A dual agonist of TLR7 and TLR8
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TLR7/8 Agonist 1 (hydrochloride)

Item No. 28451

Technical Information
Formal Name
1-[[4-(aminomethyl)phenyl]methyl]-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine, dihydrochloride
CAS Number
1620278-72-9
Synonyms
  • Toll-Like Receptor 7/8 Agonist 1
Molecular Formula
C22H25N5 • 2HCl
Formula Weight
Purity
≥98%
Formulation
A solid
λmax
229, 247, 310, 323 nm
SMILES
NC1=NC2=CC=CC=C2C3=C1N=C(CCCC)N3CC4=CC=C(CN)C=C4.Cl.Cl
InChi Code
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*1H
InChi Key
YKZCFKIAMHQQAW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    TLR7/8 agonist 1 is a dual agonist of toll-like receptor 7 (TLR7) and TLR8 (EC50s = 50 and 55 nM, respectively, in cell-based assays).1 It increases the levels of TNF-α, IFN-γ, IL-12p40, and chemokine (C-C motif) ligand 4 (CCL4) in human peripheral blood mononuclear cells (PBMCs) in a biphasic manner. TLR7/8 agonist 1 (25 nmol, s.c.) increases serum levels of IL-12p40 and chemokine (C-X-C motif) ligand 10 (CXCL10), as well as the number of dendritic cells per injection-site proximal lymph node, in mice.2 It has been conjugated to various fluorophores as TLR7 probes and to polymer particles for the modulation of TLR7/8 agonist 1 adjuvant activity.3,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beesu, M., Caruso, G., Salyer, A.C., et alStructure-based design of human TLR8-specific agonists with augmented potency and adjuvanticity. J. Med. Chem. 58(19), 7833-7849 (2015).

    2. Lynn, G.M., Chytil, P., Francica, J.R., et alImpact of polymer-TLR-7/8 agonist (adjuvant) morphology on the potency and mechanism of CD8 T cell induction. Biomacromolecules 20(2), 854-870 (2019).

    3. Shukla, N.M., Mutz, C.A., Ukani, R., et alSyntheses of fluorescent imidazoquinoline conjugates as probes of Toll-like receptor 7. Bioorg. Med. Chem. Lett. 20(22), 6384-6386 (2010).

    Product Citations

    Han, X., Alameh, M.-G., Butowska, K., et alAdjuvant lipidoid-substituted lipid nanoparticles augment the immunogenicity of SARS-CoV-2 mRNA vaccines. Nat. Nanotechnol. (2023).