1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-

1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- Suppliers list
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1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- Basic information
Product Name:1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-
Synonyms:1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-;STING agonist-4;TMEM173,STING agonist-4,MPYS,Inhibitor,STING agonist 4,STING,Stimulator of Interferon Genes,inhibit,ERIS,STING agonist4,MITA;diABZI STING Agonist-2;1H-Benzimidazole-5-carboxamide, 1,1′-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- (ACI);1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-1H-benzimidazole-5-carboxamide;1-{4-[5-carbamoyl-2-(1-ethyl-3-methyl-1H-pyrazole-5-amido)-1H-1,3-benzodiazol-1-yl]butyl}-2-(1-ethyl-3-methyl-1H-pyrazole-5-amido)-1H-1,3-benzodiazole-5-carboxamide;STING agonist-4, 10 mM in DMSO
CAS:2138300-40-8
MF:C34H38N12O4
MW:678.74
EINECS:
Product Categories:
Mol File:2138300-40-8.mol
1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- Structure
1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- Chemical Properties
density 1.48±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO: slightly soluble
form A solid
pka11.97±0.43(Predicted)
color White to gray
InChIKeyICZSAXDKFXTSGL-UHFFFAOYSA-N
SMILESC(N1C(NC(C2N(CC)N=C(C)C=2)=O)=NC2=CC(C(N)=O)=CC=C21)CCCN1C(NC(C2N(CC)N=C(C)C=2)=O)=NC2=CC(C(N)=O)=CC=C21
Safety Information
MSDS Information
1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- Usage And Synthesis
UsesSTING agonist-4 is an stimulator of Interferon Genes (STING) receptor agonist with an apparent inhibitory constant (IC50) of 20 nM. STING agonist-4 is a two symmetry-related amidobenzimidazole (ABZI)-based compound to create linked ABZIs (diABZIs) with enhanced binding to STING and cellular function[1].
Biological ActivitySTING agonist-4 is a stimulator of receptor agonists of the interferon gene (STING) with an apparent inhibition constant IC50 of 20 nM, It is a compound containing two symmetrically related aminobenzimidazoles (ABZI ) based compounds.
in vitro

STING agonist-4 (Compound 2) (0.3-30 μM; 2 hours) causes phosphorylation of IRF3 and STING that is inhibited by the TBK1 inhibitor BX795 and induces dose-dependent secretion of IFN-β with an EC 50 of 3.1 μM. STING agonist-4 (Compound 2) (0.001 nM-1 μM) inhibits binding of full-length STING to the solid support with an apparent dissociation constant (K d < /sub> ) of approximately 1.6 nM. It (Compound 2) (0-100 μM) is 18-fold more potent than cGAMP (an endogenous STING ligand), with an EC 50 of 53.9 μM. STING agonist-4 (Compound 2) (3 μM; 4 hours) promotes production of interferon γ-induced protein 10 (IP-10), IL-6 and TNF-α by a mechanism that is dependent on STING-mediated activation of TBK1.

Cell Viability Assay

< td class="col1"> Result:
Cell Line: Human peripheral blood mononucl ear cells (PBMCs)
Concentration: 0.3 μM, 1 μM, 3 μM, 10 μM and 30 μM
Incubation Time: 2 hours
Caused phosphorylation of IRF3 and STING and induced secretion of IFN-β.
target

IC50: 20 nM (STING agonist-4)

References[1] Ramanjulu JM et al. Design of amidobenzimidazole STING receptor agonists with systemic activity. Nature. 2018 Dec;564(7736):439-443. DOI:10.1038/s41586-018-0705-y
1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]- Preparation Products And Raw materials
Tag:1H-Benzimidazole-5-carboxamide, 1,1'-(1,4-butanediyl)bis[2-[[(1-ethyl-3-methyl-1H-pyrazol-5-yl)carbonyl]amino]-(2138300-40-8) Related Product Information
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