Standard Article

Proton Sponges

Anilines (2007)

  1. Alexander F. Pozharskii,
  2. Valery A. Ozeryanskii

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0399

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Pozharskii, A. F. and Ozeryanskii, V. A. 2009. Proton Sponges. Patai's Chemistry of Functional Groups. .

Author Information

  1. Rostov State University, Department of Organic Chemistry, Rostov-on-Don, Russian Federation

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Synthesis of Proton Sponges
  • 3
    Physicochemical Properties
  • 4
    Reactivity
  • 5
    Application of Proton Sponges
  • 6
    Conclusion
  • 7
    Acknowledgement

Keywords:

  • proton sponge synthesis;
  • neutral organic bases and lowered proton addition–elimination rates;
  • proton sponge molecular structure analysis and high basicity and unusual reactivity;
  • dimethylamino group conformations in naphthalene proton sponges;
  • ‘proton localization index’ (PL);
  • NMR spectra and molecular dynamics;
  • electron-donating and electron-accepting properties;
  • quantum-chemical calculations

Featured Compounds

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  1. 1 - 250
Compound 1
Molecular Weight:214.3061
Molecular Formula:C14H18N2
InChIKey:GJFNRSDCSTVPCJ-UHFFFAOYSA-N
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Compound 2
Molecular Weight:158.1998
Molecular Formula:C10H10N2
InChIKey:YFOOEYJGMMJJLS-UHFFFAOYSA-N
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Compound 3
Molecular Weight:172.2264
Molecular Formula:C11H12N2
InChIKey:GMFBJMWDZRKXQD-UHFFFAOYSA-N
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Compound 4
Molecular Weight:186.253
Molecular Formula:C12H14N2
InChIKey:XVOAHPOEMCETJM-UHFFFAOYSA-N
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Compound 6
Molecular Weight:200.2795
Molecular Formula:C13H16N2
InChIKey:RBSSKSPWLOAFJU-UHFFFAOYSA-N
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Compound 5
Molecular Weight:186.253
Molecular Formula:C12H14N2
InChIKey:FLBYWFCYVBCYRQ-UHFFFAOYSA-N
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Compound 1·H+
Molecular Weight:214.3061
Molecular Formula:C14H18N2
InChIKey:GJFNRSDCSTVPCJ-UHFFFAOYSA-N
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Compound 7
Molecular Weight:252.3541
Molecular Formula:C17H20N2
InChIKey:BBIVISPSERUSIC-UHFFFAOYSA-N
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Compound 8
Molecular Weight:270.393
Molecular Formula:C16H18N2S
InChIKey:BENSVOMKPWCOFF-UHFFFAOYSA-N
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Compound 9
Molecular Weight:317.29
Molecular Formula:C16H18N2Se
InChIKey:PLRLXOWCOWVMTF-UHFFFAOYSA-N
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Compound 10
Molecular Weight:365.9
Molecular Formula:C16H18N2Te
InChIKey:WEKFYZCYNSZMBX-UHFFFAOYSA-N
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Compound 11
Molecular Weight:266.3807
Molecular Formula:C18H22N2
InChIKey:HIJPIJRBQFVFHH-UHFFFAOYSA-N
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Compound 12
Molecular Weight:264.3648
Molecular Formula:C18H20N2
InChIKey:TXHKTFSNNJIUAO-UHFFFAOYSA-N
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Compound 13
Molecular Weight:314.4235
Molecular Formula:C22H22N2
InChIKey:MVGQDKHOCUQNFF-UHFFFAOYSA-N
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Compound 14
Molecular Weight:230.264
Molecular Formula:C16H10N2
InChIKey:BSIGSCRZDDNGKQ-UHFFFAOYSA-N
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Compound 15
Molecular Weight:280.3227
Molecular Formula:C20H12N2
InChIKey:JBTZJKSNYWSKTR-UHFFFAOYSA-N
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Compound 16
Molecular Weight:330.3814
Molecular Formula:C24H14N2
InChIKey:TYWARSRQJVWCAD-UHFFFAOYSA-N
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Compound 17
Molecular Weight:300.402
Molecular Formula:C16H24N6
InChIKey:FBEZQKOEWXRBRH-UHFFFAOYSA-N
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Compound 18
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 19
Molecular Weight:678.739
Molecular Formula:C46H36N2P2
InChIKey:INYZSGZZJSKANP-UHFFFAOYSA-N
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Compound 20
Molecular Weight:354.4924
Molecular Formula:C20H30N6
InChIKey:PSHHYQWGIGYWHP-UHFFFAOYSA-N
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Compound 21
Molecular Weight:242.3593
Molecular Formula:C16H22N2
InChIKey:FVNHIFWLORLOAK-UHFFFAOYSA-N
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Compound 22
Molecular Weight:266.3807
Molecular Formula:C18H22N2
InChIKey:GEENYBIXSRBKOG-UHFFFAOYSA-N
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Compound 23
Molecular Weight:362.4663
Molecular Formula:C26H22N2
InChIKey:PCDYUGREZWUMIS-UHFFFAOYSA-N
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Compound 24
Molecular Weight:294.4338
Molecular Formula:C20H26N2
