Description
Resiquimod (CAS No. 144875-48-9) is a high-purity synthetic imidazoquinoline compound with the molecular formula C17H22N4O2. This small molecule immunostimulant is chemically designated as 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol and is provided as a white to off-white crystalline powder. Resiquimod is a potent Toll-like receptor (TLR) 7 and TLR8 agonist known for its ability to induce cytokine production, particularly interferon-alpha, making it valuable for immunological research. Our product is rigorously tested by HPLC and NMR to ensure >98% purity, with batch-specific certificates of analysis available. Suitable for in vitro and in vivo studies, this compound is provided in amber vials under inert atmosphere to ensure stability. Store at -20°C protected from light and moisture.
Properties
- CAS Number: 144875-48-9
- Complexity: 406
- IUPAC Name: 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methyl-propan-2-ol
- InChI: 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
- Exact Mass: 314.17427596
- Molecular Formula: C17H22N4O2
- Molecular Weight: 314.4
- SMILES: CCOCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
- Topological: 86.2
- Monoisotopic Mass: 314.17427596
- Synonyms: Resiquimod, 144875-48-9, 1-(4-Amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol, Resiquimod [INN], R 848, 1-[4-amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol, UNII-V3DMU7PVXF, V3DMU7PVXF, S 28463, CHEBI:36706, RESIQUIMOD [MI], RESIQUIMOD [USAN], RESIQUIMOD [MART.], CD11301, RESIQUIMOD [WHO-DD], CD-11301, 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-, DTXSID7040603, RESIQUIMOD (MART.), 4-Amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-ethoxymethyl-alpha,alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol, 1H-Imidazo(4,5-c)quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-, 4-Amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol, resiquimodum, 1-(4-amino-2-(ethoxymethyl)-1H-imidazo(4,5-c)quinolin-1-yl)-2-methylpropan-2-ol, 1H-Imidazo(4,5-c)quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-I+-,I+–dimethyl-, 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-I+-,I+–dimethyl-, 4-Amino-2-(ethoxymethyl)-I+-,I+–dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol, 4-Amino-2-(ethoxymethyl)-I+-,I+–dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-ethoxymethyl-alpha,alpha-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol, DTXCID5020603, R-848, R848, S-28463, MFCD00937759, Resiquimod (GMP), 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol, CHEMBL383322, R848;S28463, alpha-dimethyl-1H-imidazo(4,5-c)quinoline-1-ethanol, 1-(4-amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol., R848 compound, VML-600, ResiquimodR848?, RX8, R848; Resiquimod, SCHEMBL34159, MLS006010212, GTPL5051, Resiquimod, >=98% (HPLC), 4-Amino-2-(ethoxymethyl)-alpha, BXNMTOQRYBFHNZ-UHFFFAOYSA-N, GLXC-06608, HMS3740O09, HMS5086I07, BCP09103, EX-A1879, BDBM50241029, HY-13740G, NSC828390, s8133, AKOS016003509, CCG-267635, CS-1706, DB06530, NSC-828390, SB17111, 1-(4-Amino-2-ethoxymethyl-imidazo[4,5-c]quinolin-1-yl)-2-methyl-propan-2-ol, s28463, NCGC00370784-01, NCGC00370784-05, AC-35716, AS-30885, FR170507, HY-13740, SMR002530531, SY107476, CS-0645881, NS00071828, R0197, Q426054, SR-01000944954, SR-01000944954-1, BRD-K76210423-001-01-6, BRD-K76210423-001-02-4, 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methyl-propan-2-ol, 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-|A,|A-dimethyl-, 4-amino-alpha,alpha-dimethyl-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-ethanol, 4-Amino-alpha,alpha-dimethyl-2-ethoxymethyl-1H-imidazo[4,5-c]quinoline-1-ethanol
Application
Resiquimod is widely used as a research tool for studying innate immune responses through its action as a dual TLR7/TLR8 agonist. The compound has shown utility in preclinical studies of antiviral therapies, cancer immunotherapy, and vaccine adjuvants. Researchers employ Resiquimod to investigate cytokine induction pathways, particularly interferon-mediated antiviral defenses. Its ability to stimulate dendritic cell maturation makes it valuable for immunological studies. Recent applications include exploration of topical formulations for dermatological conditions.
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