SM 324405

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Cat.No. 5445 - SM 324405 | C19H23N5O4 | CAS No. 677773-91-0
Description: Potent TLR7 agonist
Chemical Name: Methyl 3-[(6-amino-2-butoxy-7,8-dihydro-8-oxo-9H-purin-9-yl)methyl]benzeneacetate
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature
Pathways

Biological Activity

Potent TLR7 agonist (EC50 = 50 nM). Exhibits selectivity for TLR7 over TLR8. Induces IFN-α and -γ expression in human PBMCs and mouse splenocytes, and inhibits IL-5 production in human PBMCs in vitro. Rapidly metabolized to acid metabolite (t½ = 2.6 min in human plasma).

Technical Data

M. Wt 385.42
Formula C19H23N5O4
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 677773-91-0
PubChem ID 23079483
InChI Key MXILFZWMVNDOIZ-UHFFFAOYSA-N
Smiles NC1=NC(OCCCC)=NC(N2CC3=CC=CC(CC(OC)=O)=C3)=C1NC2=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 38.54 100

Preparing Stock Solutions

The following data is based on the product molecular weight 385.42. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.59 mL 12.97 mL 25.95 mL
5 mM 0.52 mL 2.59 mL 5.19 mL
10 mM 0.26 mL 1.3 mL 2.59 mL
50 mM 0.05 mL 0.26 mL 0.52 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Kurimoto et al (2010) Synthesis and biological evaluation of 8-oxoadenine derivatives as toll-like receptor 7 agonists introducing the antedrug concept. J.Med.Chem. 53 2964 PMID: 20232824

Biffen et al (2012) Biological characterization of a novel class of toll-like receptor 7 agonists designed to have reduced systemic activity. Br.J.Pharmacol. 166 573 PMID: 22122192


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Citations for SM 324405

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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Immunology

Immunology Product Listing

A collection of over 190 products for immunology research, the guide includes research tools for the study of:

  • Chemokine and Cytokine Signaling
  • Chemotaxis
  • Complement System
  • Immune Cell Signaling
  • Inflammation

Pathways for SM 324405

Toll-like Receptor

Toll-like Receptor Signaling Pathway

TLR signaling is involved in the cellular response to threatening molecules such as bacteria and viruses. It results in an inflammatory and immmunological response.

Protocols

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