InChIKey:QUIUNYWDEJOMRW-UHFFFAOYSA-N
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Compound 25a
Molecular Weight:298.3795
Molecular Formula:C18H22N2O2
InChIKey:OSBRVDBQMVSMEM-UHFFFAOYSA-N
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Compound 25b
Molecular Weight:358.4314
Molecular Formula:C20H26N2O4
InChIKey:HSSNPSPGCWCHFV-UHFFFAOYSA-N
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Compound 25c
Molecular Weight:386.4846
Molecular Formula:C22H30N2O4
InChIKey:JHYVZQFMLBNWPZ-UHFFFAOYSA-N
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Compound 26
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:ASKDOKWXLIHINF-UHFFFAOYSA-N
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Compound 27
Molecular Weight:266.3807
Molecular Formula:C18H22N2
InChIKey:FSSQCSMWHNTVKD-UHFFFAOYSA-N
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Compound 28a
Molecular Weight:198.2637
Molecular Formula:C13H14N2
InChIKey:BUJSJOGOWFOHMS-UHFFFAOYSA-N
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Compound 28b
Molecular Weight:212.2902
Molecular Formula:C14H16N2
InChIKey:QJTMLCLYSOPSAB-UHFFFAOYSA-N
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Compound 28c
Molecular Weight:226.3168
Molecular Formula:C15H18N2
InChIKey:WBFAKSKPOOVVOK-UHFFFAOYSA-N
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Compound 28d
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:WQNSKGKBNXFIJD-UHFFFAOYSA-N
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Compound 28e
Molecular Weight:254.37
Molecular Formula:C17H22N2
InChIKey:IVRKVCUJOOFZMZ-UHFFFAOYSA-N
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Compound 29
Molecular Weight:256.3428
Molecular Formula:C16H20N2O
InChIKey:FNFRSVWHCJYTJP-UHFFFAOYSA-N
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Compound 30
Molecular Weight:288.3862
Molecular Formula:C20H20N2
InChIKey:IZFMHRFNCFTBTM-UHFFFAOYSA-N
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Compound 31
Molecular Weight:210.2744
Molecular Formula:C14H14N2
InChIKey:HXUNLWTXIJHGQZ-UHFFFAOYSA-N
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Compound 32
Molecular Weight:238.3275
Molecular Formula:C16H18N2
InChIKey:AFDLYDVPEJSOKP-UHFFFAOYSA-N
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Compound 33
Molecular Weight:238.3275
Molecular Formula:C16H18N2
InChIKey:ZJGIRQRAEUBWEC-UHFFFAOYSA-N
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Compound 34
Molecular Weight:278.3914
Molecular Formula:C19H22N2
InChIKey:SJJSSNRLRWHNFE-UHFFFAOYSA-N
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Compound 35
Molecular Weight:300.4417
Molecular Formula:C18H28N4
InChIKey:WYERULZNZURLSW-UHFFFAOYSA-N
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Compound 36
Molecular Weight:426.5964
Molecular Formula:C28H34N4
InChIKey:MGEFNEUTVRVZPD-UHFFFAOYSA-N
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Compound 37
Molecular Weight:440.6229
Molecular Formula:C29H36N4
InChIKey:ODKGAYLFSNHJDZ-UHFFFAOYSA-N
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Compound 38
Molecular Weight:196.2902
Molecular Formula:C10H9KN2
InChIKey:PZQXPIJYCSPFPL-UHFFFAOYSA-N
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Compound 40
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:IIHIFIYHTQAMSO-UHFFFAOYSA-N
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Compound 39
Molecular Weight:270.4124
Molecular Formula:C18H26N2
InChIKey:GOXVZGOCBRLZOO-UHFFFAOYSA-N
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Compound 41
Molecular Weight:274.3581
Molecular Formula:C16H22N2O2
InChIKey:PDYADXXVNDNRAL-UHFFFAOYSA-N
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Compound 42
Molecular Weight:259.3037
Molecular Formula:C14H17N3O2
InChIKey:DAUQQVRQQLDDOG-UHFFFAOYSA-N
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Compound 43
Molecular Weight:304.3012
Molecular Formula:C14H16N4O4
InChIKey:MIEQPSKBVRDHCA-UHFFFAOYSA-N
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Compound 44
Molecular Weight:274.3581
Molecular Formula:C16H22N2O2
InChIKey:HDJDCRIYYFGNDR-UHFFFAOYSA-N
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Compound 45
Molecular Weight:330.4644
Molecular Formula:C20H30N2O2
InChIKey:UZLNWBALYYEOPB-UHFFFAOYSA-N
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Compound 46
Molecular Weight:302.4112
Molecular Formula:C18H26N2O2
InChIKey:LCHNZMHAIWXUKM-UHFFFAOYSA-N
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Compound 47
Molecular Weight:358.5176
Molecular Formula:C22H34N2O2
InChIKey:OTRPMWOVVRFIFD-UHFFFAOYSA-N
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Compound 48
Molecular Weight:242.3593
Molecular Formula:C16H22N2
InChIKey:CVGMNMKJXCFDID-UHFFFAOYSA-N
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Compound 51
Molecular Weight:304.3012
Molecular Formula:C14H16N4O4
InChIKey:YFNMDLJXCMCMON-UHFFFAOYSA-N
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Compound 50
