| Synonyms |
R-848; R 848; R848; S 28463; S-28463; S28463; 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-α,α-dimethyl-; 4-Amino-2-(ethoxymethyl)-α,α-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; 4-Amino-2-(ethoxymethyl)-1-(2-hydroxyisobutyl)imidazo[4,5-c]quinoline; Resimiquimod |
| IUPAC Name |
1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol |
| Molecular Weight |
314.38 |
| Molecular Formula |
C17H22N4O2 |
| Canonical SMILES |
CCOCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N |
| 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) |
| InChIKey |
BXNMTOQRYBFHNZ-UHFFFAOYSA-N |
| Boiling Point |
553.6±50.0°C at 760 mmHg |
| Melting Point |
193-195°C |
| Flash Point |
288.6±30.1 °C |
| Purity |
≥95% |
| Density |
1.3±0.1 g/cm3 |
| Solubility |
Soluble in DMSO |
| Appearance |
White to Pale Yellow Solid |
| Application |
Resiquimod may be used in immunological and cancer-related cell signaling studies. |
| Shelf Life |
2 years |
| Storage |
Store at -20°C |
| Animal Admin |
A total of 40 SPF chickens of two-week old are allotted to one of the following four experimental groups (n=10/group): Group A: PBS control; Group B: inactivated NDV vaccine; Group C: commercial oil adjuvanted inactivated NDV vaccine prepared from lentogenic strain and Group D: combination of inactivated NDV vaccine and R-848 (50 μg/bird). Vaccine or PBS is administered by intramuscular route in the thigh muscle. A booster dose is given 14-day post immunization (d.p.i). Two weeks post-booster, experimental SPF birds are challenged with velogenic strain of NDV (105 ELD50 per bird) intramuscularly. Clinical signs and mortality are observed daily till 14 day post-challenge (d.p.c). Cloacal swabs (n=6/group) are collected from the birds on day 0, 4, 7 and 14 post-challenge and inoculated into 10-day old embryonated chicken eggs (n=3 eggs/sample) through intra-allantoic route. Three day post-inoculation, the allantoic fluid is checked for the NDV growth by spot haemagglutination using 10% chicken RBC. |
| Complexity |
406 |
| Exact Mass |
314.17427596 |
| Index Of Refraction |
1.635 |
| In Vitro |
Resiquimod (R-848) induces both hapten- and allergen-specific circulating T cells, including TH2 effectors, to produce IFN-γ and even to lose the ability to produce IL-4. Resiquimod (R848) enhances PBL proliferation in a dose-dependent manner, and increases the number of BrdU-positive cells in BrdU incorporation assay. Cells treated with R848 exhibits significantly increased (3.5-fold) luciferase (a reporter of NF-κB activity) activity. |
| In Vivo |
Resiquimod (R-848) (50 μg/bird, i.m. route) significantly up-regulates the expression of IFN-α, IFN-β, IFN-γ, IL-1β, IL-4, iNOS and MHC-II genes in SPF chicken. |
| PSA |
86.19000 |
| Target |
Toll-like Receptor (TLR); HCV |
| Vapor Pressure |
0.0±1.6 mmHg at 25°C |
| XLogP3-AA |
1.3 |
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