H11ClN2O2
InChIKey:LTSBSRAZIKXNMH-UHFFFAOYSA-N
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Compound 53'
Molecular Weight:244.676
Molecular Formula:C13H9ClN2O
InChIKey:UGXSJSUJJMHIIZ-UHFFFAOYSA-N
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Compound 58
Molecular Weight:153.1387
Molecular Formula:C6H7N3O2
InChIKey:NAXHXXVOPKZDDD-UHFFFAOYSA-N
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Compound 57
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:FKDRDUIRSZRBSN-UHFFFAOYSA-N
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Compound 156
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:FKDRDUIRSZRBSN-UHFFFAOYSA-N
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Compound 56
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:BOOMHTFCWOJWFO-UHFFFAOYSA-N
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Compound 60
Molecular Weight:114.0563
Molecular Formula:C4H2O4
InChIKey:YTIVTFGABIZHHX-UHFFFAOYSA-N
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Compound 64
Molecular Weight:85.0647
Molecular Formula:C2H3N3O
InChIKey:FQKFPGMGQXQHLP-UHFFFAOYSA-N
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Compound 61
Molecular Weight:247.2069
Molecular Formula:C11H9N3O4
InChIKey:IYYBUXUZYWGZGB-UHFFFAOYSA-N
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Compound 62
Molecular Weight:159.1879
Molecular Formula:C9H9N3
InChIKey:VRDSRXVCRBMZOD-UHFFFAOYSA-N
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Compound 63
Molecular Weight:69.0653
Molecular Formula:C2H3N3
InChIKey:QWENRTYMTSOGBR-UHFFFAOYSA-N
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Compound 65
Molecular Weight:277.2328
Molecular Formula:C12H11N3O5
InChIKey:BTTZBAMUBQSAFC-UHFFFAOYSA-N
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Compound 66
Molecular Weight:189.2138
Molecular Formula:C10H11N3O
InChIKey:WPJFJXLIGARIRZ-UHFFFAOYSA-N
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Compound 67
Molecular Weight:205.2132
Molecular Formula:C10H11N3O2
InChIKey:NJKIMENLLSZUGY-UHFFFAOYSA-N
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Compound 66a
Molecular Weight:163.1733
Molecular Formula:C9H9NO2
InChIKey:HLGLXMUSCMOUJA-UXBLZVDNSA-N
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Compound 87
Molecular Weight:163.1733
Molecular Formula:C9H9NO2
InChIKey:HLGLXMUSCMOUJA-UXBLZVDNSA-N
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Compound 67a
Molecular Weight:175.1873
Molecular Formula:C9H9N3O
InChIKey:ZQRIUOKEGQKRKF-UHFFFAOYSA-N
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Compound 68
Molecular Weight:175.1873
Molecular Formula:C9H9N3O
InChIKey:KUENGAQGVJQFJH-UHFFFAOYSA-N
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Compound 92
Molecular Weight:175.1873
Molecular Formula:C9H9N3O
InChIKey:KUENGAQGVJQFJH-UHFFFAOYSA-N
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Compound 69
Molecular Weight:205.2132
Molecular Formula:C10H11N3O2
InChIKey:WCHDQJHLVNCGGI-UHFFFAOYSA-N
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Compound 64'
Molecular Weight:85.0647
Molecular Formula:C2H3N3O
InChIKey:RSERZOZUJQOHLL-UHFFFAOYSA-N
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Compound 64''
Molecular Weight:85.0647
Molecular Formula:C2H3N3O
InChIKey:RSERZOZUJQOHLL-UHFFFAOYSA-N
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Compound 70
Molecular Weight:88.1051
Molecular Formula:C4H8O2
InChIKey:XEKOWRVHYACXOJ-UHFFFAOYSA-N
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Compound 71
Molecular Weight:60.052
Molecular Formula:C2H4O2
InChIKey:Not Available
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Compound 72
Molecular Weight:116.1152
Molecular Formula:C5H8O3
InChIKey:SYFFHRPDTQNMQB-UHFFFAOYSA-N
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Compound 73
Molecular Weight:235.978
Molecular Formula:C7H9BF4N4
InChIKey:KYBQPXUATXRMMR-UHFFFAOYSA-N
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Compound 74
Molecular Weight:142.1127
Molecular Formula:C5H6N2O3
InChIKey:PCSYKHHJEVNPPX-UHFFFAOYSA-N
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Compound 82
Molecular Weight:142.1127
Molecular Formula:C5H6N2O3
InChIKey:PCSYKHHJEVNPPX-UHFFFAOYSA-N
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Compound 80
Molecular Weight:205.642
Molecular Formula:C7H12ClN3O2
InChIKey:PQJITWVTXWXJMR-UHFFFAOYSA-M
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Compound 77
Molecular Weight:114.1026
Molecular Formula:C4H6N2O2
InChIKey:Not Available
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Compound 79
Molecular Weight:128
Molecular Formula:C3H7Cl2N
InChIKey:QQVDYSUDFZZPSU-UHFFFAOYSA-M
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Compound 76
Molecular Weight:139.581
Molecular Formula:C4H10ClNO2
InChIKey:TXTWXQXDMWILOF-UHFFFAOYSA-N
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Compound 78
Molecular Weight:73.0938
Molecular Formula:C3H7NO
InChIKey:ZMXDDKWLCZADIW-UHFFFAOYSA-N
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Compound 81
Molecular Weight:157.1274
Molecular Formula:C5H7N3O3
InChIKey:UTXXTOULGLGNHB-XVNBXDOJSA-N
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Compound 86
Molecular Weight:129.1173
Molecular Formula:C4H7N3O2
InChIKey:IEBPBWFZXCQEJV-UHFFFAOYSA-N
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Compound 83
Molecular Weight:203.1974
Molecular Formula:C10H9N3O2
InChIKey:ACGSMZQAZBICLZ-UHFFFAOYSA-N
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Compound 84
Molecular Weight:205.2132
Molecular Formula:C10H11N3O2
InChIKey:RNSNJWFCEMTPFX-UHFFFAOYSA-N
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Compound 85
Molecular Weight:219.2398
Molecular Formula:C11H13N3O2
InChIKey:TUGBHTPWLLPIKE-UHFFFAOYSA-N
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Compound 88
Molecular Weight:175.1873
Molecular Formula:C9H9N3O
InChIKey:ZQRIUOKEGQKRKF-UHFFFAOYSA-N
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Compound 89
Molecular Weight:127.1014
Molecular Formula:C4H5N3O2
InChIKey:DZRIAAFSBYXRSH-UHFFFAOYSA-N
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Compound 91
Molecular Weight:119.51
Molecular Formula:C2H2ClN3O
InChIKey:PIJUKNMCRGCJAQ-UHFFFAOYSA-N
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Compound 90
Molecular Weight:209.632
Molecular Formula:C9H8ClN3O
InChIKey:SAENNKUGUFRRHR-UHFFFAOYSA-N
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Compound 93
Molecular Weight:209.632
Molecular Formula:C9H8ClN3O
InChIKey:KFWVBNKZQFQLPU-UHFFFAOYSA-N
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Compound 94
Molecular Weight:153.1387
Molecular Formula:C6H7N3O2
InChIKey:FRBUNLLUASHNDJ-UHFFFAOYSA-N
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Compound 97
Molecular Weight:202.005
Molecular Formula:C6H4BrNO2
InChIKey:ORPVVAKYSXQCJI-UHFFFAOYSA-N
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Compound 95'
Molecular Weight:135.1234
Molecular Formula:C6H5N3O
InChIKey:UCGKVWNBKILEDM-UHFFFAOYSA-N
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Compound 95''
Molecular Weight:135.1234
Molecular Formula:C6H5N3O
InChIKey:UCGKVWNBKILEDM-UHFFFAOYSA-N
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Compound 98
Molecular Weight:192
Molecular Formula:C6H3Cl2NO2
InChIKey:RZKKOBGFCAHLCZ-UHFFFAOYSA-N
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Compound 101
Molecular Weight:147.002
Molecular Formula:C6H4Cl2
InChIKey:OCJBOOLMMGQPQU-UHFFFAOYSA-N
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Compound 100
Molecular Weight:112.557
Molecular Formula:C6H5Cl
InChIKey:MVPPADPHJFYWMZ-UHFFFAOYSA-N
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Compound 103
Molecular Weight:225.552
Molecular Formula:C7H3ClF3NO2
InChIKey:TZGFQIXRVUHDLE-UHFFFAOYSA-N
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Compound 104
Molecular Weight:221.1366
Molecular Formula:C7H6F3N3O2
InChIKey:WJBJSMUUWDXKBR-UHFFFAOYSA-N
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Compound 108
Molecular Weight:180.555
Molecular Formula:C7H4ClF3
InChIKey:Not Available
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Compound 107
Molecular Weight:126.583
Molecular Formula:C7H7Cl
InChIKey:Not Available
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Compound 110
Molecular Weight:156.566
Molecular Formula:C7H5ClO2
InChIKey:XRHGYUZYPHTUJZ-UHFFFAOYSA-N
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Compound 109
Molecular Weight:112.557
Molecular Formula:C6H5Cl
InChIKey:MVPPADPHJFYWMZ-UHFFFAOYSA-N
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Compound 106
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
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Compound 111
Molecular Weight:202.552
Molecular Formula:C6H3ClN2O4
InChIKey:VYZAHLCBVHPDDF-UHFFFAOYSA-N
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Compound 114
Molecular Weight:198.1362
Molecular Formula:C6H6N4O4
InChIKey:Not Available
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Compound 113
Molecular Weight:247.003
Molecular Formula:C6H3BrN2O4
InChIKey:PBOPJYORIDJAFE-UHFFFAOYSA-N
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Compound 112'
Molecular Weight:180.121
Molecular Formula:C6H4N4O3
InChIKey:BEUVPYHKMLHXKE-UHFFFAOYSA-N
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Compound 112''
Molecular Weight:180.121
Molecular Formula:C6H4N4O3
InChIKey:BEUVPYHKMLHXKE-UHFFFAOYSA-N
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Compound 115
Molecular Weight:158.543
Molecular Formula:C5H3ClN2O2
InChIKey:PSGASDJUCYTRAD-UHFFFAOYSA-N
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Compound 117
Molecular Weight:142.0879
Molecular Formula:C5H3FN2O2
InChIKey:IJVFHCSUEBAAOZ-UHFFFAOYSA-N
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Compound 118
Molecular Weight:154.1267
Molecular Formula:C5H6N4O2
InChIKey:YNLZQSXUZWRKPF-UHFFFAOYSA-N
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Compound 278
Molecular Weight:87.1204
Molecular Formula:C4H9NO
InChIKey:YNAVUWVOSKDBBP-UHFFFAOYSA-N
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Compound 124
Molecular Weight:139.1121
Molecular Formula:C5H5N3O2
InChIKey:GZBKVUGZEAJYHH-UHFFFAOYSA-N
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Compound 119
Molecular Weight:123.1094
Molecular Formula:C6H5NO2
InChIKey:PVNIIMVLHYAWGP-UHFFFAOYSA-N
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Compound 122
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:YLRSARVOZNPQKX-UHFFFAOYSA-N
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Compound 120
Molecular Weight:151.1626
Molecular Formula:C8H9NO2
InChIKey:XBLVHTDFJBKJLG-UHFFFAOYSA-N
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Compound 121
Molecular Weight:137.1393
Molecular Formula:C6H7N3O
InChIKey:KFUSANSHCADHNJ-UHFFFAOYSA-N
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Compound 123
Molecular Weight:211.1748
Molecular Formula:C8H9N3O4
InChIKey:XGALXMZZDNGYGW-UHFFFAOYSA-N
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Compound 125
Molecular Weight:140.0969
Molecular Formula:C5H4N2O3
InChIKey:QBPDSKPWYWIHGA-UHFFFAOYSA-N
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Compound 126
Molecular Weight:154.1234
Molecular Formula:C6H6N2O3
InChIKey:LSXHCFSGOBFNDX-UHFFFAOYSA-N
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Compound 116'
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:ZDKYJJNPUJUOFB-UHFFFAOYSA-N
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Compound 116''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:ZDKYJJNPUJUOFB-UHFFFAOYSA-N
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Compound 116'''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:ZDKYJJNPUJUOFB-UHFFFAOYSA-N
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Compound 129
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:BSXPDVKSFWQFRT-UHFFFAOYSA-N
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Compound 128
Molecular Weight:154.1267
Molecular Formula:C5H6N4O2
InChIKey:QPDGBZPNEZMTOU-UHFFFAOYSA-N
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Compound 127
Molecular Weight:158.543
Molecular Formula:C5H3ClN2O2
InChIKey:UUOLETYDNTVQDY-UHFFFAOYSA-N
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Compound 131