Molecular Weight:276.2481
Molecular Formula:C12H12N4O4
InChIKey:LTVYJQSUUFJRPF-UHFFFAOYSA-N
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Compound 49
Molecular Weight:302.2423
Molecular Formula:C13H10N4O5
InChIKey:GXGCNAFVCOACRX-UHFFFAOYSA-N
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Compound 52
Molecular Weight:270.4124
Molecular Formula:C18H26N2
InChIKey:LYGARDKKZROTEO-UHFFFAOYSA-N
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Compound 53
Molecular Weight:242.3593
Molecular Formula:C16H22N2
InChIKey:PPHVNDVKPXASMT-UHFFFAOYSA-N
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Compound 54
Molecular Weight:366.498
Molecular Formula:C26H26N2
InChIKey:LFOMESPDEWUYBY-UHFFFAOYSA-N
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Compound 59
Molecular Weight:372.098
Molecular Formula:C14H16Br2N2
InChIKey:YTLZLKARTPSALG-UHFFFAOYSA-N
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Compound 55
Molecular Weight:212.2472
Molecular Formula:C13H12N2O
InChIKey:WZWDLGNDEHWENW-UHFFFAOYSA-N
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Compound 56
Molecular Weight:356.056
Molecular Formula:C13H12Br2N2
InChIKey:FBJIVNMATZKHCY-UHFFFAOYSA-N
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Compound 57
Molecular Weight:497.995
Molecular Formula:C14H15Br2IN2
InChIKey:HMSXLCSHMHFWQW-UHFFFAOYSA-M
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Compound 58
Molecular Weight:358.072
Molecular Formula:C13H14Br2N2
InChIKey:RAZAQOXYCIATCU-UHFFFAOYSA-N
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Compound 61
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 60
Molecular Weight:385.055
Molecular Formula:C12H2Cl2F4N2O4
InChIKey:ZBGBDMHSWGSSQR-UHFFFAOYSA-N
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Compound 62
Molecular Weight:257.3739
Molecular Formula:C16H23N3
InChIKey:DIJSHJGJLGSDQK-UHFFFAOYSA-N
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Compound 63
Molecular Weight:287.3999
Molecular Formula:C17H25N3O
InChIKey:WGXKTGAOLPVRHB-UHFFFAOYSA-N
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Compound 64
Molecular Weight:257.3739
Molecular Formula:C16H23N3
InChIKey:WNNRWYQNBICHKL-UHFFFAOYSA-N
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Compound 65
Molecular Weight:300.4417
Molecular Formula:C18H28N4
InChIKey:IYDMOUAKIBUUMG-UHFFFAOYSA-N
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Compound 66
Molecular Weight:352.5163
Molecular Formula:C22H32N4
InChIKey:LBPZAQMRKHDJSZ-UHFFFAOYSA-N
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Compound 67
Molecular Weight:380.5694
Molecular Formula:C24H36N4
InChIKey:WNCWJWYEFPEZSW-UHFFFAOYSA-N
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Compound 68
Molecular Weight:326.479
Molecular Formula:C20H30N4
InChIKey:MNXGKPWUJQNCCL-UHFFFAOYSA-N
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Compound 69
Molecular Weight:278.2176
Molecular Formula:C12H10N2O6
InChIKey:JQCWGDQCTRSUCA-UHFFFAOYSA-N
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Compound 108
Molecular Weight:259.3037
Molecular Formula:C14H17N3O2
InChIKey:PAUUMSQLVJTZFL-UHFFFAOYSA-N
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Compound 200
Molecular Weight:330.3385
Molecular Formula:C16H18N4O4
InChIKey:QHNGWCAYTOPHOR-UHFFFAOYSA-N
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Compound 70a
Molecular Weight:993.458
Molecular Formula:C58H40S8
InChIKey:OAHXSCAQOJHNTC-UHFFFAOYSA-N
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Compound 70b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 70c
Molecular Weight:648.7571
Molecular Formula:C42H32N8
InChIKey:ACOLQSWJLCEXJQ-UHFFFAOYSA-N
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Compound 71
Molecular Weight:372.4036
Molecular Formula:C18H24F4N4
InChIKey:MTDZOXLXRSTPKO-UHFFFAOYSA-N
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Compound 72
Molecular Weight:532.659
Molecular Formula:C30H40F4N4
InChIKey:LNMVWFVHNQXWQZ-UHFFFAOYSA-N
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Compound 73
Molecular Weight:422.5582
Molecular Formula:C22H36F2N6
InChIKey:GRQRDIFAOLTQIQ-UHFFFAOYSA-N
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Compound 74
Molecular Weight:578.7819
Molecular Formula:C34H48F2N6
InChIKey:KGLZCLYNBSANJM-UHFFFAOYSA-N
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Compound 75
Molecular Weight:662.9414
Molecular Formula:C40H60F2N6
InChIKey:NTIIRTWCHCIICI-UHFFFAOYSA-N
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Compound 76
Molecular Weight:447.6356
Molecular Formula:C24H42FN7
InChIKey:URTDWXQXPPEVAX-UHFFFAOYSA-N
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Compound 77
Molecular Weight:629.8965
Molecular Formula:C38H56FN7
InChIKey:DRYUGQRKGAJGPS-UHFFFAOYSA-N
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Compound 78
Molecular Weight:447.6356
Molecular Formula:C24H42FN7
InChIKey:STDLVDQJBPKFQB-UHFFFAOYSA-N
