SML2347
RU.521
≥98% (HPLC), cGAS inhibitor, powder
Synonym(s):
3-[1-(6,7-dichloro-1H-benzimidazol-2-yl)-5-hydroxy-3-methyl-pyrazol-4-yl]-3H-isobenzofuran-1-one, RU-521, RU320521
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About This Item
Empirical Formula (Hill Notation):
C19H12Cl2N4O3
CAS Number:
Molecular Weight:
415.23
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Product Name
RU.521, ≥98% (HPLC)
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
Clc1c2nc([nH]c2ccc1Cl)[n]3nc(c(c3O)C4OC(=O)c5c4cccc5)C
InChI
1S/C19H12Cl2N4O3/c1-8-13(16-9-4-2-3-5-10(9)18(27)28-16)17(26)25(24-8)19-22-12-7-6-11(20)14(21)15(12)23-19/h2-7,16,26H,1H3,(H,22,23)
InChI key
VIQXILLOJLATEF-UHFFFAOYSA-N
Biochem/physiol Actions
RU.521 (RU320521) is a potent and selective inhibitor of cyclic GMP-AMP synthase (cGAS) that suppresses the chronically elevated levels of type I interferon in primary macrophages from Trex1 null mice. Ru.521 binds to the CGAS catalytic pocket and inhibits dsDNA-induced cGAS-mediated interferon upregulation.
RU.521 helps to understand the biological functions of cyclic guanosine monophosphate-adenosine monophosphate (cyclic GMP-AMP) synthase. It can act as a molecular scaffold for developing future autoimmune therapies. RU.521 can also inhibit the inflammatory cytokine expression induced by Aspergillus fumigatus.
potent and selective inhibitor of cyclic GMP-AMP synthase (cGAS)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Jessica Vincent et al.
Nature communications, 8(1), 750-750 (2017-10-01)
Cyclic GMP-AMP synthase is essential for innate immunity against infection and cellular damage, serving as a sensor of DNA from pathogens or mislocalized self-DNA. Upon binding double-stranded DNA, cyclic GMP-AMP synthase synthesizes a cyclic dinucleotide that initiates an inflammatory cellular
Fang Han et al.
Experimental eye research, 202, 108366-108366 (2020-11-24)
Fungal keratitis is a serious corneal infection, which can lead to significant visual impairment and blindness. The cGAS-STING signaling pathway has emerged as a key player in innate immunity by sensing of invading pathogens. However, the role of the cGAS-STING
M Grazia Cotticelli et al.
Disease models & mechanisms, 16(5) (2022-09-16)
Friedreich ataxia, the most common hereditary ataxia, is a neuro- and cardio-degenerative disorder caused, in most cases, by decreased expression of the mitochondrial protein frataxin. Cardiomyopathy is the leading cause of premature death. Frataxin functions in the biogenesis of iron-sulfur