Standard Article

Substituted Anilines as Solvatochromic Probes

Anilines (2007)

  1. Yizhak Marcus

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0389

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Marcus, Y. 2009. Substituted Anilines as Solvatochromic Probes. Patai's Chemistry of Functional Groups. .

Author Information

  1. The Hebrew University of Jerusalem, Department of Inorganic and Analytical Chemistry, Jerusalem, Israel

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Ring-Substituted Anilines with an [BOND]NH2 Group
  • 3
    Ring-Substituted Anilines with an [BOND]NHAlk Group
  • 4
    Ring-Substituted N,N-Dialkylanilines
  • 5
    More Complex Anilines
  • 6
    Solvatochromic Scales Based on Anilines
  • 7
    Acknowledgment

Keywords:

  • solvatochromic probes;
  • Dimroth–Reichardt ET(30) index;
  • Linear Solvation Energy Relationship (LSER);
  • solvent basicity probes;
  • solvent polarity/polarizability probes;
  • ring-substituted N,N-dialkylanilines;
  • more complex anilines;
  • solvatochromic scales and anilines

Featured Compounds

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  1. 1 - 102
Compound 1
Molecular Weight:139.1088
Molecular Formula:C6H5NO3
InChIKey:BTJIUGUIPKRLHP-UHFFFAOYSA-N
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Compound 2
Molecular Weight:153.1354
Molecular Formula:C7H7NO3
InChIKey:BNUHAJGCKIQFGE-UHFFFAOYSA-N
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Compound 3
Molecular Weight:194.2304
Molecular Formula:C10H14N2O2
InChIKey:QSNHMSRICSDACJ-UHFFFAOYSA-N
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Compound 4
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:PQRIBMJCGDIAFK-UHFFFAOYSA-N
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Compound 5
Molecular Weight:194.2304
Molecular Formula:C10H14N2O2
InChIKey:CFPIZMWTMRWZRO-UHFFFAOYSA-N
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Compound 6
Molecular Weight:225.2857
Molecular Formula:C15H15NO
InChIKey:BEUGBYXJXMVRFO-UHFFFAOYSA-N
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Compound 7
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:QJAIOCKFIORVFU-UHFFFAOYSA-N
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Compound 8
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:TYMLOMAKGOJONV-UHFFFAOYSA-N
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Compound 9
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:DPJCXCZTLWNFOH-UHFFFAOYSA-N
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Compound 10
Molecular Weight:152.1506
Molecular Formula:C7H8N2O2
InChIKey:DLURHXYXQYMPLT-UHFFFAOYSA-N
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Compound 11
Molecular Weight:168.15
Molecular Formula:C7H8N2O3
InChIKey:QFMJFXFXQAFGBO-UHFFFAOYSA-N
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Compound 12
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:NPZDNLCYFLDJFA-UHFFFAOYSA-N
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Compound 13
Molecular Weight:180.2038
Molecular Formula:C9H12N2O2
InChIKey:MCJOQKDJGJVDFY-UHFFFAOYSA-N
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Compound 14
Molecular Weight:196.2032
Molecular Formula:C9H12N2O3
InChIKey:KSVTUPVNIVTQBR-UHFFFAOYSA-N
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Compound 15
Molecular Weight:138.124
Molecular Formula:C6H6N2O2
InChIKey:XJCVRTZCHMZPBD-UHFFFAOYSA-N
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Compound 16
Molecular Weight:183.1216
Molecular Formula:C6H5N3O4
InChIKey:MPBZUKLDHPOCLS-UHFFFAOYSA-N
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Compound 17
Molecular Weight:135.1632
Molecular Formula:C8H9NO
InChIKey:GPRYKVSEZCQIHD-UHFFFAOYSA-N
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Compound 18
Molecular Weight:163.2163
Molecular Formula:C10H13NO
InChIKey:HUDYANRNMZDQGA-UHFFFAOYSA-N
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Compound 19
Molecular Weight:118.1359
Molecular Formula:C7H6N2
InChIKey:Not Available
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Compound 24
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:DMVOXQPQNTYEKQ-UHFFFAOYSA-N
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Compound 25
