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Imidazoquinolines

Description:

Aromatic heterocyclic compounds containing an imidazole ring fused to a quinoline ring system. In some configurations, the imidazole ring shares a nitrogen atom with the quinoline moiety.

Ancestors:

Organic compounds ⮕ Organoheterocyclic compounds ⮕ Quinolines and derivatives ⮕ Imidazoquinolines

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  1. 2-(4-(8-bromo-2-oxo-2，3-dihydro-1H-imidazo[4，5-c]quinolin-1-yl)phenyl)-2- methylpropanenitrile
    2-(4-(8-bromo-2-oxo-2，3-dihydro-1H-imidazo[4，5-c]quinolin-1-yl)phenyl)-2- methylpropanenitrile
    CAS: 915019-53-3 PubChem CID: 42609569 Formula: C20H15BrN4O Molecular Weight: 407.28
    ≥98%
    Out of Stock Item #: P731903
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    Technical Identifiers
    IUPAC Name
    2-[4-(8-bromo-2-oxo-3H-imidazo[4,5-c]quinolin-1-yl)phenyl]-2-methylpropanenitrile
    SMILES
    CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3NC2=O)Br
    InChIKey
    VDJPWUIERGLWRZ-UHFFFAOYSA-N
    InChI
    1S/C20H15BrN4O/c1-20(2,11-22)12-3-6-14(7-4-12)25-18-15-9-13(21)5-8-16(15)23-10-17(18)24-19(25)26/h3-10H,1-2H3,(H,24,26)
  2. 1-Isobutyl-1H-imidazo[4,5-c]quinoline
    1-Isobutyl-1H-imidazo[4,5-c]quinoline
    CAS: 99010-24-9 Formula: C14H15N3 Molecular Weight: 225.3
    Solid ≥95%
    Out of Stock Item #: I725963
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    Technical Identifiers
    IUPAC Name
    1-(2-methylpropyl)imidazo[4,5-c]quinoline
    SMILES
    CC(C)CN1C=NC2=C1C3=CC=CC=C3N=C2
    InChIKey
    CXYOCSTZCULCAE-UHFFFAOYSA-N
    InChI
    1S/C14H15N3/c1-10(2)8-17-9-16-13-7-15-12-6-4-3-5-11(12)14(13)17/h3-7,9-10H,8H2,1-2H3
  3. 2-[4-(8-bromo-3-methyl-2-oxo-2，3-dihydro-imidazo[4，5-c]quinolin-1-yl)-phenyl]-2-methyl-propionitrile
    2-[4-(8-bromo-3-methyl-2-oxo-2，3-dihydro-imidazo[4，5-c]quinolin-1-yl)-phenyl]-2-methyl-propionitrile
    CAS: 915019-50-0 PubChem CID: 42609570 Formula: C21H17BrN4O Molecular Weight: 421.3
    ≥98%
    Out of Stock Item #: M731904
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    Technical Identifiers
    IUPAC Name
    2-[4-(8-bromo-3-methyl-2-oxoimidazo[4,5-c]quinolin-1-yl)phenyl]-2-methylpropanenitrile
    SMILES
    CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3N(C2=O)C)Br
    InChIKey
    AEWUWGWDTHMGQU-UHFFFAOYSA-N
    InChI
    1S/C21H17BrN4O/c1-21(2,12-23)13-4-7-15(8-5-13)26-19-16-10-14(22)6-9-17(16)24-11-18(19)25(3)20(26)27/h4-11H,1-3H3
  5. TLR7/8 agonist 1 dihydrochloride
    TLR7/8 agonist 1 dihydrochloride
    CAS: 1620278-72-9 PubChem CID: 90286091
    ≥99%
    Out of Stock Item #: T657044
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    Technical Identifiers
    IUPAC Name
    1-[[4-(aminomethyl)phenyl]methyl]-2-butylimidazo[4,5-c]quinolin-4-amine;dihydrochloride
    SMILES
    CCCCC1=NC2=C(N1CC3=CC=C(C=C3)CN)C4=CC=CC=C4N=C2N.Cl.Cl
    InChIKey
    YKZCFKIAMHQQAW-UHFFFAOYSA-N
    InChI
    1S/C22H25N5.2ClH/c1-2-3-8-19-26-20-21(17-6-4-5-7-18(17)25-22(20)24)27(19)14-16-11-9-15(13-23)10-12-16;;/h4-7,9-12H,2-3,8,13-14,23H2,1H3,(H2,24,25);2*1show more
  6. PF-4878691(3M-852A)
    PF-4878691(3M-852A)
    CAS: 532959-63-0 Formula: C17H23N5O2S Molecular Weight: 361.46
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
    Out of Stock Item #: P649084
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    IUPAC Name
    N-[4-(4-amino-2-ethylimidazo[4,5-c]quinolin-1-yl)butyl]methanesulfonamide
    SMILES
    CCC1=NC2=C(N1CCCCNS(=O)(=O)C)C3=CC=CC=C3N=C2N
    InChIKey
    YZOQZEXYFLXNKA-UHFFFAOYSA-N
    InChI
    1S/C17H23N5O2S/c1-3-14-21-15-16(12-8-4-5-9-13(12)20-17(15)18)22(14)11-7-6-10-19-25(2,23)24/h4-5,8-9,19H,3,6-7,10-11H2,1-2H3,(H2,18,20)
    Synonyms
    GTPL9025 | MS-25728 | N-(4-(4-Amino-2-ethyl-imidazo(4,5-c)quinolin-1-yl)butyl)methanesulfonamide | SCHEMBL483385 | HY...
  7. TLR7 agonist 3
    TLR7 agonist 3
    CAS: 1229024-78-5 PubChem CID: 21470208 Formula: C18H24N4O Molecular Weight: 312.41
    ≥98%
    Out of Stock Item #: T648789
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    Technical Identifiers
    IUPAC Name
    1-(4-amino-2-butylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
    SMILES
    CCCCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
    InChIKey
    GITVQUOQRHRGQQ-UHFFFAOYSA-N
    InChI
    1S/C18H24N4O/c1-4-5-10-14-21-15-16(22(14)11-18(2,3)23)12-8-6-7-9-13(12)20-17(15)19/h6-9,23H,4-5,10-11H2,1-3H3,(H2,19,20)
  8. Imiquimod maleate
    Imiquimod maleate
    CAS: 896106-16-4 PubChem CID: 11595577 Formula: C18H20N4O4 Molecular Weight: 356.38
    ≥99%
    Out of Stock Item #: I647269
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    Technical Identifiers
    IUPAC Name
    (Z)-but-2-enedioic acid;1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine
    SMILES
    CC(C)CN1C=NC2=C1C3=CC=CC=C3N=C2N.C(=CC(=O)O)C(=O)O
    InChIKey
    KYQFLNAOJRNEDV-BTJKTKAUSA-N
    InChI
    1S/C14H16N4.C4H4O4/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15;5-3(6)1-2-4(7)8/h3-6,8-9H,7H2,1-2H3,(H2,15,17);1-2H,(H,5,6)(H,7,8)/b;2-1-
  9. Imiquimod hydrochloride
    Imiquimod hydrochloride
    CAS: 99011-78-6 PubChem CID: 13982876 Formula: C14H17ClN4 Molecular Weight: 276.76
    ≥99%
    Out of Stock Item #: I649373
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    Technical Identifiers
    IUPAC Name
    1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine;hydrochloride
    SMILES
    CC(C)CN1C=NC2=C1C3=CC=CC=C3N=C2N.Cl
    InChIKey
    RGKLRAHQVIHCCH-UHFFFAOYSA-N
    InChI
    1S/C14H16N4.ClH/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15;/h3-6,8-9H,7H2,1-2H3,(H2,15,17);1H
  10. TLR7/8 agonist 1
    TLR7/8 agonist 1
    CAS: 1258457-59-8 PubChem CID: 52945312 Formula: C22H25N5 Molecular Weight: 359.5
    ≥96%
    Out of Stock Item #: T648840
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    Technical Identifiers
    IUPAC Name
    1-[[4-(aminomethyl)phenyl]methyl]-2-butylimidazo[4,5-c]quinolin-4-amine
    SMILES
    CCCCC1=NC2=C(N1CC3=CC=C(C=C3)CN)C4=CC=CC=C4N=C2N
    InChIKey
    SDSKFWHQCNBICO-UHFFFAOYSA-N
    InChI
    1S/C22H25N5/c1-2-3-8-19-26-20-21(17-6-4-5-7-18(17)25-22(20)24)27(19)14-16-11-9-15(13-23)10-12-16/h4-7,9-12H,2-3,8,13-14,23H2,1H3,(H2,24,25)
  11. Gardiquimod diTFA
    Gardiquimod diTFA
    CAS: 1159840-61-5 PubChem CID: 44592365 Formula: C21H25F6N5O5 Molecular Weight: 541.4
    ≥99%
    Out of Stock Item #: G647706
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    Technical Identifiers
    IUPAC Name
    1-[4-amino-2-(ethylaminomethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol;2,2,2-trifluoroacetic acid
    SMILES
    CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
    InChIKey
    XFQPQSJDMJVOBN-UHFFFAOYSA-N
    InChI
    1S/C17H23N5O.2C2HF3O2/c1-4-19-9-13-21-14-15(22(13)10-17(2,3)23)11-7-5-6-8-12(11)20-16(14)18;2*3-2(4,5)1(6)7/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20);2*(Hshow more
    Synonyms
    1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-[(ethylamino)methyl]-alpha,alpha-dimethyl-, 2,2,2-trifluoroacetate (1...
  12. I-BET282
    I-BET282
    CAS: 1422554-34-4 PubChem CID: 71258968 Formula: C25H30N4O4 Molecular Weight: 450.53
    ≥99%
    Out of Stock Item #: I647703
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    Technical Identifiers
    IUPAC Name
    4-[8-methoxy-1-[(2R)-1-methoxypropan-2-yl]-2-(oxan-4-yl)imidazo[4,5-c]quinolin-7-yl]-3,5-dimethyl-1,2-oxazole
    SMILES
    CC1=C(C(=NO1)C)C2=C(C=C3C(=C2)N=CC4=C3N(C(=N4)C5CCOCC5)C(C)COC)OC
    InChIKey
    HYPXHDJBILNWLI-CQSZACIVSA-N
    InChI
    1S/C25H30N4O4/c1-14(13-30-4)29-24-18-11-22(31-5)19(23-15(2)28-33-16(23)3)10-20(18)26-12-21(24)27-25(29)17-6-8-32-9-7-17/h10-12,14,17H,6-9,13H2,1-5H3/tshow more
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