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Compound 79
Molecular Weight:300.4417
Molecular Formula:C18H28N4
InChIKey:LIBAVWGHFCATBI-UHFFFAOYSA-N
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Compound 80
Molecular Weight:386.5773
Molecular Formula:C22H38N6
InChIKey:JGIDXUIEAZXRQG-UHFFFAOYSA-N
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Compound 81
Molecular Weight:626.9605
Molecular Formula:C40H62N6
InChIKey:IUQHSLZVGCCPDJ-UHFFFAOYSA-N
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Compound 83
Molecular Weight:338.4449
Molecular Formula:C24H22N2
InChIKey:LGCLBEVLYFMOQF-UHFFFAOYSA-N
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Compound 84
Molecular Weight:462.5836
Molecular Formula:C34H26N2
InChIKey:ZAFRKTGZDBXFSW-UHFFFAOYSA-N
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Compound 82
Molecular Weight:310.3917
Molecular Formula:C22H18N2
InChIKey:CXXMCLDHIZPTSP-UHFFFAOYSA-N
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Compound 85
Molecular Weight:242.3162
Molecular Formula:C15H18N2O
InChIKey:JVSSVLVJKYOEMK-UHFFFAOYSA-N
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Compound 86
Molecular Weight:304.3856
Molecular Formula:C20H20N2O
InChIKey:SMEBLDZZHYJXLQ-UHFFFAOYSA-N
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Compound 87
Molecular Weight:322.3761
Molecular Formula:C20H19FN2O
InChIKey:SCTSEEMVUXJIJA-UHFFFAOYSA-N
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Compound 88a
Molecular Weight:444.3981
Molecular Formula:C19H20N6O7
InChIKey:ILEUKEUDYHABFH-UHFFFAOYSA-N
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Compound 88b
Molecular Weight:444.3981
Molecular Formula:C19H20N6O7
InChIKey:ILEUKEUDYHABFH-UHFFFAOYSA-N
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Compound 89
Molecular Weight:470.4354
Molecular Formula:C21H22N6O7
InChIKey:OTUFGXNPCFBBIP-UHFFFAOYSA-N
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Compound 90
Molecular Weight:229.2777
Molecular Formula:C13H15N3O
InChIKey:MYGGIUKBJPSALW-UHFFFAOYSA-N
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Compound 91
Molecular Weight:274.2753
Molecular Formula:C13H14N4O3
InChIKey:ZBRRZELJPIGFFJ-UHFFFAOYSA-N
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Compound 92
Molecular Weight:255.315
Molecular Formula:C15H17N3O
InChIKey:WISAUNWGTFSPEM-UHFFFAOYSA-N
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Compound 93
Molecular Weight:258.3172
Molecular Formula:C18H14N2
InChIKey:JEPBJRVPTNOQKA-UHFFFAOYSA-N
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Compound 94
Molecular Weight:255.3132
Molecular Formula:C19H13N
InChIKey:IDFRKNXCORLXQX-UHFFFAOYSA-N
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Compound 95
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:QYWMCDXBROICSF-UHFFFAOYSA-N
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Compound 96
Molecular Weight:364.5667
Molecular Formula:C25H36N2
InChIKey:WIGJJOSGVBYNQK-UHFFFAOYSA-N
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Compound 97
Molecular Weight:278.3914
Molecular Formula:C19H22N2
InChIKey:SQVPNWCMWNAGGH-UHFFFAOYSA-N
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Compound 98
Molecular Weight:282.3801
Molecular Formula:C18H22N2O
InChIKey:OWYIKHCPZVJTJU-UHFFFAOYSA-N
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Compound 99
Molecular Weight:298.446
Molecular Formula:C18H22N2S
InChIKey:HLKQEWIRXATQON-UHFFFAOYSA-N
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Compound 100
Molecular Weight:314.3789
Molecular Formula:C18H22N2O3
InChIKey:SZQLOMRMXDMNAP-UHFFFAOYSA-N
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Compound 101
Molecular Weight:283.196
Molecular Formula:C14H16Cl2N2
InChIKey:FVWQDXGXOZWKSG-UHFFFAOYSA-N
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Compound 102
Molecular Weight:372.098
Molecular Formula:C14H16Br2N2
InChIKey:GNHXEVKPFIELLD-UHFFFAOYSA-N
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Compound 103
Molecular Weight:466.0992
Molecular Formula:C14H16I2N2
InChIKey:VLRTWPNBBIIIAX-UHFFFAOYSA-N
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Compound 104
Molecular Weight:306.489
Molecular Formula:C16H22N2S2
InChIKey:AXXVYTSSSSTIRT-UHFFFAOYSA-N
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Compound 105
Molecular Weight:358.6684
Molecular Formula:C20H34N2Si2
InChIKey:PYXAOJXCFCDSDF-UHFFFAOYSA-N
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Compound 106
Molecular Weight:578.7419
Molecular Formula:C40H38N2O2
InChIKey:KHECTMHZNBXOGO-UHFFFAOYSA-N
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Compound 107
Molecular Weight:238.3275
Molecular Formula:C16H18N2
InChIKey:GQZADMRVGXKABT-UHFFFAOYSA-N
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Compound 109
Molecular Weight:270.3263
Molecular Formula:C16H18N2O2
InChIKey:ZQNTTZPYECFWFL-UHFFFAOYSA-N
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Compound 110
Molecular Weight:270.3263
Molecular Formula:C16H18N2O2
InChIKey:YRRZNGBUDJECHN-UHFFFAOYSA-N
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Compound 111
Molecular Weight:246.3049
Molecular Formula:C14H18N2O2
InChIKey:DBFSXRMXRMTXON-UHFFFAOYSA-N
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Compound 35·2H+
Molecular Weight:300.4417
Molecular Formula:C18H28N4
InChIKey:WYERULZNZURLSW-UHFFFAOYSA-N
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Compound 40·H+
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:IIHIFIYHTQAMSO-UHFFFAOYSA-N
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Compound 87·H+
Molecular Weight:322.3761
Molecular Formula:C20H19FN2O
InChIKey:SCTSEEMVUXJIJA-UHFFFAOYSA-N
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Compound 95·H+
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:QYWMCDXBROICSF-UHFFFAOYSA-N
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Compound 107·H+
Molecular Weight:238.3275
Molecular Formula:C16H18N2
InChIKey:GQZADMRVGXKABT-UHFFFAOYSA-N
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Compound 108·H+
Molecular Weight:259.3037
Molecular Formula:C14H17N3O2
InChIKey:PAUUMSQLVJTZFL-UHFFFAOYSA-N
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Compound 112·H+
Molecular Weight:275.3655
Molecular Formula:C16H22N2O2
InChIKey:RYHRGPZEZNZMIM-UHFFFAOYSA-O
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Compound 113·H+
Molecular Weight:229.3208
Molecular Formula:C14H19N3
InChIKey:SVYQPYQJDKNEPW-UHFFFAOYSA-N
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Compound 114
Molecular Weight:197.3398
Molecular Formula:C12H24N2
InChIKey:YLHFEVRITKXXBJ-UHFFFAOYSA-O
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Compound 54·H+
Molecular Weight:366.498
Molecular Formula:C26H26N2
InChIKey:LFOMESPDEWUYBY-UHFFFAOYSA-N
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Compound 110a
Molecular Weight:270.3263
Molecular Formula:C16H18N2O2
InChIKey:YRRZNGBUDJECHN-UHFFFAOYSA-N
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Compound 110b
Molecular Weight:270.3263
Molecular Formula:C16H18N2O2
InChIKey:YRRZNGBUDJECHN-UHFFFAOYSA-N
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Compound 115·H+
Molecular Weight:294.21
Molecular Formula:C14H17BrN2
InChIKey:JCUXOZZFPKFCOZ-UHFFFAOYSA-O
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Compound 116·H+
Molecular Weight:259.3037
Molecular Formula:C14H17N3O2
InChIKey:ABYFGNPKLLIPPE-UHFFFAOYSA-N
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Compound 117·H+
Molecular Weight:294.21
Molecular Formula:C14H17BrN2
InChIKey:GYLDAZCRYBOLCY-UHFFFAOYSA-O
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Compound 118
Molecular Weight:602.6131
Molecular Formula:C32H32F6N4O
InChIKey:OSZWAMRNDSPUPZ-UHFFFAOYSA-N
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Compound 119
Molecular Weight:290.4021
Molecular Formula:C20H22N2
InChIKey:LLSZJXVRWJUYNS-UHFFFAOYSA-N
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Compound 120
Molecular Weight:242.3593
Molecular Formula:C16H22N2
InChIKey:PUWXYRVXLYLAEI-UHFFFAOYSA-N
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Compound 121
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:ZPDSCXVYCOQZKJ-UHFFFAOYSA-N
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Compound 122
Molecular Weight:290.3623
Molecular Formula:C18H18N4
InChIKey:NZSYHEPXSXAHFI-UHFFFAOYSA-N
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Compound 123
Molecular Weight:239.3156
Molecular Formula:C15H17N3
InChIKey:ZZJPUYGHSRTAPO-UHFFFAOYSA-N
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Compound 124
Molecular Weight:242.3162
Molecular Formula:C15H18N2O
InChIKey:FGPIRLWHNADLTJ-UHFFFAOYSA-N
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Compound 125
Molecular Weight:256.3428
Molecular Formula:C16H20N2O
InChIKey:HFWWAGBASRAYLW-UHFFFAOYSA-N
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Compound 126
Molecular Weight:310.3142
Molecular Formula:C16H17F3N2O
InChIKey:RRWXLFYXEDMIRK-UHFFFAOYSA-N
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Compound 127
Molecular Weight:280.3642
Molecular Formula:C18H20N2O
InChIKey:WDFTYBPDTYJNEF-UHFFFAOYSA-N
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Compound 128
Molecular Weight:431.913
Molecular Formula:C22H26ClN3O4
InChIKey:PIPHTVWOQJAHNR-UHFFFAOYSA-M
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Compound 129
Molecular Weight:211.2591
Molecular Formula:C14H13NO
InChIKey:DBOHWMPKJCJANT-UHFFFAOYSA-N
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Compound 113
Molecular Weight:229.3208
Molecular Formula:C14H19N3
InChIKey:SVYQPYQJDKNEPW-UHFFFAOYSA-N
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Compound 134
Molecular Weight:300.4417
Molecular Formula:C18H28N4
InChIKey:OCKTWOWJIUSRBW-UHFFFAOYSA-N
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Compound 1+.
Molecular Weight:214.3056
Molecular Formula:C14H18N2
InChIKey:GJFNRSDCSTVPCJ-UHFFFAOYSA-O
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Compound 130
Molecular Weight:214.305
Molecular Formula:C14H18N2
InChIKey:HHAVOUWEEFKQER-UHFFFAOYSA-N
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Compound 133
Molecular Weight:300.4417
Molecular Formula:C18H28N4
InChIKey:QSTNDLNKJUFZEJ-UHFFFAOYSA-N
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Compound 135
Molecular Weight:300.4406
Molecular Formula:C18H28N4
InChIKey:RZVBHEIDAQLARM-UHFFFAOYSA-N
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Compound 136
Molecular Weight:316.145
Molecular Formula:C15H21BF4N2
InChIKey:QNOJHKGASJQIHS-UHFFFAOYSA-N
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Compound 137a
Molecular Weight:230.3475
Molecular Formula:C15H22N2
InChIKey:YHVNZRBAYDILJB-UHFFFAOYSA-O
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Compound 137b
Molecular Weight:230.3475
Molecular Formula:C15H22N2
InChIKey:RJYSCJDVKVSPFF-UHFFFAOYSA-N
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Compound 137c
Molecular Weight:230.3475
Molecular Formula:C15H22N2
InChIKey:RJYSCJDVKVSPFF-UHFFFAOYSA-N
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Compound 28d·H+
Molecular Weight:240.3434
Molecular Formula:C16H20N2
InChIKey:WQNSKGKBNXFIJD-UHFFFAOYSA-N
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Compound 28e·H+
Molecular Weight:254.37
Molecular Formula:C17H22N2
InChIKey:IVRKVCUJOOFZMZ-UHFFFAOYSA-N
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Compound 31·H+
Molecular Weight:210.2744
Molecular Formula:C14H14N2
InChIKey:HXUNLWTXIJHGQZ-UHFFFAOYSA-N
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Compound 32·H+
Molecular Weight:238.3275
Molecular Formula:C16H18N2
InChIKey:AFDLYDVPEJSOKP-UHFFFAOYSA-N
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Compound 117
Molecular Weight:294.21
Molecular Formula:C14H17BrN2
InChIKey:GYLDAZCRYBOLCY-UHFFFAOYSA-O
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Compound 138
Molecular Weight:243.3473
Molecular Formula:C15H21N3
InChIKey:GDPRSRAXFFEDRO-UHFFFAOYSA-N
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Compound 127·H+
Molecular Weight:281.3716
Molecular Formula:C18H21N2O
InChIKey:WDFTYBPDTYJNEF-UHFFFAOYSA-O
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Compound 139·H+-b
Molecular Weight:443.5616
Molecular Formula:C30H26N4
InChIKey:FARHWQNNCIAOCY-UHFFFAOYSA-O
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Compound 139·H+-a
Molecular Weight:443.5616
Molecular Formula:C30H26N4
InChIKey:FARHWQNNCIAOCY-UHFFFAOYSA-O
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Compound 139
Molecular Weight:443.5616
Molecular Formula:C30H26N4
InChIKey:FARHWQNNCIAOCY-UHFFFAOYSA-O
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Compound 140
Molecular Weight:246.3049
Molecular Formula:C14H18N2O2
InChIKey:UOOWELUFEAMEMH-UHFFFAOYSA-N
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Compound 140·H+
Molecular Weight:246.3049
Molecular Formula:C14H18N2O2
InChIKey:UOOWELUFEAMEMH-UHFFFAOYSA-N
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Compound 141
Molecular Weight:246.3049
Molecular Formula:C14H18N2O2
InChIKey:UOOWELUFEAMEMH-UHFFFAOYSA-N
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Compound 142
Molecular Weight:246.3049
Molecular Formula:C14H18N2O2
InChIKey:UOOWELUFEAMEMH-UHFFFAOYSA-N
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Compound 108·H+-a
Molecular Weight:437.896
Molecular Formula:C16H24ClN3O7S
InChIKey:PLGWLDKRDLCDAS-UHFFFAOYSA-N
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Compound 143
Molecular Weight:227.132
Molecular Formula:C14H20BN2
InChIKey:SXPGRRBUQVGDQY-UHFFFAOYSA-N
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Compound 144
Molecular Weight:241.976
Molecular Formula:C14H24B2N2
InChIKey:VDZGKUNUCKEKDD-UHFFFAOYSA-N
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Compound 145
Molecular Weight:349.919
Molecular Formula:C14H18B2F6N2
InChIKey:CDEPIJQBXFWRDU-UHFFFAOYSA-N
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Compound 146
Molecular Weight:726.286
Molecular Formula:C32H18BF15N2
InChIKey:BQSSOGTYTIVLNH-UHFFFAOYSA-N
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Compound 149
Molecular Weight:245.2771
Molecular Formula:C13H15N3O2
InChIKey:XHOPMNGIVQGNOE-UHFFFAOYSA-N
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Compound 150
Molecular Weight:232.2353
Molecular Formula:C12H12N2O3
InChIKey:PZIRIFHZXRQEEE-UHFFFAOYSA-N
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Compound 151
Molecular Weight:228.2035
Molecular Formula:C12H8N2O3
InChIKey:YXFUMAKWWQNBCY-UHFFFAOYSA-N
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Compound 154
Molecular Weight:224.3009
Molecular Formula:C15H16N2
InChIKey:ZXKJKRIEBAVKQS-UHFFFAOYSA-N
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Compound 155