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:MUNOBADFTHUUFG-UHFFFAOYSA-N
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Compound 26
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:TWBPWBPGNQWFSJ-UHFFFAOYSA-N
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Compound 27
Molecular Weight:152.1506
Molecular Formula:C7H8N2O2
InChIKey:Not Available
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Compound 28
Molecular Weight:136.1512
Molecular Formula:C7H8N2O
InChIKey:ZPHCTSKOFFWBHL-UHFFFAOYSA-N
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Compound 29
Molecular Weight:178.231
Molecular Formula:C10H14N2O
InChIKey:OLNMJIHADFYHAK-UHFFFAOYSA-N
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Compound 30
Molecular Weight:194.2304
Molecular Formula:C10H14N2O2
InChIKey:KCTYPOBEIDJYGF-UHFFFAOYSA-N
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Compound 31
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:XBNNLAWQCMDISJ-UHFFFAOYSA-N
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Compound 32
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:HTVZQOWXJLNSFO-UHFFFAOYSA-N
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Compound 33
Molecular Weight:132.1625
Molecular Formula:C8H8N2
InChIKey:SHIBMGQAICRHTE-UHFFFAOYSA-N
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Compound 34
Molecular Weight:160.1726
Molecular Formula:C9H8N2O
InChIKey:RTGPZUVDPPNGNR-UHFFFAOYSA-N
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Compound 35
Molecular Weight:299.344
Molecular Formula:C16H13NO3S
InChIKey:FWEOQOXTVHGIFQ-UHFFFAOYSA-N
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Compound 36
Molecular Weight:208.2569
Molecular Formula:C11H16N2O2
InChIKey:CMUUCKXTTQNTHT-UHFFFAOYSA-N
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Compound 37
Molecular Weight:194.2304
Molecular Formula:C10H14N2O2
InChIKey:RMCVIDOLKAUEDZ-UHFFFAOYSA-N
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Compound 38
Molecular Weight:239.2279
Molecular Formula:C10H13N3O4
InChIKey:SYJXOJDINHXELG-UHFFFAOYSA-N
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Compound 39
Molecular Weight:177.2429
Molecular Formula:C11H15NO
InChIKey:MNFZZNNFORDXSV-UHFFFAOYSA-N
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Compound 40
Molecular Weight:146.1891
Molecular Formula:C9H10N2
InChIKey:JYMNQRQQBJIMCV-UHFFFAOYSA-N
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Compound 41
Molecular Weight:179.2157
Molecular Formula:C10H13NO2
InChIKey:DBQGARDMYOMOOS-UHFFFAOYSA-N
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Compound 42
Molecular Weight:193.2423
Molecular Formula:C11H15NO2
InChIKey:FZUGPQWGEGAKET-UHFFFAOYSA-N
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Compound 43
Molecular Weight:149.1897
Molecular Formula:C9H11NO
InChIKey:BGNGWHSBYQYVRX-UHFFFAOYSA-N
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Compound 44
Molecular Weight:174.2423
Molecular Formula:C11H14N2
InChIKey:BXCDZVXGIFBDST-UHFFFAOYSA-N
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Compound 45
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 46
Molecular Weight:166.1772
Molecular Formula:C8H10N2O2
InChIKey:CJDICMLSLYHRPT-UHFFFAOYSA-N
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Compound 47
Molecular Weight:150.1778
Molecular Formula:C8H10N2O
InChIKey:CMEWLCATCRTSGF-UHFFFAOYSA-N
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Compound 48
Molecular Weight:206.2411
Molecular Formula:C11H14N2O2
InChIKey:WDAUAKBDZSYXEM-UHFFFAOYSA-N
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Compound 49
Molecular Weight:222.2835
Molecular Formula:C12H18N2O2
InChIKey:GZCIRDMRXVOXPH-UHFFFAOYSA-N
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Compound 58
Molecular Weight:242.2732
Molecular Formula:C14H14N2O2
InChIKey:PLGALHOPBAVGHQ-UHFFFAOYSA-N
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Compound 60
Molecular Weight:214.22
Molecular Formula:C12H10N2O2
InChIKey:BOFVBIYTBGDQGY-UHFFFAOYSA-N
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Compound 61
Molecular Weight:164.1613
Molecular Formula:C8H8N2O2
InChIKey:SPKDLNYKWOQRBU-UHFFFAOYSA-N
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Compound 80
Molecular Weight:152.1506
Molecular Formula:C7H8N2O2
InChIKey:XPAYEWBTLKOEDA-UHFFFAOYSA-N
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Compound 82
Molecular Weight:152.1506
Molecular Formula:C7H8N2O2
InChIKey:KFBOUJZFFJDYTA-UHFFFAOYSA-N
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Compound 84
Molecular Weight:298.337
Molecular Formula:C16H13NO3S
InChIKey:KSTBRNUUXMBPBK-UHFFFAOYSA-M
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Compound 91
Molecular Weight:174.2423
Molecular Formula:C11H14N2
InChIKey:KMLGFOAKCYHXCQ-UHFFFAOYSA-N
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Compound 93
Molecular Weight:183.1216
Molecular Formula:C6H5N3O4
InChIKey:LXQOQPGNCGEELI-UHFFFAOYSA-N
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Compound 20
Molecular Weight:248.301
Molecular Formula:C12H12N2O2S
InChIKey:MQJKPEGWNLWLTK-UHFFFAOYSA-N
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Compound 21
Molecular Weight:233.286
Molecular Formula:C12H11NO2S
InChIKey:JBCUKQQIWSWEOK-UHFFFAOYSA-N
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Compound 22
Molecular Weight:185.2218
Molecular Formula:C12H11NO
InChIKey:WOYZXEVUWXQVNV-UHFFFAOYSA-N
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Compound 23
Molecular Weight:184.2371
Molecular Formula:C12H12N2
InChIKey:NFCPRRWCTNLGSN-UHFFFAOYSA-N
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Compound 50
Molecular Weight:268.3535
Molecular Formula:C17H20N2O
InChIKey:Not Available
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Compound 51
Molecular Weight:284.419
Molecular Formula:C17H20N2S
InChIKey:KFUJUTFTRXYQMG-UHFFFAOYSA-N
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Compound 52
Molecular Weight:328.4055
Molecular Formula:C19H24N2O3
InChIKey:LUNMMZUSMIETPB-UHFFFAOYSA-N
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Compound 53
Molecular Weight:388.4574
Molecular Formula:C21H28N2O5
InChIKey:RZXYUCOZNSIHQJ-UHFFFAOYSA-N
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Compound 54
Molecular Weight:254.2839
Molecular Formula:C15H14N2O2
InChIKey:AMINBBGIWFOGBH-UHFFFAOYSA-N
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Compound 55
Molecular Weight:229.2065
Molecular Formula:C13H8FNO2
InChIKey:RIWZLIQWUUTOGZ-UHFFFAOYSA-N
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Compound 56
Molecular Weight:225.2857
Molecular Formula:C15H15NO
InChIKey:ORLUBEGQMVFMEH-UHFFFAOYSA-N
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Compound 57
Molecular Weight:253.3389
Molecular Formula:C17H19NO
InChIKey:HUAKOXPDCKFUQX-UHFFFAOYSA-N
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Compound 59
Molecular Weight:268.3104
Molecular Formula:C16H16N2O2
InChIKey:NVLSIZITFJRWPY-UHFFFAOYSA-N
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Compound 62
Molecular Weight:197.2325
Molecular Formula:C13H11NO
InChIKey:QIYHCQVVYSSDTI-UHFFFAOYSA-N
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Compound 81
Molecular Weight:197.2325
Molecular Formula:C13H11NO
InChIKey:RBKHNGHPZZZJCI-UHFFFAOYSA-N
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Compound 85
Molecular Weight:270.2866
Molecular Formula:C14H14N4O2
InChIKey:LSFRFLVWCKLQTO-UHFFFAOYSA-N
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Compound 86
Molecular Weight:293.287
Molecular Formula:C15H14F3N3
InChIKey:WNNLCEQWHGTTLP-UHFFFAOYSA-N
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Compound 87
Molecular Weight:304.407
Molecular Formula:C16H20N2O2S
InChIKey:PLJHQVSJDMKAFP-UHFFFAOYSA-N
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Compound 94
Molecular Weight:259.2176
Molecular Formula:C12H9N3O4
InChIKey:MTWHRQTUBOTQTE-UHFFFAOYSA-N
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Compound 95
Molecular Weight:259.2176
Molecular Formula:C12H9N3O4
InChIKey:TXJIDOLTOGSNPD-UHFFFAOYSA-N
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Compound 96
Molecular Weight:327.2155
Molecular Formula:C13H8F3N3O4
InChIKey:HDZFDTOBSVAVGD-UHFFFAOYSA-N
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Compound 63
Molecular Weight:162.1454
Molecular Formula:C8H6N2O2
InChIKey:PXRKCOCTEMYUEG-UHFFFAOYSA-N
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Compound 64
Molecular Weight:176.172
Molecular Formula:C9H8N2O2
InChIKey:MQJSMQLGNZNTFD-UHFFFAOYSA-N
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Compound 65a
Molecular Weight:149.193
Molecular Formula:C8H11N3
InChIKey:YOBLQOQJDKADRE-UHFFFAOYSA-N
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Compound 65b
Molecular Weight:239.3156
Molecular Formula:C15H17N3
InChIKey:VXDSWGJKVZYCOO-UHFFFAOYSA-N
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Compound 66
Molecular Weight:226.2738
Molecular Formula:C14H14N2O
InChIKey:LHGMHYDJNXEEFG-UHFFFAOYSA-N
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Compound 67
Molecular Weight:304.3856
Molecular Formula:C20H20N2O
InChIKey:KDSFFQZYHYDFBT-UHFFFAOYSA-N
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Compound 68
Molecular Weight:177.1998
Molecular Formula:C10H11NO2
InChIKey:FESOMLMAENEYIE-UHFFFAOYSA-N
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Compound 69
Molecular Weight:231.1712
Molecular Formula:C10H8F3NO2
InChIKey:CROXXVSINWFRPA-UHFFFAOYSA-N
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Compound 70
Molecular Weight:259.2244
Molecular Formula:C12H12F3NO2
InChIKey:QAZTUJKNONYNRH-UHFFFAOYSA-N
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Compound 71
Molecular Weight:233.3062
Molecular Formula:C14H19NO2
InChIKey:JIMSHHHJHQBSOJ-UHFFFAOYSA-N
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Compound 72
Molecular Weight:287.2775
Molecular Formula:C14H16F3NO2
InChIKey:MVJPWRFJKLTLFJ-UHFFFAOYSA-N
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Compound 73
Molecular Weight:219.2796
Molecular Formula:C13H17NO2
InChIKey:RXFWVEVKDXTRHC-UHFFFAOYSA-N
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Compound 74
Molecular Weight:273.251
Molecular Formula:C13H14F3NO2
InChIKey:STOLKJAYTSNGQA-UHFFFAOYSA-N
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Compound 75
Molecular Weight:205.253
Molecular Formula:C12H15NO2
InChIKey:LBVGZPVDGHTNDS-UHFFFAOYSA-N
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Compound 76
Molecular Weight:259.2244
Molecular Formula:C12H12F3NO2
InChIKey:GBZSQHRABHWVJS-UHFFFAOYSA-N
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Compound 77a
Molecular Weight:240.2573
Molecular Formula:C14H12N2O2
InChIKey:BGEGWGMYXJBZTI-UHFFFAOYSA-N
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Compound 77b
Molecular Weight:268.3104
Molecular Formula:C16H16N2O2
InChIKey:HSNUQJYPJPQUHQ-UHFFFAOYSA-N
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Compound 77c
Molecular Weight:254.2839
Molecular Formula:C15H14N2O2
InChIKey:ZRHNNMZRNKBRSI-UHFFFAOYSA-N
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Compound 77d
Molecular Weight:282.337
Molecular Formula:C17H18N2O2
InChIKey:YROBASNOLGGOFE-UHFFFAOYSA-N
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Compound 78
Molecular Weight:355.3429
Molecular Formula:C22H13NO4
InChIKey:VPRZFIZIBRSPOY-UHFFFAOYSA-N
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Compound 79
Molecular Weight:242.339
Molecular Formula:C14H14N2S
InChIKey:AYQUJLYELLKXFI-UHFFFAOYSA-N
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Compound 89
Molecular Weight:218.2518
Molecular Formula:C12H14N2O2
InChIKey:LCZROECVSZWVBZ-UHFFFAOYSA-N
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Compound 83
Molecular Weight:339.4727
Molecular Formula:C25H25N
InChIKey:OIYNDDDLXLTVCC-UHFFFAOYSA-N
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Compound 88
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 90
Molecular Weight:369.3695
Molecular Formula:C23H15NO4
InChIKey:ZFXFJEGQPNAQLB-UHFFFAOYSA-N
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Compound 92
Molecular Weight:311.2989
Molecular Formula:C16H16F3NO2
InChIKey:OHLFWBLTQMFIPX-UHFFFAOYSA-N
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Compound 97
Molecular Weight:275.3444
Molecular Formula:C19H17NO
InChIKey:ZIACRBXJZUJVHP-HMFVYWHISA-N
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Compound 98
Molecular Weight:370.4867
Molecular Formula:C25H26N2O
InChIKey:WAPNGFGOMVBJMF-UHFFFAOYSA-N
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  1. 1 - 102