Standard Article

Anilines: Historical Background

Anilines (2007)

  1. Anthony S. Travis

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0383

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Travis, A. S. 2009. Anilines: Historical Background. Patai's Chemistry of Functional Groups. .

Author Information

  1. The Hebrew University of Jerusalem, 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
    Identifying Aniline
  • 3
    The Aniline Dyes
  • 4
    Technology Transfer
  • 5
    Azo Dyes and their Intermediates
  • 6
    Patent Law in Germany
  • 7
    Aniline Red and the Structures of Aniline Dyes
  • 8
    Contributions to Academic Chemistry
  • 9
    Anilines for Explosives
  • 10
    Industrial Research
  • 11
    Indigo
  • 12
    Aminoanthraquinone Vat Dyes
  • 13
    The United States Synthetic Dye Industry
  • 14
    Other Innovations
  • 15
    Medical Research and Sulfa Drugs
  • 16
    Antimalarials
  • 17
    Rubber Products and Polymers
  • 18
    Melamine
  • 19
    Anilines and Instrumentation
  • 20
    Strategic Anilines
  • 21
    Polyurethanes
  • 22
    Fiber-Reactive Dyes and After
  • 23
    Organic Reaction Mechanisms
  • 24
    Celebration and History
  • 25
    Conclusion

Keywords:

  • aniline dyes;
  • identifying aniline;
  • anilines - historical background;
  • Heinrich Caro - aryl amine science and technology transfer;
  • Alfred Wanklyn's ethylene-type constitutional formulas;
  • Imperial Chemical Industries (ICI);
  • academic chemistry and contributions;
  • anilines for explosives

Featured Compounds

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  1. 1 - 112
Compound 25
Molecular Weight:184.2371
Molecular Formula:C12H12N2
InChIKey:Not Available
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Compound 1
Molecular Weight:93.1265
Molecular Formula:C6H7N
InChIKey:PAYRUJLWNCNPSJ-UHFFFAOYSA-N
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Compound 2
Molecular Weight:262.2628
Molecular Formula:C16H10N2O2
InChIKey:COHYTHOBJLSHDF-BUHFOSPRSA-N
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Compound 3
Molecular Weight:147.1308
Molecular Formula:C8H5NO2
InChIKey:JXDYKVIHCLTXOP-UHFFFAOYSA-N
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Compound 4
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:RWZYAGGXGHYGMB-UHFFFAOYSA-N
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Compound 101
Molecular Weight:126.1199
Molecular Formula:C3H6N6
InChIKey:JDSHMPZPIAZGSV-UHFFFAOYSA-N
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Compound 5
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 6
Molecular Weight:337.846
Molecular Formula:C20H20ClN3
InChIKey:AXDJCCTWPBKUKL-UHFFFAOYSA-N
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Compound 7
Molecular Weight:566.134
Molecular Formula:C38H32ClN3
InChIKey:IIPTZRVNXTYTIS-FEWOPKHCSA-N
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Compound 8
Molecular Weight:407.979
Molecular Formula:C25H30ClN3
InChIKey:ZXJXZNDDNMQXFV-UHFFFAOYSA-M
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Compound 9
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:DMBHHRLKUKUOEG-UHFFFAOYSA-N
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Compound 13
Molecular Weight:290.3127
Molecular Formula:C19H14O3
InChIKey:FYEHYMARPSSOBO-UHFFFAOYSA-N
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Compound 10
Molecular Weight:289.3743
Molecular Formula:C19H19N3
InChIKey:ADUMIBSPEHFSLA-UHFFFAOYSA-N
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Compound 14
Molecular Weight:108.1411
Molecular Formula:C6H8N2
InChIKey:WZCQRUWWHSTZEM-UHFFFAOYSA-N
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Compound 15
Molecular Weight:263.726
Molecular Formula:C12H14ClN5
InChIKey:ZFWKZFIJMJCGIZ-UHFFFAOYSA-N
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Compound 15a
Molecular Weight:404.296
Molecular Formula:C18H19Cl2N7
InChIKey:PHUKVDMOLRHZEM-UHFFFAOYSA-N
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Compound 16
Molecular Weight:233.697
Molecular Formula:C12H12ClN3
InChIKey:WMNTYZIRLUBHEE-UHFFFAOYSA-N
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Compound 17
Molecular Weight:140.57
Molecular Formula:C6H5ClN2
InChIKey:CLRSZXHOSMKUIB-UHFFFAOYSA-M
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Compound 18
Molecular Weight:248.711
Molecular Formula:C12H13ClN4
InChIKey:MCTQNEBFZMBRSQ-UHFFFAOYSA-N
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Compound 20
Molecular Weight:223.248
Molecular Formula:C10H9NO3S
InChIKey:NRZRRZAVMCAKEP-UHFFFAOYSA-N
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Compound 21
Molecular Weight:144.1699
Molecular Formula:C10H8O
InChIKey:JWAZRIHNYRIHIV-UHFFFAOYSA-N
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Compound 22
Molecular Weight:304.296
Molecular Formula:C10H8O7S2
InChIKey:USWINTIHFQKJTR-UHFFFAOYSA-N
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Compound 23
Molecular Weight:304.296
Molecular Formula:C10H8O7S2
InChIKey:DOBIZWYVJFIYOV-UHFFFAOYSA-N
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Compound 24
Molecular Weight:143.1852
Molecular Formula:C10H9N
InChIKey:JBIJLHTVPXGSAM-UHFFFAOYSA-N
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Compound 26
Molecular Weight:652.7
Molecular Formula:C32H24N6O6S2
InChIKey:VOVGRWDNWBXCDN-UHFFFAOYSA-N
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Compound 27
Molecular Weight:680.753
Molecular Formula:C34H28N6O6S2
InChIKey:GJOBSDXUXPWWLI-UHFFFAOYSA-N
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Compound 28
Molecular Weight:680.753
Molecular Formula:C34H28N6O6S2
InChIKey:WBSQIIGFOBKABY-UHFFFAOYSA-N
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Compound 29
Molecular Weight:107.1531
Molecular Formula:C7H9N
InChIKey:RZXMPPFPUUCRFN-UHFFFAOYSA-N
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Compound 30
