SML2559

C-176

≥98% (HPLC)

• Synonym(s): C 176, C176, N-(4-Iodophenyl)-5-nitro-2-furancarboxamide, N-(4-Iodophenyl)-5-nitrofuran-2-carboxamide, Sting inhibitor 1, Sting inhibitor C-176
• Empirical Formula (Hill Notation): C₁₁H₇IN₂O₄
• CAS Number: 314054-00-7
• Molecular Weight: 358.09
• MDL number: MFCD00784208
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to very dark gray
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C(NC1=CC=C(I)C=C1)C2=CC=C([N+]([O-])=O)O2
• InChI: 1S/C11H7IN2O4/c12-7-1-3-8(4-2-7)13-11(15)9-5-6-10(18-9)14(16)17/h1-6H,(H,13,15)
• InChI key: JBIKQXOZLBLMKI-UHFFFAOYSA-N

Description

Biochem/physiol Actions

C-176 is a potent and selective inhibitor against murine, but not human, stimulator of interferon genes (STING) via covalent modifiation of mSTING Cys91. C-176 inhibits STING-mediated IFNβ reporter activity (IC₅₀ <50 nM) without affecting RIG-I, and blocks (1 μM) downstream TBK1 phosphorylation induction by STING agonist CMA (1.4 h) in mSTING-expressing HEK293T cells. C-176 markedly reduces CMA-induced serum IL-6 & type I IFNs in mice (by ≥85% 4 h post CMA; 750 nmol C-176/mouse i.p. 1 or 4 h prior to 224 mg/kg CMA) and significantly ameliorates the autoinflammatory severity in Trex1−/− mice.

Potent and selective, Cys91-targeting covalent inhibitor against murine, but not human, STING in vitro and in vivo.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable