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Gardiquimod

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Category Human immunodeficiency Virus (HIV)
CAS 1020412-43-4
Description Gardiquimod is a small-molecule agonist of TLR7. It induces the activation of NF-κB in HEK 293 cells expressing TLR7.
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Product Information

Synonyms 1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-[(ethylamino)methyl]-α,α-dimethyl-; 4-Amino-2-[(ethylamino)methyl]-α,α-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol; 1-(4-amino-2-((ethylamino)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
IUPAC Name 1-[4-amino-2-(ethylaminomethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol
Molecular Weight 313.40
Molecular Formula C17H23N5O
Canonical SMILES CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
InChI InChI=1S/C17H23N5O/c1-4-19-9-13-21-14-15(22(13)10-17(2,3)23)11-7-5-6-8-12(11)20-16(14)18/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20)
InChIKey FHJATBIERQTCTN-UHFFFAOYSA-N
Boiling Point 562.0±50.0°C at 760 mmHg
Purity ≥98% (HPLC)
Density 1.29±0.1 g/cm3
Solubility Soluble in DMSO (10 mg/mL), Water (1 mg/mL)
Appearance White to beige solid powder
Application Toll-Like Receptor Agonists
Storage Store at -20°C
Complexity 404
Exact Mass 313.19026037
In Vitro Gardiquimod (6-60 μM) significantly inhibits HIV-1 reverse transcriptase cDNA synthesis.
In Vivo Dendritic cells (DCs) and Gardiquimod (1 mg/kg/mouse; i.p.; 7 days daily) in combination enhances the antitumor effect of NK cell. Result: Significant inhibition of growth of human HepG2 liver cancer xenograft tumor.
PSA 88.99000
Target Toll-like Receptor (TLR); HIV
XLogP3-AA 1

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