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| | 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 | | 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](CAS/20200119/GIF/329198-87-0.gif) |
| | 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) | | form | solid | | pka | 11.35±0.43(Predicted) | | 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. |
| | N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Usage And Synthesis |
| 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 |
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