Standard Article

Manufacture and Uses of the Anilines: A Vast Array of Processes and Products

Anilines (2007)

  1. Anthony S. Travis

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0395

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Travis, A. S. 2009. Manufacture and Uses of the Anilines: A Vast Array of Processes and Products. Patai's Chemistry of Functional Groups. .

Author Information

  1. The Hebrew University of Jerusalem, Edmond J. Safra Campus, Givat Ram, Sidney M. Edelstein Center for the History and Philosophy of Science, Technology and Medicine, Jerusalem, Israel

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Manufacture of Aniline
  • 3
    Diisocyanates and Polyurethanes
  • 4
    Intermediates for Dyestuffs
  • 5
    Azo Dyes
  • 6
    Anthraquinone Vat Dye Intermediates
  • 7
    Anthraquinone Vat Dyes
  • 8
    Sulfur Dyes
  • 9
    Indigo
  • 10
    Application of Dyes. Anchoring Dye on Fiber
  • 11
    Pigments
  • 12
    Agricultural Chemicals
  • 13
    Pharmaceutical Products
  • 14
    Rubber Products
  • 15
    Explosives
  • 16
    Heterocyclic Anilines
  • 17
    Photographic Chemicals
  • 18
    Liquid Crystals and Liquid-Crystal Polymers
  • 19
    Other Polymers
  • 20
    Curing Agents for Epoxy Resins
  • 21
    The Aniline Point
  • 22
    Future Directions for Commercial Anilines
  • 23
    Conclusion

Keywords:

  • heterocyclic triaminotriazine melamine;
  • iron–acid batch process and nitro compound reduction;
  • B′echamp nitrobenzene reduction;
  • nitrobenzene continuous vapor-phase catalytic hydrogenation;
  • diisocyanates and polyurethanes;
  • coupling components and azo dye manufacture;
  • diazotization and coupling;
  • CIBA's benzotriazole derivatives

Featured Compounds

VIEW

  1. 1 - 222
Compound 2
Molecular Weight:93.1265
Molecular Formula:C6H7N
InChIKey:PAYRUJLWNCNPSJ-UHFFFAOYSA-N
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Compound 183
Molecular Weight:126.1199
Molecular Formula:C3H6N6
InChIKey:JDSHMPZPIAZGSV-UHFFFAOYSA-N
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Compound 1
Molecular Weight:123.1094
Molecular Formula:C6H5NO2
InChIKey:LQNUZADURLCDLV-UHFFFAOYSA-N
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Compound 121
Molecular Weight:168.107
Molecular Formula:C6H4N2O4
InChIKey:WDCYWAQPCXBPJA-UHFFFAOYSA-N
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Compound 3
Molecular Weight:231.533
Molecular Formula:Fe3O4
InChIKey:SZVJSHCCFOBDDC-UHFFFAOYSA-N
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Compound 4
Molecular Weight:107.1531
Molecular Formula:C7H9N
InChIKey:RZXMPPFPUUCRFN-UHFFFAOYSA-N
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Compound 5
Molecular Weight:137.2221
Molecular Formula:C9H15N
InChIKey:FEFNDDUENWRQQD-UHFFFAOYSA-N
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Compound 31b
Molecular Weight:184.2371
Molecular Formula:C12H12N2
InChIKey:Not Available
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Compound 6
Molecular Weight:212.2902
Molecular Formula:C14H16N2
InChIKey:NUIURNJTPRWVAP-UHFFFAOYSA-N
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Compound 54
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:CZZZABOKJQXEBO-UHFFFAOYSA-N
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Compound 7
Molecular Weight:94.1112
Molecular Formula:C6H6O
InChIKey:ISWSIDIOOBJBQZ-UHFFFAOYSA-N
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Compound 8
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:DMBHHRLKUKUOEG-UHFFFAOYSA-N
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Compound 9a
Molecular Weight:198.2637
Molecular Formula:C13H14N2
InChIKey:YBRVSVVVWCFQMG-UHFFFAOYSA-N
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Compound 9b
Molecular Weight:198.2637
Molecular Formula:C13H14N2
InChIKey:SVGBLPSTNYMRBZ-UHFFFAOYSA-N
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Compound 9c
Molecular Weight:198.2637
Molecular Formula:C13H14N2
InChIKey:CKOFBUUFHALZGK-UHFFFAOYSA-N
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Compound 9d
Molecular Weight:250.2521
Molecular Formula:C15H10N2O2
InChIKey:UPMLOUAZCHDJJD-UHFFFAOYSA-N
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Compound 10a
Molecular Weight:174.1561
Molecular Formula:C9H6N2O2
InChIKey:DVKJHBMWWAPEIU-UHFFFAOYSA-N
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Compound 10b
Molecular Weight:174.1561
Molecular Formula:C9H6N2O2
InChIKey:RUELTTOHQODFPA-UHFFFAOYSA-N
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Compound 11
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:Not Available
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Compound 12
Molecular Weight:151.1626
Molecular Formula:C8H9NO2
InChIKey:IAGUPODHENSJEZ-UHFFFAOYSA-N
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Compound 13
Molecular Weight:158.1998
Molecular Formula:C10H10N2
InChIKey:KQSABULTKYLFEV-UHFFFAOYSA-N
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Compound 14
Molecular Weight:210.1882
Molecular Formula:C12H6N2O2
InChIKey:SBJCUZQNHOLYMD-UHFFFAOYSA-N
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Compound 15a
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:CZGCEKJOLUNIFY-UHFFFAOYSA-N
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Compound 29b
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:CZGCEKJOLUNIFY-UHFFFAOYSA-N
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Compound 15b
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:TYMLOMAKGOJONV-UHFFFAOYSA-N
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Compound 16
Molecular Weight:192
Molecular Formula:C6H3Cl2NO2
InChIKey:RZKKOBGFCAHLCZ-UHFFFAOYSA-N
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Compound 17
Molecular Weight:172.569
Molecular Formula:C6H5ClN2O2
InChIKey:PBGKNXWGYQPUJK-UHFFFAOYSA-N
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Compound 18
Molecular Weight:173.2542
Molecular Formula:C12H15N
InChIKey:ZTUKGBOUHWYFGC-UHFFFAOYSA-N
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Compound 19
Molecular Weight:109.1259
Molecular Formula:C6H7NO
InChIKey:CWLKGDAVCFYWJK-UHFFFAOYSA-N
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Compound 20
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:Not Available
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Compound 29a
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 21
Molecular Weight:180.1607
Molecular Formula:C8H8N2O3
InChIKey:NQRLPDFELNCFHW-UHFFFAOYSA-N
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Compound 22
Molecular Weight:108.1411
Molecular Formula:C6H8N2
InChIKey:CBCKQZAAMUWICA-UHFFFAOYSA-N
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Compound 23
Molecular Weight:150.1778
Molecular Formula:C8H10N2O
InChIKey:CHMBIJAOCISYEW-UHFFFAOYSA-N
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Compound 24a
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:VMPITZXILSNTON-UHFFFAOYSA-N
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Compound 24b
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:BHAAPTBBJKJZER-UHFFFAOYSA-N
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Compound 24c
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:ULHFFAFDSSHFDA-UHFFFAOYSA-N
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Compound 24d
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:IMPPGHMHELILKG-UHFFFAOYSA-N
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Compound 25
Molecular Weight:179.2157
Molecular Formula:C10H13NO2
InChIKey:CPJSUEIXXCENMM-UHFFFAOYSA-N
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Compound 26
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:OJGMBLNIHDZDGS-UHFFFAOYSA-N
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Compound 27
Molecular Weight:180.2038
Molecular Formula:C9H12N2O2
InChIKey:SJWQCBCAGCEWCV-UHFFFAOYSA-N
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Compound 28
Molecular Weight:352.3823
Molecular Formula:C17H24N2O6
InChIKey:AEQXCNSBJJHGGE-UHFFFAOYSA-N
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Compound 111
Molecular Weight:199.272
Molecular Formula:C12H9NS
InChIKey:WJFKNYWRSNBZNX-UHFFFAOYSA-N
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Compound 30
Molecular Weight:108.1411
Molecular Formula:C6H8N2
InChIKey:GEYOCULIXLDCMW-UHFFFAOYSA-N
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Compound 31a
Molecular Weight:253.127
Molecular Formula:C12H10Cl2N2
InChIKey:HUWXDEQWWKGHRV-UHFFFAOYSA-N
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Compound 32
Molecular Weight:248.301
Molecular Formula:C12H12N2O2S
InChIKey:MQJKPEGWNLWLTK-UHFFFAOYSA-N
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Compound 89
Molecular Weight:162.017
Molecular Formula:C6H5Cl2N
InChIKey:SDYWXFYBZPNOFX-UHFFFAOYSA-N
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Compound 133
Molecular Weight:127.572
Molecular Formula:C6H6ClN
InChIKey:QSNSCYSYFYORTR-UHFFFAOYSA-N
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Compound 33a
Molecular Weight:173.19
Molecular Formula:C6H7NO3S
InChIKey:ZMCHBSMFKQYNKA-UHFFFAOYSA-N
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Compound 33b
Molecular Weight:173.19
Molecular Formula:C6H7NO3S
InChIKey:HVBSAKJJOYLTQU-UHFFFAOYSA-N
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Compound 34
Molecular Weight:534.363
Molecular Formula:C16H11N4Na3O9S2
InChIKey:UJMBCXLDXJUMFB-UHFFFAOYSA-K
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Compound 35
Molecular Weight:144.1699
Molecular Formula:C10H8O
InChIKey:JWAZRIHNYRIHIV-UHFFFAOYSA-N
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Compound 36
Molecular Weight:143.1852
Molecular Formula:C10H9N
InChIKey:JBIJLHTVPXGSAM-UHFFFAOYSA-N
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Compound 37
Molecular Weight:173.1681
Molecular Formula:C10H7NO2
InChIKey:RJKGJBPXVHTNJL-UHFFFAOYSA-N
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Compound 38
Molecular Weight:143.1852
Molecular Formula:C10H9N
InChIKey:RUFPHBVGCFYCNW-UHFFFAOYSA-N
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Compound 39
Molecular Weight:218.1656
Molecular Formula:C10H6N2O4
InChIKey:ZUTCJXFCHHDFJS-UHFFFAOYSA-N
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Compound 40
Molecular Weight:218.1656
Molecular Formula:C10H6N2O4
InChIKey:AVCSMMMOCOTIHF-UHFFFAOYSA-N
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Compound 41
Molecular Weight:158.1998
Molecular Formula:C10H10N2
InChIKey:YFOOEYJGMMJJLS-UHFFFAOYSA-N
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Compound 42
Molecular Weight:224.233
Molecular Formula:C10H8O4S
InChIKey:SGBQUMZTGSQNAO-UHFFFAOYSA-N
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Compound 43
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:GWIAAIUASRVOIA-UHFFFAOYSA-N
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Compound 44
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:NRZRRZAVMCAKEP-UHFFFAOYSA-N
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Compound 45
Molecular Weight:208.234
Molecular Formula:C10H8O3S
InChIKey:KVBGVZZKJNLNJU-UHFFFAOYSA-N
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Compound 46a
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:UWPJYQYRSWYIGZ-UHFFFAOYSA-N
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Compound 46b
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:QEZZCWMQXHXAFG-UHFFFAOYSA-N
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Compound 46c
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:SEMRCUIXRUXGJX-UHFFFAOYSA-N
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Compound 47a
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:UWPJYQYRSWYIGZ-UHFFFAOYSA-N
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Compound 47b
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:QEZZCWMQXHXAFG-UHFFFAOYSA-N
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Compound 48
Molecular Weight:319.311
Molecular Formula:C10H9NO7S2
InChIKey:APRRQJCCBSJQOQ-UHFFFAOYSA-N
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Compound 47c
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:CYJJLCDCWVZEDZ-UHFFFAOYSA-N
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Compound 47d
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:DQNAQOYOSRJXFZ-UHFFFAOYSA-N
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Compound 49a
Molecular Weight:303.312
Molecular Formula:C10H9NO6S2
InChIKey:KZCSUEYBKAPKNH-UHFFFAOYSA-N
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Compound 49b
Molecular Weight:303.312
Molecular Formula:C10H9NO6S2
InChIKey:CMOLPZZVECHXKN-UHFFFAOYSA-N
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Compound 50
Molecular Weight:223.225
Molecular Formula:C10H8O4S
InChIKey:VVPHSMHEYVOVLH-UHFFFAOYSA-M
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Compound 51
Molecular Weight:219.2811
Molecular Formula:C16H13N
InChIKey:KEQFTVQCIQJIQW-UHFFFAOYSA-N
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Compound 52a
Molecular Weight:108.1411
Molecular Formula:C6H8N2
InChIKey:WZCQRUWWHSTZEM-UHFFFAOYSA-N
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Compound 53
Molecular Weight:248.711
Molecular Formula:C12H13ClN4
InChIKey:MCTQNEBFZMBRSQ-UHFFFAOYSA-N
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Compound 55
Molecular Weight:122.1677
Molecular Formula:C7H10N2
InChIKey:VOZKAJLKRJDJLL-UHFFFAOYSA-N
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Compound 56
Molecular Weight:781.728
Molecular Formula:C34H27N9Na2O7S2
InChIKey:XRPLBRIHZGVJIC-UHFFFAOYSA-L
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Compound 57
Molecular Weight:680.753
Molecular Formula:C34H28N6O6S2
InChIKey:PYPYDHUIORYEHW-UHFFFAOYSA-N
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Compound 58
Molecular Weight:208.2121
Molecular Formula:C14H8O2
InChIKey:RZVHIXYEVGDQDX-UHFFFAOYSA-N
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Compound 59
Molecular Weight:253.2097
Molecular Formula:C14H7NO4
InChIKey:YCANAXVBJKNANM-UHFFFAOYSA-N
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Compound 60
Molecular Weight:223.2268
Molecular Formula:C14H9NO2
InChIKey:KHUFHLFHOQVFGB-UHFFFAOYSA-N
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Compound 61
Molecular Weight:223.2268
Molecular Formula:C14H9NO2
InChIKey:XOGPDSATLSAZEK-UHFFFAOYSA-N
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Compound 62
Molecular Weight:342.3475
Molecular Formula:C21H14N2O3
InChIKey:PXNNPGGYHAWDJW-UHFFFAOYSA-N
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Compound 63
Molecular Weight:361.778
Molecular Formula:C21H12ClNO3
InChIKey:VDCUNNJIPITONP-UHFFFAOYSA-N
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Compound 64
Molecular Weight:667.6644
Molecular Formula:C42H25N3O6
InChIKey:HZCNWAWXJDZEHZ-UHFFFAOYSA-N
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Compound 65
Molecular Weight:665.6485
Molecular Formula:C42H23N3O6
InChIKey:NEPMUYRMLCNJOE-UHFFFAOYSA-N
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Compound 66
Molecular Weight:382.186
Molecular Formula:C14H8BrNO5S
InChIKey:QZZSAWGVHXXMID-UHFFFAOYSA-N
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Compound 67
Molecular Weight:408.4071
Molecular Formula:C28H12N2O2
InChIKey:KJPJZBYFYBYKPK-UHFFFAOYSA-N
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Compound 68
Molecular Weight:230.2607
Molecular Formula:C17H10O
InChIKey:HUKPVYBUJRAUAG-UHFFFAOYSA-N
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Compound 69
Molecular Weight:299.151
Molecular Formula:C17H8Cl2O
InChIKey:CWOMZMMYXCMUCI-UHFFFAOYSA-N
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Compound 70
Molecular Weight:672.6825
Molecular Formula:C45H24N2O5
InChIKey:LMOWGMUXWCJQCD-UHFFFAOYSA-N
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Compound 151
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:RWZYAGGXGHYGMB-UHFFFAOYSA-N
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Compound 182
Molecular Weight:184.411
Molecular Formula:C3Cl3N3
InChIKey:MGNCLNQXLYJVJD-UHFFFAOYSA-N
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Compound 71
Molecular Weight:651.434
Molecular Formula:C19H12Cl2N6O10S3
InChIKey:KNJPCISTPVNOQS-CYYJNZCTSA-N
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Compound 72
Molecular Weight:323.819
Molecular Formula:C19H18ClN3
InChIKey:JUQPZRLQQYSMEQ-UHFFFAOYSA-N
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Compound 73a
Molecular Weight:377.394
Molecular Formula:C20H14N2O4S
InChIKey:SRPCPRSDICCCRQ-DQRAZIAOSA-M
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Compound 73b
Molecular Weight:439.892
Molecular Formula:C22H17ClN2O4S
InChIKey:NALSYDRWYNQTDX-IZHYLOQSSA-M
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Compound 74
Molecular Weight:200.2365
Molecular Formula:C12H12N2O
InChIKey:WIIBXHASGNDGGC-UHFFFAOYSA-N
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Compound 75
Molecular Weight:182.2212
Molecular Formula:C12H10N2
InChIKey:HJXMORWPPSSVMF-UHFFFAOYSA-N
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Compound 76
Molecular Weight:270.2848
Molecular Formula:C18H10N2O
InChIKey:XFYQEBBUVNLYBR-UHFFFAOYSA-N
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Compound 77
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 78
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 79
Molecular Weight:342.394
Molecular Formula:C12H14N4O4S2
InChIKey:QGHREAKMXXNCOA-UHFFFAOYSA-N
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Compound 80
Molecular Weight:225.268
Molecular Formula:C9H11N3O2S
InChIKey:YTGVAKDRFRGYAM-UHFFFAOYSA-N
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Compound 81
Molecular Weight:191.1867
Molecular Formula:C9H9N3O2
InChIKey:TWFZGCMQGLPBSX-UHFFFAOYSA-N
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Compound 82
Molecular Weight:290.3177
Molecular Formula:C14H18N4O3
InChIKey:RIOXQFHNBCKOKP-UHFFFAOYSA-N
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Compound 83
Molecular Weight:215.683
Molecular Formula:C8H14ClN5
InChIKey:MKPLRLYVGXPSQU-UHFFFAOYSA-N
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Compound 84
Molecular Weight:201.657
Molecular Formula:C7H12ClN5
InChIKey:ODCWYMIRDDJXKW-UHFFFAOYSA-N
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Compound 85
Molecular Weight:213.303
Molecular Formula:C8H15N5S
InChIKey:HCRWJJJUKUVORR-UHFFFAOYSA-N
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Compound 86
Molecular Weight:212.676
Molecular Formula:C10H13ClN2O
InChIKey:JXCGFZXSOMJFOA-UHFFFAOYSA-N
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Compound 87
Molecular Weight:373.772
Molecular Formula:C12H12ClN5O5S
InChIKey:MKRAPJFQEAATPC-UHFFFAOYSA-N
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Compound 88
Molecular Weight:281.3077
Molecular Formula:C13H19N3O4
InChIKey:FRXFLOXTJZJFOZ-UHFFFAOYSA-N
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Compound 90
Molecular Weight:258.101
Molecular Formula:C11H9Cl2NO2
InChIKey:MCOQHIWZJUDQIC-UHFFFAOYSA-N
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Compound 91
Molecular Weight:230.241
Molecular Formula:C8H10N2O4S
InChIKey:VGPYEHKOIGNJKV-UHFFFAOYSA-N
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Compound 92
Molecular Weight:412.845
Molecular Formula:C17H17ClN2O6S
InChIKey:LFDDUUFFHPNIPZ-UHFFFAOYSA-N
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Compound 93
Molecular Weight:335.279
Molecular Formula:C13H16F3N3O4
InChIKey:ZSDSQXJSNMTJDA-UHFFFAOYSA-N
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Compound 94
Molecular Weight:218.08
Molecular Formula:C9H9Cl2NO
InChIKey:LFULEKSKNZEWOE-UHFFFAOYSA-N
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Compound 95
Molecular Weight:198.649
Molecular Formula:C9H11ClN2O
InChIKey:BMLIZLVNXIYGCK-UHFFFAOYSA-N
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Compound 96
Molecular Weight:135.2062
Molecular Formula:C9H13N
InChIKey:JJVKJJNCIILLRP-UHFFFAOYSA-N
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Compound 97
Molecular Weight:149.2328
Molecular Formula:C10H15N
InChIKey:FOYHNROGBXVLLX-UHFFFAOYSA-N
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Compound 98
Molecular Weight:269.767
Molecular Formula:C14H20ClNO2
InChIKey:XCSGPAVHZFQHGE-UHFFFAOYSA-N
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Compound 99
Molecular Weight:291.3007
Molecular Formula:C18H13NO3
InChIKey:JXTHEWSKYLZVJC-UHFFFAOYSA-N
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Compound 100
Molecular Weight:397.363
Molecular Formula:C14H15N5O7S
InChIKey:PELUGJARGQUTRZ-UHFFFAOYSA-N
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Compound 101
Molecular Weight:403.391
Molecular Formula:C12H13N5O7S2
InChIKey:KMTDLXVYRNAWSN-UHFFFAOYSA-N
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Compound 102
Molecular Weight:93.1265
Molecular Formula:C6H7N
InChIKey:BSKHPKMHTQYZBB-UHFFFAOYSA-N
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Compound 103
Molecular Weight:241.459
Molecular Formula:C6H3Cl3N2O2
InChIKey:NQQVFXUMIDALNH-UHFFFAOYSA-N
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Compound 104
Molecular Weight:238.2862
Molecular Formula:C11H18N4O2
InChIKey:YFGYUFNIOHWBOB-UHFFFAOYSA-N
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Compound 105
Molecular Weight:219.2548
Molecular Formula:C13H14FNO
InChIKey:JGTSPTRNYCIUEX-UHFFFAOYSA-N
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Compound 106
Molecular Weight:177.1238
Molecular Formula:C7H6F3NO
InChIKey:XUJFOSLZQITUOI-UHFFFAOYSA-N
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Compound 107
Molecular Weight:527.834
Molecular Formula:C22H17ClF3N3O7
InChIKey:HSZGJMCWOSMCSC-NRFANRHFSA-N
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Compound 108
Molecular Weight:202.276
Molecular Formula:C11H10N2S
InChIKey:Not Available
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Compound 109
Molecular Weight:306.4015
Molecular Formula:C20H22N2O
InChIKey:DMYHGDXADUDKCQ-UHFFFAOYSA-N
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Compound 110
Molecular Weight:293.406
Molecular Formula:C19H23N3
InChIKey:QXAITBQSYVNQDR-SERSATILSA-N
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Compound 112
Molecular Weight:201.248
Molecular Formula:C10H7N3S
InChIKey:WJCNZQLZVWNLKY-UHFFFAOYSA-N
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Compound 113
Molecular Weight:191.1867
Molecular Formula:C9H9N3O2
InChIKey:TWFZGCMQGLPBSX-UHFFFAOYSA-N
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Compound 114
Molecular Weight:300.336
Molecular Formula:C14H12N4O2S
InChIKey:NHZLNPMOSADWGC-UHFFFAOYSA-N
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Compound 115
Molecular Weight:278.33
Molecular Formula:C12H14N4O2S
InChIKey:ASWVTGNCAZCNNR-UHFFFAOYSA-N
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Compound 116
Molecular Weight:248.711
Molecular Formula:C12H13ClN4
InChIKey:WKSAUQYGYAYLPV-UHFFFAOYSA-N
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Compound 130b
Molecular Weight:248.711
Molecular Formula:C12H13ClN4
InChIKey:WKSAUQYGYAYLPV-UHFFFAOYSA-N
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Compound 116a
Molecular Weight:315.241
Molecular Formula:C14H20Cl2N4
InChIKey:PJBQYZZKGNOKNJ-UHFFFAOYSA-M
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Compound 154
Molecular Weight:236.3101
Molecular Formula:C13H20N2O2
InChIKey:MFDFERRIHVXMIY-UHFFFAOYSA-N
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Compound 117
Molecular Weight:269.32
Molecular Formula:C11H15N3O3S
InChIKey:PPHAICVEQWWGNK-UHFFFAOYSA-N
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Compound 118
Molecular Weight:255.294
Molecular Formula:C10H13N3O3S
InChIKey:ACDVEWZYAPMEHH-UHFFFAOYSA-N
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Compound 119
Molecular Weight:292.314
Molecular Formula:C12H12N4O3S
InChIKey:BBLOSBOYAAFHNS-UHFFFAOYSA-N
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Compound 120
Molecular Weight:214.242
Molecular Formula:C8H10N2O3S
InChIKey:SKIVFJLNDNKQPD-UHFFFAOYSA-N
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Compound 122
Molecular Weight:153.1354
Molecular Formula:C7H7NO3
InChIKey:WUBBRNOQWQTFEX-UHFFFAOYSA-N
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Compound 123
Molecular Weight:236.293
Molecular Formula:C10H12N4OS
InChIKey:SRVJKTDHMYAMHA-WUXMJOGZSA-N
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Compound 124
Molecular Weight:108.1411
Molecular Formula:C6H8N2
InChIKey:QUXLCYFNVNNRBE-UHFFFAOYSA-N
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Compound 125
Molecular Weight:260.2884
Molecular Formula:C14H16N2O3
InChIKey:WZPCSVBNEQYORT-UHFFFAOYSA-N
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Compound 126
Molecular Weight:290.3177
Molecular Formula:C14H18N4O3
InChIKey:Not Available
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Compound 127
Molecular Weight:269.2572
Molecular Formula:C10H15N5O4
InChIKey:CRKBHLOGHPRQQD-FPEXCHOESA-N
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Compound 128a
Molecular Weight:225.2046
Molecular Formula:C8H11N5O3
InChIKey:MKUXAQIIEYXACX-UHFFFAOYSA-N
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Compound 128b
Molecular Weight:253.2578
Molecular Formula:C10H15N5O3
InChIKey:JNTOCHDNEULJHD-UHFFFAOYSA-N
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Compound 129
Molecular Weight:323.475
Molecular Formula:C19H17NS2
InChIKey:ITRFMKLMVXIYIG-UHFFFAOYSA-N
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Compound 130
Molecular Weight:319.872
Molecular Formula:C18H26ClN3
InChIKey:WHTVZRBIWZFKQO-UHFFFAOYSA-N
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Compound 130a
Molecular Weight:245.3202
Molecular Formula:C14H19N3O
InChIKey:ZBNVUTPGZIDATC-UHFFFAOYSA-N
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Compound 131a
Molecular Weight:397.941
Molecular Formula:C23H28ClN3O
InChIKey:RULCEVDNXHFPTD-UHFFFAOYSA-N
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Compound 131b
Molecular Weight:397.941
Molecular Formula:C23H28ClN3O
InChIKey:FBGAYAGVAIQDBP-UHFFFAOYSA-N
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Compound 131c
Molecular Weight:355.861
Molecular Formula:C20H22ClN3O
InChIKey:OVCDSSHSILBFBN-UHFFFAOYSA-N
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Compound 136
Molecular Weight:355.861
Molecular Formula:C20H22ClN3O
InChIKey:OVCDSSHSILBFBN-UHFFFAOYSA-N
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Compound 132
Molecular Weight:312.305
Molecular Formula:C10H12N6O4S
InChIKey:FOEGMLXFZVTMKG-UHFFFAOYSA-N
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Compound 134
Molecular Weight:252.743
Molecular Formula:C12H17ClN4
InChIKey:NBTJXIRHSYRCQC-UHFFFAOYSA-N
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Compound 135
Molecular Weight:250.727
Molecular Formula:C12H15ClN4
InChIKey:OMGWTDHHRRWLHW-UHFFFAOYSA-N
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Compound 137
Molecular Weight:535.511
Molecular Formula:C29H32Cl2N6
InChIKey:UCRHFBCYFMIWHC-UHFFFAOYSA-N
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Compound 138
Molecular Weight:381.303
Molecular Formula:C17H22Cl2N6
InChIKey:VVIZQGRJJPEJPT-UHFFFAOYSA-N
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Compound 139
Molecular Weight:471.5096
Molecular Formula:C22H29N7O5
InChIKey:RXWNCPJZOCPEPQ-ZRKVXJNMSA-N
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Compound 140
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:TWBPWBPGNQWFSJ-UHFFFAOYSA-N
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Compound 141
Molecular Weight:380.281
Molecular Formula:C20H18BrN3
InChIKey:MQOKYEROIFEEBH-UHFFFAOYSA-N
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Compound 142
Molecular Weight:401.457
Molecular Formula:C13H6Cl5NO3
InChIKey:KXRVYYNZIMGHFE-UHFFFAOYSA-N
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Compound 143a
Molecular Weight:340.482
Molecular Formula:C20H24N2OS
InChIKey:FBQPGGIHOFZRGH-UHFFFAOYSA-N
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Compound 143b
Molecular Weight:356.482
Molecular Formula:C20H24N2O2S
InChIKey:MFZWMTSUNYWVBU-UHFFFAOYSA-N
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Compound 144
Molecular Weight:285.384
Molecular Formula:C17H23N3O
InChIKey:YECBIJXISLIIDS-UHFFFAOYSA-N
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Compound 145
Molecular Weight:297.847
Molecular Formula:C14H20ClN3S
InChIKey:BONORRGKLJBGRV-UHFFFAOYSA-N
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Compound 146
Molecular Weight:318.864
Molecular Formula:C17H19ClN2S
InChIKey:ZPEIMTDSQAKGNT-UHFFFAOYSA-N
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Compound 147
Molecular Weight:231.678
Molecular Formula:C13H10ClNO
InChIKey:ZUWXHHBROGLWNH-UHFFFAOYSA-N
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Compound 148
Molecular Weight:299.755
Molecular Formula:C16H14ClN3O
InChIKey:ANTSCNMPPGJYLG-UHFFFAOYSA-N
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Compound 149
Molecular Weight:284.74
Molecular Formula:C16H13ClN2O
InChIKey:Not Available
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Compound 150
Molecular Weight:286.713
Molecular Formula:C15H11ClN2O2
InChIKey:Not Available
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Compound 152
Molecular Weight:250.2952
Molecular Formula:C16H14N2O
InChIKey:JEYCTXHKTXCGPB-UHFFFAOYSA-N
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Compound 153
Molecular Weight:234.3373
Molecular Formula:C14H22N2O
InChIKey:NNJVILVZKWQKPM-UHFFFAOYSA-N
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Compound 163
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:ALYNCZNDIQEVRV-UHFFFAOYSA-N
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Compound 155
Molecular Weight:151.1626
Molecular Formula:C8H9NO2
InChIKey:RZVAJINKPMORJF-UHFFFAOYSA-N
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Compound 156a
Molecular Weight:336.4705
Molecular Formula:C22H28N2O
InChIKey:PJMPHNIQZUBGLI-UHFFFAOYSA-N
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Compound 156b
Molecular Weight:394.5066
Molecular Formula:C24H30N2O3
InChIKey:YDSDEBIZUNNPOB-UHFFFAOYSA-N
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Compound 157
Molecular Weight:295.723
Molecular Formula:C7H6ClN3O4S2
InChIKey:JBMKAUGHUNFTOL-UHFFFAOYSA-N
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Compound 158
Molecular Weight:330.744
Molecular Formula:C12H11ClN2O5S
InChIKey:ZZUFCTLCJUWOSV-UHFFFAOYSA-N
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Compound 159
Molecular Weight:253.2626
Molecular Formula:C12H11N7
InChIKey:FNYLWPVRPXGIIP-UHFFFAOYSA-N
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Compound 160
Molecular Weight:441.3975
Molecular Formula:C19H19N7O6
InChIKey:OVBPIULPVIDEAO-UHFFFAOYSA-N
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Compound 161a
Molecular Weight:160.1759
Molecular Formula:C8H8N4
InChIKey:RPTUSVTUFVMDQK-UHFFFAOYSA-N
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Compound 161b
