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Merck
CN

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

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About This Item

Empirical Formula (Hill Notation):
C11H7IN2O4
CAS Number:
Molecular Weight:
358.09
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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