A TLR7 agonist
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SM-324405

Item No. 29457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(6-amino-2-butoxy-7,8-dihydro-8-oxo-9H-purin-9-yl)methyl]-benzeneacetic acid, methyl ester
CAS Number
677773-91-0
Molecular Formula
C19H23N5O4
Formula Weight
385.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mM
λmax
282 nm
SMILES
NC1=C2C(N(CC3=CC(CC(OC)=O)=CC=C3)C(N2)=O)=NC(OCCCC)=N1
InChi Code
InChI=1S/C19H23N5O4/c1-3-4-8-28-18-22-16(20)15-17(23-18)24(19(26)21-15)11-13-7-5-6-12(9-13)10-14(25)27-2/h5-7,9H,3-4,8,10-11H2,1-2H3,(H,21,26)(H2,20,22,23)
InChi Key
MXILFZWMVNDOIZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    SM-324405 is a toll-like receptor 7 (TLR7) agonist (EC50 = 50.1 nM in a reporter assay using HEK293 cells expressing the human receptor).1 It is selective for TLR7 over TLR8 (EC50 = >10 µM). SM-324405 induces IFN production in isolated human peripheral blood mononuclear cells (PBMCs) with a minimum effective concentration (MEC) of 10 nM. It induces proliferation of isolated mouse, rat, and dog splenocytes (EC50s = 3.98, 6.31, and 12.59 nM, respectively).2 SM-324405 (0.1 and 1 mg/kg, intratracheally) inhibits bronchoalveolar lavage fluid (BALF) eosinophil infiltration in a rat model of ovalbumin-sensitized and -challenged allergic airway inflammation.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kurimoto, A., Hashimoto, K., Nakamura, T., et al. Synthesis and biological evaluation of 8-oxoadenine derivatives as toll-like receptor 7 agonists introducing the antedrug concept. J. Med. Chem. 53(7), 2964-2972 (2010).

    2. Biffen, M., Matsui, H., Edwards, S., et al. Biological characterization of a novel class of toll-like receptor 7 agonists designed to have reduced systemic activity. Br. J. Pharmacol. 166(2), 573-586 (2012).