RESIQUIMOD
Synonym(s):4-Amino-2-(ethoxymethyl)-alpha;alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol;R848;R-848;S28463
- CAS NO.:144875-48-9
- Empirical Formula: C17H22N4O2
- Molecular Weight: 314.38
- MDL number: MFCD00937759
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-18 17:01:59
What is RESIQUIMOD?
Description
Resiquimod (CAS 144875-48-9) is a Toll-like receptor 7/8 agonist.1 May be used as an immune adjuvant in cancer vaccines.2 Resiquimod-carrying synthetic vaccine particles augment the immune response to encapsulated antigen and exhibit strong local immune activation without inducing systemic cytokine release.3 Topical treatment of wild-type mice induces systemic autoimmune disease which may be used as a model of systemic Lupus erythematosus.4? It displayed potent antiviral activity (EC50 = 23.5 nM) in a murine norovirus replicon model.5
The Uses of RESIQUIMOD
Resiquimod is an imidazoquinoline derivative that acts as an immune response modifier. Resiquimod shows antitumor and antiviral activity and is used in the treatment of skin lesions such as herpes simplex virus. Resiquimod is a toll-like receptor 9 (TLR7) agonist.
The Uses of RESIQUIMOD
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.
What are the applications of Application
R-848 is an immune response modifier and TLR7 and TLR8 activator
Definition
ChEBI: Resiquimod is an imidazoquinoline.
Biochem/physiol Actions
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.
storage
Store at +4°C
References
1) Jurk et al. (2002), Human TLR7 or TLR8 independently confer responsiveness to the antiviral compound R-848; Nat. Immunol., 3 499 2) Sabado et al. (2015), Resiquimod as an immunologic adjuvant for NY-ESO-1 protein vaccination in patients with high-risk melanoma; Cancer Immunol. Res., 3 278 3) Ilyinskii et al. (2014), Adjuvant-carrying synthetic vaccine particles augment the immune response to encapsulated antigen and exhibit strong local immune activation without inducing systemic cytokine release; Vaccine, 32 2882 4) Yokogawa et al. (2014), Epicutaneous application of toll-like receptor 7 agonists leads to systemic autoimmunity in wild-type mice: a new model of systemic Lupus erthematosus; Arthritis Rheumatol., 66 694 5) Tuipulotu et al. (2018), TLR7 Agonists Display Potent Antiviral Effects against Norovirus Infection via Innate Stimulation; Antimicrob. Agents Chemother., 62 e02417
Properties of RESIQUIMOD
Melting point: | 190-193° |
Boiling point: | 553.6±50.0 °C(Predicted) |
Density | 1.28 |
storage temp. | -20°C |
solubility | DMSO: soluble10mg/mL, clear (warmed to 60 °C) |
form | powder |
pka | 14.63±0.29(Predicted) |
color | white to tan |
λmax | 325nm(lit.) |
Merck | 14,8151 |
Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months. |
Safety information for RESIQUIMOD
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 |
GHS Hazard Statements |
H301:Acute toxicity,oral H350:Carcinogenicity |
Precautionary Statement Codes |
P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P308+P313:IF exposed or concerned: Get medical advice/attention. P405:Store locked up. |
Computed Descriptors for RESIQUIMOD
InChIKey | BXNMTOQRYBFHNZ-UHFFFAOYSA-N |
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