S-2474

Modify Date: 2024-01-09 17:53:29

S-2474 Structure
S-2474 structure
Common Name S-2474
CAS Number 158089-95-3 Molecular Weight 365.53000
Density N/A Boiling Point N/A
Molecular Formula C20H31NO3S Melting Point N/A
MSDS N/A Flash Point N/A

 Use of S-2474


S-2474 is an inhibitor of COX-2 and 5-lipoxygenase, with IC50s of 11 nM and 27 μM for COX-2 and COX-1 in human intact cells, and used as a nonsteroidal anti-inflammatory drug.

 Names

Name 2,6-ditert-butyl-4-[(2-ethyl-1,1-dioxo-1,2-thiazolidin-5-ylidene)methyl]phenol
Synonym More Synonyms

 S-2474 Biological Activity

Description S-2474 is an inhibitor of COX-2 and 5-lipoxygenase, with IC50s of 11 nM and 27 μM for COX-2 and COX-1 in human intact cells, and used as a nonsteroidal anti-inflammatory drug.
Related Catalog
Target

COX-2:11 nM (IC50)

COX-1:27 μM (IC50)

5-Lipoxygenase

In Vitro S-2474 is an inhibitor of COX-2 and 5-lipoxygenase, with IC50s of 11 nM and 27 μM for COX-2 and COX-1[1]. S-2474 prevents neurons from Aβ-induced cell death significantly in a concentration-dependent manner (IC50 =26±12 nM). S-2474 (10 μM) completely inhibits Aβ(25-35)-induced neuronal cell death. S-2474 also shows neuroprotective effects in the Aβ(1-40)-induced neuronal cell death. S-2474 inhibits the PGD2 generation in a concentration dependent manner (IC50=69.8±21.9 nM). S-2474 (10 μM) lowers the elevated level of PGD2 significantly and reduces radicals from Aβ(25-35)-treated neurons[2]. S-2474 significantly prevents neurons from undergoing sPLA2-IIA-induced cell death. S-2474 completely ameliorates sPLA2-IIA-induced apoptotic features such as the condensation of chromatin and the fragmentation of DNA. Moreover, S-2474 significantly inhibits the sPLA2-IIA-induced generation of PGD2. S-2474 inhibits sPLA2-IIA-induced neuronal cell death in a concentration-dependent manner (IC50 = 94 nM)[3].
Cell Assay Experiments are principally performed in the two conditions as follows. (i) Neurons (2.5×105 cells/cm2) are treated with 10 μM Aβ(25-35) or Aβ(1-40) in the presence or absence of S-2474 at 37°C. Vehicle controls are treated with culture medium containing 1% deionized water and 0.1% DMSO. Aβ controls are treated with culture medium containing 10 μM Aβ(25-35) and 0.1% DMSO. (ii) Neurons (2.5×105 cells/cm2) are treated with eicosanoids at 37°C. Vehicle controls are treated with culture medium containing 0.1% ethanol. Two different methods are employed for assessment of neurotoxicity of Aβ. First, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide dye (MTT) reduction assay reflecting mitochondrial succinate dehydrogenase activity is employed. Second, residual cells are counted according to morphologic criteria; neurons with intact neurites and a smooth, round soma are considered viable, whereas those with degenerated neurites and an irregular soma are considered nonviable.
References

[1]. Yagami T, et al. Effects of S-2474, a novel nonsteroidal anti-inflammatory drug, on amyloid beta protein-induced neuronal cell death. Br J Pharmacol. 2001 Oct;134(3):673-81.

[2]. Yagami T, et al. S-2474, a novel nonsteroidal anti-inflammatory drug, rescues cortical neurons from human group IIA secretory phospholipase A(2)-induced apoptosis. Neuropharmacology. 2005 Aug;49(2):174-84. Epub 2005 Apr 1.

 Chemical & Physical Properties

Molecular Formula C20H31NO3S
Molecular Weight 365.53000
Exact Mass 365.20200
PSA 65.99000
LogP 5.40220
Storage condition 2-8℃

 Synonyms

phenol,2,6-bis(1,1-dimethylethyl)-4-[(e)-(2-ethyl-1,1-dioxido-5-isothiazolidinylidene)methyl]
S-2474