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SML2465

Sigma-Aldrich

CY-09

≥98% (HPLC)

Synonym(s):

4-[[4-Oxo-2-thioxo-3-[[3-(trifluoromethyl)phenyl]methyl]-5-thiazolidinylidene]methyl]benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C19H12F3NO3S2
CAS Number:
Molecular Weight:
423.43
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

faint yellow to dark orange

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(C(C=C1)=CC=C1/C=C(SC2=S)\C(N2CC3=CC=CC(C(F)(F)F)=C3)=O)=O

Biochem/physiol Actions

CY-09 is an NLRP3 inflammasone inhibitor. CY-09 binds directly to the ATP-binding motif of NLRP3 NACHT domain and inhibits its ATPase activity, blocking NLRP3 inflammasome assembly and activation. In mouse models CY-09 showed therapeutic effects in type 2 diabetes and cryopyrin-associated auto-inflammatory syndrome (CAPS), which is caused by gain-of-function mutations of NLRP3.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Jianlin Qiao et al.
Haematologica, 103(9), 1568-1576 (2018-05-26)
In addition to their hemostatic function, platelets play an important role in regulating the inflammatory response. The platelet NLRP3 inflammasome not only promotes interleukin-1β secretion, but was also found to be upregulated during platelet activation and thrombus formation in vitro
Matthew S J Mangan et al.
Nature reviews. Drug discovery, 17(8), 588-606 (2018-07-22)
Danger signals are a hallmark of many common inflammatory diseases, and these stimuli can function to activate the cytosolic innate immune signalling receptor NLRP3 (NOD-, LRR- and pyrin domain-containing 3). Once activated, NLRP3 nucleates the assembly of an inflammasome, leading
Zihao Li et al.
Cell death discovery, 7(1), 346-346 (2021-11-12)
Instability and excessive use of the knee joint can cause osteoarthritis (OA). Reasonable exercise can enhance the stability of the knee joint and prevent and relieve the occurrence and development of OA. As a key switch for inflammation, P2X purinoceptor
Hua Jiang et al.
The Journal of experimental medicine, 214(11), 3219-3238 (2017-10-13)
The NLRP3 inflammasome has been implicated in the pathogenesis of a wide variety of human diseases. A few compounds have been developed to inhibit NLRP3 inflammasome activation, but compounds directly and specifically targeting NLRP3 are still not available, so it
Andrea Mencarelli et al.
Nature immunology, 25(4), 693-702 (2024-03-15)
The inflammasome components NLRP3 and ASC are cytosolic proteins, which upon sensing endotoxins or danger cues, form multimeric complexes to process interleukin (IL)-1β for secretion. Here we found that antigen (Ag)-triggered degranulation of IgE-sensitized mast cells (MCs) was mediated by

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