SML0196

Resiquimod

≥98% (HPLC), powder, TLR7/TLR8 agonist

• Synonym(s): 4-Amino-2-(ethoxymethyl)-alpha, R-848, R848, S28463, alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol
• Empirical Formula (Hill Notation): C₁₇H₂₂N₄O₂
• CAS Number: 144875-48-9
• Molecular Weight: 314.38
• MDL number: MFCD00937759
• UNSPSC Code: 51111800
• PubChem Substance ID: 329825221
• NACRES: NA.77

Properties

• product name: Resiquimod, ≥98% (HPLC)
• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated; protect from light
• color: white to tan
• solubility: DMSO: 10 mg/mL, clear (warmed to 60 °C)
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCOCc1nc2c(N)nc3ccccc3c2n1CC(C)(C)O
• InChI: 1S/C17H22N4O2/c1-4-23-9-13-20-14-15(21(13)10-17(2,3)22)11-7-5-6-8-12(11)19-16(14)18/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19)
• InChI key: BXNMTOQRYBFHNZ-UHFFFAOYSA-N

Description

Application

Resiquimod has been used in the stimulation of bone marrow-derived dendritic cells (BMDCs) stimulation( and B cells. It has also been used as a ligand for toll-like receptors (TLR7) in malignant melanoma cell line B16F10.

Resiquimod may be used in immunological and cancer-related cell signaling studies.

Biochem/physiol Actions

Resiquimod (R-848) is a potent synthetic agonist of TLR7/TLR8 that possesses antiviral and antitumoral activities.

Resiquimod belongs to the class of imidazoquinolinamines compounds with immunomodulatory effects. Resiquimod increases the levels of cytokines such as TNF-α, IL-6 and IFN-α.

Resiquimod is 314.4 Da molecule which elicits immune function during visceral infection with L. infantum Sp. It mediates the trafficking of granulocytes, macrophages, leukocytes and dendritic cells. It is a recommended topical drug for treating skin tumors like actinic keratosis (AK) and superficial basal cell carcinoma.

Features and Benefits

This compound is featured on the Cytokine Receptors (Interleukin-1 Receptor/TIR Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable