Gardiquimod

• CAT Number: R065998
• CAS Number: 1020412-43-4
• Molecular Formula: C17H23N5O
• Molecular Weight: 313.405
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: 1-[4-amino-2-(ethylaminomethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol
• 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
• SMILES: CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N

Gardiquimod is an agonist of human toll-like receptor 7 (TLR7), but not human TLR8, although it activates both porcine TLR7 and TLR8. At 0.5 to 2 µg/ml, it enhances the immunosuppressive activity of T regulatory cells. Gardiquimod is effective as a mucosal adjuvant for Norwalk virus-like particles and inhibits infection of macrophages and T cells by HIV-1. It inhibits proliferation and migration while inducing apoptosis in pancreatic cancer cells in vitro.

Reference

1.Zhu, J.,Lai, K.,Bronile, R., et al. Porcine TLR8 and TLR7 are both activated by a selective TLR7 ligand, imiquimod. Molecular Immunology 45(11), 3238-3243 (2008).