Molecular Weight:307.3895
Molecular Formula:C19H21N3O
InChIKey:JFIDNEYZXQHOKK-UHFFFAOYSA-N
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Compound 31
Molecular Weight:244.3303
Molecular Formula:C19H16
InChIKey:AAAQKTZKLRYKHR-UHFFFAOYSA-N
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Compound 32
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:Not Available
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Compound 33
Molecular Weight:319.852
Molecular Formula:C16H18ClN3S
InChIKey:CXKWCBBOMKCUKX-UHFFFAOYSA-M
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Compound 34
Molecular Weight:364.911
Molecular Formula:C23H25ClN2
InChIKey:Not Available
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Compound 35
Molecular Weight:353.845
Molecular Formula:C20H20ClN3O
InChIKey:LSAVKIFJKMFGPQ-UHFFFAOYSA-M
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Compound 36
Molecular Weight:407.979
Molecular Formula:C25H30ClN3
InChIKey:ZXJXZNDDNMQXFV-UHFFFAOYSA-M
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Compound 37
Molecular Weight:268.3535
Molecular Formula:C17H20N2O
InChIKey:Not Available
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Compound 38
Molecular Weight:810.864
Molecular Formula:C37H36N2Na2O10S3
InChIKey:MGRLPDQFABWIAT-UHFFFAOYSA-L
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Compound 39
Molecular Weight:107.1531
Molecular Formula:C7H9N
InChIKey:Not Available
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Compound 40
Molecular Weight:287.1433
Molecular Formula:C7H5N5O8
InChIKey:AGUIVNYEYSCPNI-UHFFFAOYSA-N
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Compound 41
Molecular Weight:273.1167
Molecular Formula:C6H3N5O8
InChIKey:UKUDSMQEWVNCOJ-UHFFFAOYSA-N
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Compound 42
Molecular Weight:262.2628
Molecular Formula:C16H10N2O2
InChIKey:COHYTHOBJLSHDF-BUHFOSPRSA-N
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Compound 43
Molecular Weight:133.1473
Molecular Formula:C8H7NO
InChIKey:Not Available
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Compound 44
Molecular Weight:259.734
Molecular Formula:C14H14ClN3
InChIKey:KKAJSJJFBSOMGS-UHFFFAOYSA-N
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Compound 45
Molecular Weight:236.3101
Molecular Formula:C13H20N2O2
InChIKey:MFDFERRIHVXMIY-UHFFFAOYSA-N
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Compound 46
Molecular Weight:223.2268
Molecular Formula:C14H9NO2
InChIKey:XOGPDSATLSAZEK-UHFFFAOYSA-N
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Compound 47
Molecular Weight:446.4535
Molecular Formula:C28H18N2O4
InChIKey:ARBOUFQDKAOMML-UHFFFAOYSA-N
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Compound 48
Molecular Weight:230.2607
Molecular Formula:C17H10O
InChIKey:HUKPVYBUJRAUAG-UHFFFAOYSA-N
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Compound 49
Molecular Weight:227.2585
Molecular Formula:C14H13NO2
InChIKey:URQFHHHTIOMNIR-UHFFFAOYSA-N
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Compound 50
Molecular Weight:242.657
Molecular Formula:C14H7ClO2
InChIKey:BOCJQSFSGAZAPQ-UHFFFAOYSA-N
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Compound 51
Molecular Weight:429.423
Molecular Formula:C28H15NO4
InChIKey:WITKIIIPSSFHST-UHFFFAOYSA-N
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Compound 52
Molecular Weight:665.6485
Molecular Formula:C42H23N3O6
InChIKey:OXEFCDNMUKTKDV-UHFFFAOYSA-N
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Compound 53
Molecular Weight:237.2533
Molecular Formula:C15H11NO2
InChIKey:SVTDYSXXLJYUTM-UHFFFAOYSA-N
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Compound 54
Molecular Weight:484.5015
Molecular Formula:C31H20N2O4
InChIKey:LBSMZEVZWDFRSS-UHFFFAOYSA-N
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Compound 55
Molecular Weight:446.4535
Molecular Formula:C28H18N2O4
InChIKey:SMYVNUCSIRQQNT-UHFFFAOYSA-N
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Compound 56
Molecular Weight:108.1411
Molecular Formula:C6H8N2
InChIKey:GEYOCULIXLDCMW-UHFFFAOYSA-N
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Compound 57
Molecular Weight:304.2085
Molecular Formula:C14H8O8
InChIKey:OLAPPGSPBNVTRF-UHFFFAOYSA-N
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Compound 58
Molecular Weight:412.3991
