A TLR7 agonist
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Toll-Like Receptor 7 Ligand II

Item No. 17228

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-amino-7,9-dihydro-2-(2-methoxyethoxy)-9-(phenylmethyl)-8H-purin-8-one
CAS Number
226907-52-4
Synonyms
  • CL 087
  • SM-360320
  • TLR7 Ligand II
  • 1V136
Molecular Formula
C15H17N5O3
Formula Weight
315.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
237, 273 nm
SMILES
COCCOC1=NC(N)=C2C(N(CC3=CC=CC=C3)C(N2)=O)=N1
InChi Code
InChI=1S/C15H17N5O3/c1-22-7-8-23-14-18-12(16)11-13(19-14)20(15(21)17-11)9-10-5-3-2-4-6-10/h2-6H,7-9H2,1H3,(H,17,21)(H2,16,18,19)
InChi Key
YYCDGEZXHXHLGW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
    Neutrophil Biology Wall Poster

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    Product Description

    TLR7 ligand II is an orally bioavailable 8-hydroxyadenine analog that induces IFN production by binding to TLR7 on immune cells.1,2 It induces IFNα in human peripheral blood mononuclear cells with an EC50 value of 0.14 µM.2 At 10 µM, TLR7 ligand II was shown to reduce HCV levels by 60% in 24 hours in the human hepatocyte cell line Huh7, which carries a HCV replicon.3 It induces IFN in mice with a minimal effective dose of approximately 0.03 mg/kg, making it approximately 100-fold more potent than imiquimod (Item No. 14956).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kurimoto, A., Ogino, T., Ichii, S., et al. Synthesis and evaluation of 2-substituted 8-hydroxyadenines as potent interferon inducers with improved oral bioavailabilities. Bioorg. Med. Chem. 12(5), 1091-1099 (2004).

    2. Jin, G., Wu, C.C.N., Tawatao, R.I., et al. Synthesis and immunostimulatory activity of 8-substituted amino 9-benzyladenines as potent toll-like receptor 7 agonists. Bioorg. Med. Chem. 16(17), 4559-4563 (2006).

    3. Lee, J., Wu, C.C.N., Lee, K.J., et al. Activation of anti-hepatitis C virus responses via toll-like receptor 7. Proc. Natl. Acad. Sci. USA 103(6), 1828-1833 (2006).