Molecular Weight:271.3144
Molecular Formula:C15H17N3O2
InChIKey:AYJCLSJGHSCWRZ-UHFFFAOYSA-N
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Compound 156
Molecular Weight:316.3119
Molecular Formula:C15H16N4O4
InChIKey:CSMBHSRLHIEHEN-UHFFFAOYSA-N
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Compound 158
Molecular Weight:300.103
Molecular Formula:C14H17BF4N2
InChIKey:SKTLTERVWHTVRI-UHFFFAOYSA-N
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Compound 159
Molecular Weight:226.3168
Molecular Formula:C15H18N2
InChIKey:MWDXCMRAXBNEEH-UHFFFAOYSA-N
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Compound 160
Molecular Weight:368.2558
Molecular Formula:C16H21IN2
InChIKey:GEKWRMKOSWYQRF-UHFFFAOYSA-M
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Compound 161
Molecular Weight:368.2558
Molecular Formula:C16H21IN2
InChIKey:YBHFOFNVNNAWDM-UHFFFAOYSA-M
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Compound 162
Molecular Weight:354.4873
Molecular Formula:C25H26N2
InChIKey:POFGIQIMKUQEIN-UHFFFAOYSA-N
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Compound 163
Molecular Weight:252.3093
Molecular Formula:C20H12
InChIKey:CSHWQDPOILHKBI-UHFFFAOYSA-N
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Compound 165
Molecular Weight:394.2964
Molecular Formula:C14H14N6O8
InChIKey:AAPRYHBLSDRSEF-UHFFFAOYSA-N
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Compound 164
Molecular Weight:315.41
Molecular Formula:C18H25N3O2
InChIKey:RTZIUPSWICPXRF-UHFFFAOYSA-N
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Compound 166
Molecular Weight:360.4076
Molecular Formula:C18H24N4O4
InChIKey:YVBUUIVMVGQZHZ-UHFFFAOYSA-N
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Compound 167
Molecular Weight:360.4076
Molecular Formula:C18H24N4O4
InChIKey:AWTCLACPNNMZSR-UHFFFAOYSA-N
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Compound 168
Molecular Weight:484.2915
Molecular Formula:C14H12N8O12
InChIKey:HHTCPEHQGMPCSK-UHFFFAOYSA-N
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Compound 169
Molecular Weight:338.2
Molecular Formula:C14H16BrN3O2
InChIKey:VIPCUFWGUDVURI-UHFFFAOYSA-N
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Compound 170
Molecular Weight:338.2
Molecular Formula:C14H16BrN3O2
InChIKey:OXTBCEKXTHUEFJ-UHFFFAOYSA-N
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Compound 171
Molecular Weight:302.3715
Molecular Formula:C16H22N4O2
InChIKey:DVKRZBWEILNBMA-UHFFFAOYSA-N
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Compound 172
Molecular Weight:285.341
Molecular Formula:C16H19N3O2
InChIKey:XDMZJUPCUTWCGB-UHFFFAOYSA-N
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Compound 173
Molecular Weight:330.3385
Molecular Formula:C16H18N4O4
InChIKey:LJJOLCWODIZTCC-UHFFFAOYSA-N
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Compound 174
Molecular Weight:271.3144
Molecular Formula:C15H17N3O2
InChIKey:WIFCJCQJMGAEDV-UHFFFAOYSA-N
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Compound 175
Molecular Weight:248.751
Molecular Formula:C14H17ClN2
InChIKey:ILCSMLRVHKJUHJ-UHFFFAOYSA-N
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Compound 115
Molecular Weight:294.21
Molecular Formula:C14H17BrN2
InChIKey:JCUXOZZFPKFCOZ-UHFFFAOYSA-O
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Compound 176
Molecular Weight:454.6065
Molecular Formula:C29H34N4O
InChIKey:WIHHWMKRRMFXCI-UHFFFAOYSA-N
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Compound 177
Molecular Weight:406.3223
Molecular Formula:C18H16F6N2O2
InChIKey:XHVMOJOUKXAIDM-UHFFFAOYSA-N
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Compound 178a
Molecular Weight:424.3375
Molecular Formula:C18H18F6N2O3
InChIKey:SXCCOVAVNCTXKR-HZPDHXFCSA-N
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Compound 178b
Molecular Weight:424.3375
Molecular Formula:C18H18F6N2O3
InChIKey:SXCCOVAVNCTXKR-IYBDPMFKSA-N
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Compound 179a
Molecular Weight:244.3321
Molecular Formula:C15H20N2O
InChIKey:MTBJLMRUAUMUER-UHFFFAOYSA-N
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Compound 179b
Molecular Weight:300.4384
Molecular Formula:C19H28N2O
InChIKey:FOWHLFQTHYIWGM-UHFFFAOYSA-N
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Compound 181
Molecular Weight:256.3428
Molecular Formula:C16H20N2O
InChIKey:DQIWRQIXCBPXNI-UHFFFAOYSA-N
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Compound 182a
Molecular Weight:299.4537
Molecular Formula:C19H29N3
InChIKey:PEEZUENFGHLVGO-UHFFFAOYSA-N
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Compound 182b
Molecular Weight:311.4644
Molecular Formula:C20H29N3
InChIKey:FCZJARCEHNOCOB-UHFFFAOYSA-N
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Compound 182c
Molecular Weight:313.4372
Molecular Formula:C19H27N3O
InChIKey:AQPWKMWOGZCRJF-UHFFFAOYSA-N
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Compound 182d
