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;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: $89
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML3098
Product name: C-178
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $359
Updated: 2024/03/01

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) Haag?et al.?(2018),?Targeting STING with covalent small-molecule inhibitors; Nature?559?269

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

329198-87-0