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
- Molecular Weight:
- 322.27
- MDL Number:
- MOL File:
- 329198-87-0.mol
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. |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P305+P351+P338 |
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide price More Price(15)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | SML3098 | C-178 ≥98% (HPLC) | 329198-87-0 | 5MG | $89 | 2024-03-01 | Buy |
Sigma-Aldrich | SML3098 | C-178 ≥98% (HPLC) | 329198-87-0 | 25MG | $359 | 2024-03-01 | Buy |
Cayman Chemical | 25860 | C-178 | 329198-87-0 | 10mg | $61 | 2024-03-01 | Buy |
Cayman Chemical | 25860 | C-178 | 329198-87-0 | 50mg | $230 | 2024-03-01 | Buy |
Cayman Chemical | 25860 | C-178 | 329198-87-0 | 5mg | $32 | 2024-03-01 | Buy |
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Chemical Properties,Uses,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
N-(dibenzo[b,d]furan-3-yl)-5-nitrofuran-2-carboxamide Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32835 | 60 |
InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696,15000506266 15000506266 | China | 4362 | 55 | |
BOC Sciences | 16314854226 | info@bocsci.com | United States | 9926 | 65 |
Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9806 | 58 |
Tianjin Kailiqi Biotechnology Co., Ltd. | 15076683720 | klq@cw-bio.com | China | 4425 | 55 |
ShangHai Biochempartner Co.,Ltd | 17754423994 17754423994 | 2853530910@QQ.com | China | 8014 | 62 |
Shanghai Chaolan Chemical Technology Center | QQ:65489617 15618227136 | info@SuperLan-chem.com | China | 9949 | 58 |