Molecular Weight:271.4005
Molecular Formula:C17H25N3
InChIKey:NNMXALSZPKSWDV-UHFFFAOYSA-N
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Compound 183
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 184
Molecular Weight:486.3492
Molecular Formula:C21H16F10N2
InChIKey:BILMAUITTMFYPY-UHFFFAOYSA-N
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Compound 185
Molecular Weight:425.3948
Molecular Formula:C20H19N5O6
InChIKey:RCNPAIMUQMSOMO-UHFFFAOYSA-N
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Compound 186
Molecular Weight:444.3883
Molecular Formula:C20H16F4N8
InChIKey:YBTSECDKYDZZPH-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:Not Available
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:794.6292
Molecular Formula:C36H30F12N4O3
InChIKey:ZTGQIGFCQXRKEQ-UHFFFAOYSA-N
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Compound 192
Molecular Weight:986.6454
Molecular Formula:C40H28F18N4O5
InChIKey:CWMODCXZPTWZGL-UHFFFAOYSA-N
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Compound 193
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 194
Molecular Weight:319.3556
Molecular Formula:C16H21N3O4
InChIKey:MRMMJYGLOMQGIH-UHFFFAOYSA-N
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Compound 195
Molecular Weight:350.3266
Molecular Formula:C15H18N4O6
InChIKey:ULKGLGJRQLXPPD-UHFFFAOYSA-N
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Compound 196
Molecular Weight:312.4061
Molecular Formula:C19H24N2O2
InChIKey:ZWLFIHKMBKBRGY-ACCUITESSA-N
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Compound 197
Molecular Weight:456.6223
Molecular Formula:C29H36N4O
InChIKey:VXDDTBKMTWWTNP-UHFFFAOYSA-N
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Compound 198
Molecular Weight:270.3263
Molecular Formula:C16H18N2O2
InChIKey:GIBDDRPCLFVDKU-UHFFFAOYSA-N
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Compound 199
Molecular Weight:296.406
Molecular Formula:C15H17KN2O2
InChIKey:NHATWCBODCLACX-UHFFFAOYSA-M
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Compound 201
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 202a
Molecular Weight:226.172
Molecular Formula:C14H16Li2N2
InChIKey:YUNLZTSVRSISNJ-UHFFFAOYSA-N
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Compound 202b
Molecular Weight:420.708
Molecular Formula:C14H16Br2Mg2N2
InChIKey:XRRCCZATAQXNIY-UHFFFAOYSA-L
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Compound 203
Molecular Weight:358.4314
Molecular Formula:C20H26N2O4
InChIKey:ZNXVZMNYSLFTOS-UHFFFAOYSA-N
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Compound 204
Molecular Weight:270.3263
Molecular Formula:C16H18N2O2
InChIKey:IZWAPLYYXKNLGM-UHFFFAOYSA-N
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Compound 205
Molecular Weight:216.3184
Molecular Formula:C14H18N2
InChIKey:Not Available
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Compound 206
Molecular Weight:340.2026
Molecular Formula:C14H17IN2
InChIKey:JOTWSEMHGDSWTG-UHFFFAOYSA-N
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Compound 207
Molecular Weight:286.3688
Molecular Formula:C17H22N2O2
InChIKey:GFVSBPQKLAMFLJ-UHFFFAOYSA-N
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Compound 208
Molecular Weight:446.586
Molecular Formula:C30H30N4
InChIKey:AAKLMSJXGCHTNZ-UHFFFAOYSA-N
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Compound 209
Molecular Weight:444.5701
Molecular Formula:C30H28N4
InChIKey:MBJJQAACWRIEPH-UHFFFAOYSA-N
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Compound 214
Molecular Weight:425.5652
Molecular Formula:C28H31N3O
InChIKey:BUCXQKQWSZDMOG-UHFFFAOYSA-N
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Compound 179a·H+
Molecular Weight:280.793
Molecular Formula:C15H21ClN2O
InChIKey:FWCQRKSAUAKMPB-UHFFFAOYSA-N
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Compound 210·H+
Molecular Weight:263.785
Molecular Formula:C15H19ClN2
InChIKey:BIOSWULUJHPYMC-UHFFFAOYSA-O
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Compound 210
Molecular Weight:263.785
Molecular Formula:C15H19ClN2
InChIKey:BIOSWULUJHPYMC-UHFFFAOYSA-O
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Compound 211
Molecular Weight:227.3242
Molecular Formula:C15H20N2
InChIKey:ZFERMRAAXGCDEV-UHFFFAOYSA-N
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Compound 211b
Molecular Weight:227.3242
Molecular Formula:C15H19N2
InChIKey:ZFERMRAAXGCDEV-UHFFFAOYSA-N
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Compound 211c
Molecular Weight:227.3242
Molecular Formula:C15H19N2
InChIKey:ZFERMRAAXGCDEV-UHFFFAOYSA-N
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Compound 212
Molecular Weight:454.6484
Molecular Formula:C30H38N4
InChIKey:OSCOYGDHKGNFGJ-UHFFFAOYSA-N
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Compound 213
Molecular Weight:453.641
Molecular Formula:C30H37N4
InChIKey:WXKOWYFMUZJKOL-UHFFFAOYSA-N
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