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Resiquimod - 10mM in DMSO, high purity , Toll-like receptor 7 agonist, CAS No.144875-48-9(DMSO), Toll-like receptor 7 agonist
Toll-like receptor 7 (TLR7) agonist
Basic Description
Synonyms
Resiquimod | 144875-48-9 | 1-(4-Amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol | R-848 | 1-[4-amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol | Resiquimod [INN] | R 848 | R848 | S-28463 | Resiquimod (GMP) | S 28463 | V3DMU
Specifications & Purity
Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms
Toll-like receptor 7 (TLR7) agonist. Induces upregulation of IL-6, IL-12, IFN-γand iNOS expression in mouse bone marrow-derived macrophages (BMMs). Inhibits RANKL-induced osteoclast differentiation in mouse BMMs and human peripheral blood monocytes. Also
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
AGONIST
Mechanism of action
Toll-like receptor 7 agonist
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organoheterocyclic compounds
Class
Quinolines and derivatives
Subclass
Imidazoquinolines
Intermediate Tree Nodes
Not available
Direct Parent
Imidazoquinolines
Alternative Parents
Aminoquinolines and derivatives Imidazo-[4,5-c]pyridines Aminopyridines and derivatives N-substituted imidazoles Imidolactams Benzenoids Tertiary alcohols Heteroaromatic compounds Dialkyl ethers Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Imidazoquinoline - Aminoquinoline - Imidazopyridine - Imidazo-[4,5-c]pyridine - Aminopyridine - Imidolactam - Benzenoid - Pyridine - N-substituted imidazole - Azole - Imidazole - Heteroaromatic compound - Tertiary alcohol - Dialkyl ether - Ether - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Amine - Alcohol - Organopnictogen compound - Organic oxygen compound - Primary amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as imidazoquinolines. These are aromatic heterocyclic compounds containing an imidazole ring fused to a quinoline ring system. In some configurations, the imidazole ring shares a nitrogen atom with the quinoline moiety.
External Descriptors
imidazoquinoline
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-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)
InChIKey
BXNMTOQRYBFHNZ-UHFFFAOYSA-N
Smiles
CCOCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
Isomeric SMILES
CCOCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
WGK Germany
3
RTECS
NJ5911320
PubChem CID
159603
Molecular Weight
314.38
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Solvent:DMSO, Max Conc. mg/mL: 31.44, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 15.72, Max Conc. mM: 50
Sensitivity
Moisture sensitive；Heat sensitive
Melt Point(°C)
193℃
Molecular Weight
314.400 g/mol
XLogP3
1.300
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Exact Mass
314.174 Da
Monoisotopic Mass
314.174 Da
Topological Polar Surface Area
86.200 Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
406.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
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