Molecular Weight:190.2052
Molecular Formula:C8H10N6
InChIKey:Not Available
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Compound 162
Molecular Weight:336.4259
Molecular Formula:C18H28N2O4
InChIKey:GOEMGAFJFRBGGG-UHFFFAOYSA-N
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Compound 164
Molecular Weight:275.3859
Molecular Formula:C17H25NO2
InChIKey:SOXAGEOHPCXXIO-UHFFFAOYSA-N
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Compound 165
Molecular Weight:393.459
Molecular Formula:C21H19N3O3S
InChIKey:Not Available
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Compound 166
Molecular Weight:253.2991
Molecular Formula:C15H15N3O
InChIKey:CIKWKGFPFXJVGW-UHFFFAOYSA-N
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Compound 167
Molecular Weight:444.4809
Molecular Formula:C22H28N4O6
InChIKey:Not Available
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Compound 168a
Molecular Weight:305.2
Molecular Formula:C13H18Cl2N2O2
InChIKey:SGDBTWWWUNNDEQ-UHFFFAOYSA-N
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Compound 168b
Molecular Weight:304.212
Molecular Formula:C14H19Cl2NO2
InChIKey:JCKYGMPEJWAADB-UHFFFAOYSA-N
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Compound 169
Molecular Weight:167.251
Molecular Formula:C7H5NS2
InChIKey:YXIWHUQXZSMYRE-UHFFFAOYSA-N
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Compound 170
Molecular Weight:332.487
Molecular Formula:C14H8N2S4
InChIKey:AFZSMODLJJCVPP-UHFFFAOYSA-N
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Compound 171
Molecular Weight:397.896
Molecular Formula:C14H8N2S4Zn
InChIKey:PGNWIWKMXVDXHP-UHFFFAOYSA-L
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Compound 172
Molecular Weight:284.421
Molecular Formula:C11H12N2OS3
InChIKey:QRYFCNPYGUORTK-UHFFFAOYSA-N
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Compound 173
Molecular Weight:264.41
Molecular Formula:C13H16N2S2
InChIKey:DEQZTKGFXNUBJL-UHFFFAOYSA-N
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Compound 174
Molecular Weight:252.356
Molecular Formula:C11H12N2OS2
InChIKey:MHKLKWCYGIBEQF-UHFFFAOYSA-N
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Compound 175
Molecular Weight:364.572
Molecular Formula:C16H16N2S4
InChIKey:RDQQCSOIXMZZQR-UHFFFAOYSA-N
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Compound 176
Molecular Weight:Not Available
Molecular Formula:(S)nC18H32N10
InChIKey:SVALPVIKHSHQLQ-UHFFFAOYSA-N
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Compound 177
Molecular Weight:382.713
Molecular Formula:C13H10Cl3NO2S2
InChIKey:CAXJFBOSFXRPOJ-UHFFFAOYSA-N
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Compound 178
Molecular Weight:260.333
Molecular Formula:C18H16N2
InChIKey:UXKQNCDDHDBAPD-UHFFFAOYSA-N
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Compound 179
Molecular Weight:219.2811
Molecular Formula:C16H13N
InChIKey:XQVWYOYUZDUNRW-UHFFFAOYSA-N
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Compound 180
Molecular Weight:198.2206
Molecular Formula:C12H10N2O
InChIKey:UBUCNCOMADRQHX-UHFFFAOYSA-N
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Compound 181
Molecular Weight:289.353
Molecular Formula:C14H15N3O2S
InChIKey:WJEFLTGCMGVZEQ-FOCLMDBBSA-N
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Compound 184
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 185
Molecular Weight:161.3928
Molecular Formula:C6H19NSi2
InChIKey:FFUAGWLWBBFQJT-UHFFFAOYSA-N
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Compound 186
Molecular Weight:214.2664
Molecular Formula:C12H14N4
InChIKey:HSTOKWSFWGCZMH-UHFFFAOYSA-N
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Compound 187
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 188
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 189
Molecular Weight:92.1185
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 190
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 191
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 192
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:MLPVBIWIRCKMJV-UHFFFAOYSA-N
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Compound 193
Molecular Weight:756.784
Molecular Formula:C37H32N20
InChIKey:BPXMGWXMCLTNMN-UHFFFAOYSA-N
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Compound 194
Molecular Weight:164.981
Molecular Formula:C3H2Cl2N4
InChIKey:MCLXKFUCPVGZEN-UHFFFAOYSA-N
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