1-(4-(aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-ylamine
Modify Date: 2024-01-13 22:47:01
![1-(4-(aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-ylamine Structure](https://image.chemsrc.com/caspic/350/1258457-59-8.png)
1-(4-(aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-ylamine structure
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Common Name | 1-(4-(aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-ylamine | ||
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| CAS Number | 1258457-59-8 | Molecular Weight | 359.46700 | |
| Density | N/A | Boiling Point | N/A | |
| Molecular Formula | C22H25N5 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of 1-(4-(aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-ylamineTLR7/8 agonist 1 is a toll-like receptor (TLR7)/TLR8 dual-agonistic imidazoquinoline. |
| Name | 1-(4-(aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-ylamine |
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| Synonym | More Synonyms |
| Description | TLR7/8 agonist 1 is a toll-like receptor (TLR7)/TLR8 dual-agonistic imidazoquinoline. |
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| Related Catalog | |
| Target |
TLR7 TLR8 |
| In Vitro | TLR7/8 agonist 1 (Compound 5d) shows prominent immunostimulatory activities. TLR7/8 agonist 1 serves as a convenient precursor for the covalent attachment of fluorophores without significant loss of activity.TLR7/8 agonist 1 retains TLR7-agonistic activity with an EC50 of 20 nM. TLR7/8 agonist 1 is covalently coupled directly to commercially-available fluorescein isothiocyanate and rhodamine B isothiocyanate[1]. TLR7/8 agonist 1 (Compound 1) shows substantially different agonistic potencies in human TLR7 (50 nM) and TLR8 (55 nM) primary screens[2]. |
| Kinase Assay | The induction of NF-κB is quantified using human TLR-2, TLR3, TLR4, TLR5, TLR7, TLR8, TLR9, and NOD-1/NOD-2-specific, rapid-throughput, liquid handler-assisted reporter gene assays. HEK293 cells stably co-transfected with the appropriate hTLR (or NOD) and secreted alkaline phosphatase (sAP) are maintained in HEK-Blue Selection medium. Stable expression of secreted alkaline phosphatase (sAP) under control of NF-κB/AP-1 promoters is inducible by appropriate TLR/NOD agonists, and extracellular sAP in the supernatant is proportional to NF-κB induction. Reporter cells are incubated at a density of ~105 cells/mL in a volume of 80 μL/well, in 384-well, flat-bottomed, cell culture-treated microtiter plates in the presence of graded concentrations of stimuli. sAP is assayed spectrophotometrically using an alkaline phosphatase-specific chromogen (present in HEK-detection medium) at 620 nm[2]. |
| Cell Assay | Fresh human peripheral blood mononuclear cells (hPBMC) are isolated from human blood obtained by venipuncture with informed consent and as per institutional guidelines on Ficoll–Hypaque gradients. Aliquots of PBMCs (105 cells in 100 μL/well) are stimulated for 12 h with graded concentrations of test compounds (e.g., TLR7/8 agonist 1; 0.1, 1, 10, and 100 μg/mL). Supernatants are isolated by centrifugation and are assayed in duplicates using analyte-specific multiplexed cytokine/chemokine bead array assays[2]. |
| References |
| Molecular Formula | C22H25N5 |
|---|---|
| Molecular Weight | 359.46700 |
| Exact Mass | 359.21100 |
| PSA | 82.75000 |
| LogP | 5.29780 |
| 1-(4-(Aminomethyl)benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine |
| 1H-Imidazo[4,5-c]quinolin-4-amine, 1-[[4-(aminomethyl)phenyl]methyl]-2-butyl- HCL |