N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide

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N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide manufacturers

  • C-178
  • C-178 pictures
  • $59.00
  • 2026-07-27
  • CAS:329198-87-0
  • Purity: 97.69%
  • Supply Ability: 10g
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Basic information
Product Name:N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide
Synonyms:N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide;C-178;N-(3-Dibenzofuranyl)-5-nitro-2-furancarboxamide;2-Furancarboxamide, N-3-dibenzofuranyl-5-nitro-;MITA,inhibit,Inhibitor,STING,MPYS,C178,ERIS,C-178,C 178,Stimulator of Interferon Genes,TMEM173;STING Antagonist (C-178);C-178, 10 mM in DMSO;STING inhibitor C-178 (C-178)
CAS:329198-87-0
MF:C17H10N2O5
MW:322.27
EINECS:
Product Categories:
Mol File:329198-87-0.mol
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Structure
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Chemical Properties
Melting point >225°C (dec.)
Boiling point 448.3±35.0 °C(Predicted)
density 1.506±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in DMSO (up to 25 mg/ml)
pka11.35±0.43(Predicted)
form solid
color Orange
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIKeyURUVDCCYSJEGQQ-UHFFFAOYSA-N
SMILESO=C(C1=CC=C([N+]([O-])=O)O1)NC2=CC(OC3=C4C=CC=C3)=C4C=C2
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
MSDS Information
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Usage And Synthesis
DescriptionC-178 is a covalent inhibitor of stimulator of interferon genes (STING). It binds to Cys91 on STING to block its palmitoylation and prevents recruitment and phosphorylation of TBK1 in HEK293T cells. C-178 (0.01-1.25 μM) selectively reduces STING-, but not RIG-I- or TBK1-, mediated IFN-β reporter activity in HEK293 cells. It also prevents increases in Ifnb1 expression in bone marrow-derived macrophages (BMDMs) induced by cyclic di-GMP , double-stranded DNA, and LPS when used at a concentration of 0.5 μM.
UsesN-(3-Dibenzofuranyl)-5-nitro-2-furancarboxamide is synthesized from Dibenzo[b,d]furan-3-amine (D418205), which is a building block used as a reactant in the preparation of dibenzofuryl(phosphonomethyl)alanines as endothelin converting enzyme inhibitors.
in vitroC-178 targets the poorly characterized N-terminal portion of mmSTING that includes the transmembrane domains. Moreover, C-178 interferes with this process by inhibiting the palmitoylation of STING. C-178 does not appreciably affect STING responses in human cells.C-178 (0-1 μM; 1 hour) alone does not appreciably affect the gene expression profile of BMDMs. In addition, it inhibits the CMA-induced phosphorylation of TBK1.C-178 (1 μM; 1 hour) decreases cdG, dsDNA, CMA and LPS-induced Ifnb1 expression in mouse bone marrow-derived macrophages.C-178 (1 μM; 0.5-4 hours) inhibits the CMA-induced p-TBK1 and sting protein expression as a time-dependent manner in mouse embryonic fibroblasts.
References[1] SIMONE M. HAAG. Targeting STING with covalent small-molecule inhibitors[J]. Nature, 2018, 559 7713: 269-273. DOI:10.1038/s41586-018-0287-8
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Preparation Products And Raw materials
Tag:N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide(329198-87-0) Related Product Information
TCPOBOP Imatinib mesylate Adapalene Troglitazone 1H-Benzimidazole-5-carboxamide, 1-[(2E)-4-[5-(aminocarbonyl)-2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-7-methoxy-1H-benzimidazol-1-yl]-2-buten-1-yl]-2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-7-[3-(4-morpholinyl)propoxy]- STING agonist-3