Molecular Formula:C26H12N4O2
InChIKey:DGBWPZSGHAXYGK-UHFFFAOYSA-N
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Compound 59
Molecular Weight:412.3991
Molecular Formula:C26H12N4O2
InChIKey:YMEPVPIIHONYLV-UHFFFAOYSA-N
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Compound 60
Molecular Weight:210.2744
Molecular Formula:C14H14N2
InChIKey:OXEUETBFKVCRNP-UHFFFAOYSA-N
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Compound 61
Molecular Weight:245.875
Molecular Formula:C6Cl4O2
InChIKey:UGNWTBMOAKPKBL-UHFFFAOYSA-N
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Compound 62
Molecular Weight:589.47
Molecular Formula:C34H22Cl2N4O2
InChIKey:CGLVZFOCZLHKOH-UHFFFAOYSA-N
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Compound 63
Molecular Weight:263.2906
Molecular Formula:C17H13NO2
InChIKey:JFGQHAHJWJBOPD-UHFFFAOYSA-N
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Compound 64
Molecular Weight:253.241
Molecular Formula:C9H10F3NO2S
InChIKey:BSSGSFJFQBQCFO-UHFFFAOYSA-N
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Compound 65
Molecular Weight:108.0948
Molecular Formula:C6H4O2
InChIKey:AZQWKYJCGOJGHM-UHFFFAOYSA-N
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Compound 66
Molecular Weight:112.1265
Molecular Formula:C6H8O2
InChIKey:MMLJDECBZWQXCV-UHFFFAOYSA-N
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Compound 67
Molecular Weight:124.1637
Molecular Formula:C6H9N3
InChIKey:RPHKINMPYFJSCF-UHFFFAOYSA-O
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Compound 68
Molecular Weight:126.11
Molecular Formula:C6H6O3
InChIKey:Not Available
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Compound 69
Molecular Weight:234.3373
Molecular Formula:C14H22N2O
InChIKey:NNJVILVZKWQKPM-UHFFFAOYSA-N
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Compound 70
Molecular Weight:213.2385
Molecular Formula:C11H11N5
InChIKey:JNSMFLJLKSYDSG-UHFFFAOYSA-N
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Compound 71
Molecular Weight:239.036
Molecular Formula:C6H7AsNNaO3
InChIKey:OUFRIWNNMFWZTM-UHFFFAOYSA-M
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Compound 72
Molecular Weight:Not Available
Molecular Formula:(C6H6AsNO)n
InChIKey:Not Available
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Compound 73
Molecular Weight:446.097
Molecular Formula:C14H13As2N2NaO4
InChIKey:GVCLZWUHBNFLBE-UHFFFAOYSA-M
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Compound 74
Molecular Weight:291.329
Molecular Formula:C12H13N5O2S
InChIKey:RCNPYOQKOADWPL-UHFFFAOYSA-N
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Compound 75
Molecular Weight:172.205
Molecular Formula:C6H8N2O2S
InChIKey:FDDDEECHVMSUSB-UHFFFAOYSA-N
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Compound 76
Molecular Weight:249.289
Molecular Formula:C11H11N3O2S
InChIKey:GECHUMIMRBOMGK-UHFFFAOYSA-N
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Compound 77
Molecular Weight:255.317
Molecular Formula:C9H9N3O2S2
InChIKey:JNMRHUJNCSQMMB-UHFFFAOYSA-N
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Compound 78
Molecular Weight:214.245
Molecular Formula:C7H10N4O2S
InChIKey:BRBKOPJOKNSWSG-UHFFFAOYSA-N
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Compound 79
Molecular Weight:250.277
Molecular Formula:C10H10N4O2S
InChIKey:SEEPANYCNGTZFQ-UHFFFAOYSA-N
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Compound 80
Molecular Weight:236.293
Molecular Formula:C10H12N4OS
InChIKey:SRVJKTDHMYAMHA-SDQBBNPISA-N
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Compound 81
Molecular Weight:135.1632
Molecular Formula:C8H9NO
InChIKey:FZERHIULMFGESH-UHFFFAOYSA-N
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Compound 82
Molecular Weight:179.2157
Molecular Formula:C10H13NO2
InChIKey:CPJSUEIXXCENMM-UHFFFAOYSA-N
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Compound 83
Molecular Weight:151.1626
Molecular Formula:C8H9NO2
InChIKey:RZVAJINKPMORJF-UHFFFAOYSA-N
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Compound 84
Molecular Weight:324.4168
Molecular Formula:C20H24N2O2
InChIKey:LOUPRKONTZGTKE-UHFFFAOYSA-N
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Compound 85
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:BHAAPTBBJKJZER-UHFFFAOYSA-N
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Compound 86
Molecular Weight:315.4531
Molecular Formula:C19H29N3O
InChIKey:QTQWMSOQOSJFBV-UHFFFAOYSA-N
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Compound 87
Molecular Weight:399.957
Molecular Formula:C23H30ClN3O
InChIKey:GPKJTRJOBQGKQK-UHFFFAOYSA-N
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Compound 88
Molecular Weight:319.872
Molecular Formula:C18H26ClN3
InChIKey:WHTVZRBIWZFKQO-UHFFFAOYSA-N
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Compound 89
Molecular Weight:252.743
Molecular Formula:C12H17ClN4
InChIKey:NBTJXIRHSYRCQC-UHFFFAOYSA-N
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Compound 90
Molecular Weight:250.727
Molecular Formula:C12H15ClN4
InChIKey:OMGWTDHHRRWLHW-UHFFFAOYSA-N
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Compound 91
Molecular Weight:248.711
Molecular Formula:C12H13ClN4
InChIKey:WKSAUQYGYAYLPV-UHFFFAOYSA-N
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Compound 92a
Molecular Weight:960.805
Molecular Formula:C34H24N6Na4O14S4
InChIKey:GLNADSQYFUSGOU-UHFFFAOYSA-J
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Compound 92b
Molecular Weight:900.753
Molecular Formula:C32H20N6Na4O12S4
InChIKey:KHPBKAGTXMUDOE-UHFFFAOYSA-J
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Compound 92c
Molecular Weight:990.791
Molecular Formula:C33H22N8Na4O15S4
InChIKey:KOSNDMDDRIUVFO-UHFFFAOYSA-J
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Compound 93
Molecular Weight:1429.171
Molecular Formula:C51H34N6Na6O23S6
InChIKey:VAPNKLKDKUDFHK-UHFFFAOYSA-H
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Compound 94
Molecular Weight:380.281
Molecular Formula:C20H18BrN3
InChIKey:MQOKYEROIFEEBH-UHFFFAOYSA-N
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Compound 95
Molecular Weight:381.303
Molecular Formula:C17H22Cl2N6
InChIKey:VVIZQGRJJPEJPT-UHFFFAOYSA-N
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Compound 96
Molecular Weight:228.313
Molecular Formula:C13H12N2S
InChIKey:FCSHMCFRCYZTRQ-UHFFFAOYSA-N
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Compound 97
Molecular Weight:167.251
Molecular Formula:C7H5NS2
InChIKey:YXIWHUQXZSMYRE-UHFFFAOYSA-N
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Compound 98
Molecular Weight:332.487
Molecular Formula:C14H8N2S4
InChIKey:AFZSMODLJJCVPP-UHFFFAOYSA-N
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Compound 99
Molecular Weight:397.896
Molecular Formula:C14H8N2S4Zn
InChIKey:PGNWIWKMXVDXHP-UHFFFAOYSA-L
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Compound 100
Molecular Weight:219.2811
Molecular Formula:C16H13N
InChIKey:XQVWYOYUZDUNRW-UHFFFAOYSA-N
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Compound 102
Molecular Weight:216.1979
Molecular Formula:C6H12N6O3
InChIKey:USDJGQLNFPZEON-UHFFFAOYSA-N
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Compound 103
Molecular Weight:306.2758
Molecular Formula:C9H18N6O6
InChIKey:YGCOKJWKWLYHTG-UHFFFAOYSA-N
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Compound 104
Molecular Weight:497.542
Molecular Formula:C20H23N3O8S2
InChIKey:QVRVOTMHJKIVQZ-UHFFFAOYSA-N
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Compound 105
Molecular Weight:924.915
Molecular Formula:C40H38N12Na2O8S2
InChIKey:VUJGKADZTYCLIL-IPEZHVIRSA-L
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Compound 106
Molecular Weight:122.1677
Molecular Formula:C7H10N2
InChIKey:VOZKAJLKRJDJLL-UHFFFAOYSA-N
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Compound 107
Molecular Weight:174.1561
Molecular Formula:C9H6N2O2
InChIKey:DVKJHBMWWAPEIU-UHFFFAOYSA-N
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Compound 108
Molecular Weight:289.353
Molecular Formula:C14H15N3O2S
InChIKey:WJEFLTGCMGVZEQ-UHFFFAOYSA-N
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Compound 109
Molecular Weight:717.379
Molecular Formula:C19H9Cl2N6Na3O10S3
InChIKey:YQEHHPFEQLDFCN-UHFFFAOYSA-K
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Compound 110
Molecular Weight:613.361
Molecular Formula:C20H12Cl2N6Na2O6S2
InChIKey:BMAUDWDYKLUBPY-XRKMDJMPSA-L
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Compound 111
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 112
Molecular Weight:737.715
Molecular Formula:C26H19N5O13S4
InChIKey:DUUHLAZWLLCPSP-GIXIFQTOSA-N
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