ChemicalBook > CAS DataBase List > N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide

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

Product Name
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide
CAS No.
329198-87-0
Chemical Name
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide
Synonyms
C-178;C-178, 10 mM in DMSO;STING Antagonist (C-178);STING inhibitor C-178 (C-178);2-Furancarboxamide, N-3-dibenzofuranyl-5-nitro-;N-(3-Dibenzofuranyl)-5-nitro-2-furancarboxamide;N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide;MITA,inhibit,Inhibitor,STING,MPYS,C178,ERIS,C-178,C 178,Stimulator of Interferon Genes,TMEM173
CBNumber
CB44635440
Molecular Formula
C17H10N2O5
Formula Weight
322.27
MOL File
329198-87-0.mol
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N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Property

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)
pka
11.35±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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3098
Product name
C-178
Purity
≥98% (HPLC)
Packaging
5MG
Price
$86.92
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3098
Product name
C-178
Purity
≥98% (HPLC)
Packaging
25MG
Price
$369
Updated
2025/07/31
Cayman Chemical
Product number
25860
Product name
C-178
Packaging
10mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
25860
Product name
C-178
Packaging
50mg
Price
$230
Updated
2024/03/01
Cayman Chemical
Product number
25860
Product name
C-178
Packaging
5mg
Price
$32
Updated
2024/03/01
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N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Chemical Properties,Usage,Production

Description

C-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.

Uses

N-?(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 vitro

C-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

Raw materials

Preparation Products

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

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329198-87-0, N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamideRelated Search:

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

  • 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)
  • 329198-87-0