Molecular Weight:154.1234
Molecular Formula:C6H6N2O3
InChIKey:WZNQCVOSOCGWJG-UHFFFAOYSA-N
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Compound 132
Molecular Weight:168.15
Molecular Formula:C7H8N2O3
InChIKey:KJTXUEVNNJSFJA-UHFFFAOYSA-N
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Compound 134
Molecular Weight:139.1121
Molecular Formula:C5H5N3O2
InChIKey:BPYHGTCRXDWOIQ-UHFFFAOYSA-N
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Compound 129'
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:STIYYPLYPHEDDI-UHFFFAOYSA-N
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Compound 129''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:STIYYPLYPHEDDI-UHFFFAOYSA-N
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Compound 129'''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:STIYYPLYPHEDDI-UHFFFAOYSA-N
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Compound 140
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:YFYIKMFTXUYSEC-UHFFFAOYSA-N
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Compound 135
Molecular Weight:158.0873
Molecular Formula:C5H3FN2O3
InChIKey:QHWIGULJOZAPAQ-UHFFFAOYSA-N
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Compound 136
Molecular Weight:170.1261
Molecular Formula:C5H6N4O3
InChIKey:HOBKPPUKCRLLHT-UHFFFAOYSA-N
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Compound 137
Molecular Weight:152.1109
Molecular Formula:C5H4N4O2
InChIKey:RZMFPMVRRLWNDA-UHFFFAOYSA-N
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Compound 138
Molecular Weight:166.1374
Molecular Formula:C6H6N4O2
InChIKey:HJHKSCNZPCFJFU-UHFFFAOYSA-N
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Compound 139
Molecular Weight:150.138
Molecular Formula:C6H6N4O
InChIKey:ANZFJZQRQKMTJE-UHFFFAOYSA-N
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Compound 141
Molecular Weight:94.1145
Molecular Formula:C5H6N2
InChIKey:CUYKNJBYIJFRCU-UHFFFAOYSA-N
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Compound 142
Molecular Weight:97.0904
Molecular Formula:C5H4FN
InChIKey:CELKOWQJPVJKIL-UHFFFAOYSA-N
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Compound 143
Molecular Weight:154.1234
Molecular Formula:C6H6N2O3
InChIKey:HRGWQIOTXFPOBE-UHFFFAOYSA-N
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Compound 144a
Molecular Weight:142.0879
Molecular Formula:C5H3FN2O2
InChIKey:DIFITFKCBAVEAX-UHFFFAOYSA-N
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Compound 144b
Molecular Weight:158.543
Molecular Formula:C5H3ClN2O2
InChIKey:CWLVEHGKYCYAIO-UHFFFAOYSA-N
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Compound 144c
Molecular Weight:202.994
Molecular Formula:C5H3BrN2O2
InChIKey:CJEWCWSWUUFORD-UHFFFAOYSA-N
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Compound 140'
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:NJAVJXUEIMQIEM-UHFFFAOYSA-N
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Compound 140''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:NJAVJXUEIMQIEM-UHFFFAOYSA-N
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Compound 140'''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:NJAVJXUEIMQIEM-UHFFFAOYSA-N
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Compound 148
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:AEJUQXPVZOLXOO-UHFFFAOYSA-N
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Compound 145
Molecular Weight:158.543
Molecular Formula:C5H3ClN2O2
InChIKey:JOTRPRKONYTVBV-UHFFFAOYSA-N
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Compound 146
Molecular Weight:154.1234
Molecular Formula:C6H6N2O3
InChIKey:BZPVREXVOZITPF-UHFFFAOYSA-N
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Compound 147
Molecular Weight:154.1267
Molecular Formula:C5H6N4O2
InChIKey:HWMWVURSDQRNDO-UHFFFAOYSA-N
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Compound 150
Molecular Weight:140.0969
Molecular Formula:C5H4N2O3
InChIKey:YUWOLBZMQDGRFV-UHFFFAOYSA-N
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Compound 149
Molecular Weight:95.0993
Molecular Formula:C5H5NO
InChIKey:GCNTZFIIOFTKIY-UHFFFAOYSA-N
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Compound 148'
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:MWVBYXZNCCTJOX-UHFFFAOYSA-N
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Compound 148''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:MWVBYXZNCCTJOX-UHFFFAOYSA-N
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Compound 148'''
Molecular Weight:136.1115
Molecular Formula:C5H4N4O
InChIKey:MWVBYXZNCCTJOX-UHFFFAOYSA-N
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Compound 153
Molecular Weight:152.1506
Molecular Formula:C7H8N2O2
InChIKey:VMKPDXOZTSISIW-UHFFFAOYSA-N
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Compound 152
Molecular Weight:151.1626
Molecular Formula:C8H9NO2
InChIKey:VAMXMNNIEUEQDV-UHFFFAOYSA-N
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Compound 151
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:RWZYAGGXGHYGMB-UHFFFAOYSA-N
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Compound 154'
Molecular Weight:163.1335
Molecular Formula:C7H5N3O2
InChIKey:NYIKBLWOVCMXLO-UHFFFAOYSA-N
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Compound 154''
Molecular Weight:163.1335
Molecular Formula:C7H5N3O2
InChIKey:NYIKBLWOVCMXLO-UHFFFAOYSA-N
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Compound 157
Molecular Weight:153.1387
Molecular Formula:C6H7N3O2
InChIKey:NAXHXXVOPKZDDD-UHFFFAOYSA-N
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Compound 155
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:BOOMHTFCWOJWFO-UHFFFAOYSA-N
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Compound 160
Molecular Weight:167.1189
Molecular Formula:C7H5NO4
InChIKey:GJAWHXHKYYXBSV-UHFFFAOYSA-N
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Compound 161
Molecular Weight:148.1189
Molecular Formula:C7H4N2O2
InChIKey:ZRKGTINFVOLLNT-UHFFFAOYSA-N
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Compound 162
Molecular Weight:129.1586
Molecular Formula:C9H7N
InChIKey:SMWDFEZZVXVKRB-UHFFFAOYSA-N
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Compound 159
Molecular Weight:123.1094
Molecular Formula:C6H5NO2
InChIKey:SIOXPEMLGUPBBT-UHFFFAOYSA-N
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Compound 163
Molecular Weight:145.158
Molecular Formula:C9H7NO
InChIKey:Not Available
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Compound 158'
Molecular Weight:164.1216
Molecular Formula:C6H4N4O2
InChIKey:ASUYLIMHUDRUFN-UHFFFAOYSA-N
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Compound 158''
Molecular Weight:164.1216
Molecular Formula:C6H4N4O2
InChIKey:ASUYLIMHUDRUFN-UHFFFAOYSA-N
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Compound 167
Molecular Weight:86.0528
Molecular Formula:CH2N4O
InChIKey:XVNKJDGEOJZCEL-UHFFFAOYSA-N
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Compound 166
Molecular Weight:70.0534
Molecular Formula:CH2N4
InChIKey:KJUGUADJHNHALS-UHFFFAOYSA-N
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Compound 168
Molecular Weight:176.1753
Molecular Formula:C8H8N4O
InChIKey:GNLYRQBXKHYEAM-UHFFFAOYSA-N
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Compound 169
Molecular Weight:99.088
Molecular Formula:C4H5NO2
InChIKey:MSMGXWFHBSCQFB-UHFFFAOYSA-N
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Compound 164
Molecular Weight:148.2001
Molecular Formula:C7H16O3
InChIKey:GKASDNZWUGIAMG-UHFFFAOYSA-N
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Compound 170
Molecular Weight:164.0979
Molecular Formula:C4H5N4NaO2
InChIKey:VQNJMUUEIMIRJX-UHFFFAOYSA-M
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Compound 171
Molecular Weight:158.1154
Molecular Formula:C4H6N4O3
InChIKey:QEYCARAJDZHFAX-UHFFFAOYSA-N
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Compound 172
Molecular Weight:130.0623
Molecular Formula:C2H2N4O3
InChIKey:VUSLJERLDLBKRV-UHFFFAOYSA-N
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Compound 175
Molecular Weight:177.675
Molecular Formula:C7H16ClN3
InChIKey:PZGHULRAMKSUEG-UHFFFAOYSA-N
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