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;STING Antagonist (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
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.
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.
N-Bromosuccinimide Price
- Product number
- SML3098
- Product name
- C-178
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $89
- Updated
- 2024/03/01
- Product number
- SML3098
- Product name
- C-178
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $359
- Updated
- 2024/03/01
- Product number
- 25860
- Product name
- C-178
- Packaging
- 10mg
- Price
- $61
- Updated
- 2024/03/01
- Product number
- 25860
- Product name
- C-178
- Packaging
- 50mg
- Price
- $230
- Updated
- 2024/03/01
- Product number
- 25860
- Product name
- C-178
- Packaging
- 5mg
- Price
- $32
- Updated
- 2024/03/01
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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