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Imiquimod

Cat. No. 3700 4 Citations Submit a Review Datasheet / COA / SDS
Pricing Availability   Qty
Description: Toll-like receptor 7 (TLR7) agonist
Alternative Names: R 837
Chemical Name: 1-(2-Methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine
Purity: ≥99% (HPLC)
Datasheet
Citations (4)
Reviews
Pathways (1)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for Imiquimod

Imiquimod is an immunomodulator that displays antiviral and antitumor activity. Acts as a Toll-like receptor 7 (TLR7) agonist; stimulates proinflammatory cytokine production and activates NF-κB.

Technical Data for Imiquimod

M. Wt 240.3
Formula C14H16N4
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 99011-02-6
PubChem ID 57469
InChI Key DOUYETYNHWVLEO-UHFFFAOYSA-N
Smiles CC(C)CN2C=NC1=C(N)N=C3C(C=CC=C3)=C12

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

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Imiquimod

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 1.2 5 with gentle warming

Preparing Stock Solutions for Imiquimod

The following data is based on the product molecular weight 240.3. Batch specific molecular weights may vary from batch to batch due to the degree 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
0.05 mM 83.23 mL 416.15 mL 832.29 mL
0.25 mM 16.65 mL 83.23 mL 166.46 mL
0.5 mM 8.32 mL 41.61 mL 83.23 mL
2.5 mM 1.66 mL 8.32 mL 16.65 mL

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References for Imiquimod

References are publications that support the biological activity of the product.

Schon and Schon (2007) The antitumoral mode of action of imiq. and other imidazoquinolines. Curr.Med.Chem. 14 681 PMID: 17346155

Averett et al (2007) The pharmacology of endosomal TLR agonists in viral disease. Biochem.Soc.Trans. 35 1468 PMID: 18031247

Syed et al (2001) A review of the applications of imiquimod: a novel immune response modifier. Exp.Opin.Pharmacother. 2 877

If you know of a relevant reference for Imiquimod, please let us know.

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Keywords: Imiquimod, Imiquimod supplier, Toll-like, receptors, 7, TLR7, agonists, R837, R, 837, Receptors, Non-selective, Antivirals, 3700, Tocris Bioscience

4 Citations for Imiquimod

Citations are publications that use Tocris products. Selected citations for Imiquimod include:

Zoltan et al (2022) Presence of TRPA1 Modifies CD4+/CD8+ T Lymphocyte Ratio and Activation. Pharmaceuticals (Basel) 15 PMID: 35056114

Jian et al (2021) Chloride sensing by WNK1 regulates NLRP3 inflammasome activation and pyroptosis. Nat Commun 12 4546 PMID: 34315884

Qian et al (2020) Thioredoxin-1 distinctly promotes NF-κB target DNA binding and NLRP3 inflammasome activation independently of Txnip. Elife 9 PMID: 32096759

Erick M et al (2020) Cyclopentenone Prostaglandins and Structurally Related Oxidized Lipid Species Instigate and Share Distinct Pro- and Anti-inflammatory Pathways. Cell Rep 30 4399-4417.e7 PMID: 32234476

Do you know of a great paper that uses Imiquimod from Tocris? Please let us know.

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Pathways for Imiquimod

Toll-like Receptor Signaling Pathway

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.