S-2474

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526958

CAS#: 158089-95-3

Description: S-2474 is a COX-2 inhibitor potentially for the treatment of rheumatoid arthritis (RA). S-2474 rescues cortical neurons from human group IIA secretory phospholipase A(2)-induced apoptosis. S-2474 significantly prevented neurons from Abeta(25 - 35)- and Abeta(1 - 40)-induced cell death. S-2474 ameliorated Abeta-induced apoptotic features such as the condensation of chromatin and the fragmentation of DNA completely. S-2474 exhibits protective effects against neurotoxicity of Abeta. S-2474 may possess therapeutic potential for AD via ameliorating degeneration in neurons as well as suppressing chronic inflammation in non-neuronal cells.


Price and Availability

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S-2474 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526958
Name: S-2474
CAS#: 158089-95-3
Chemical Formula: C20H31NO3S
Exact Mass: 365.2025
Molecular Weight: 365.532
Elemental Analysis: C, 65.72; H, 8.55; N, 3.83; O, 13.13; S, 8.77


Synonym: S-2474; S 2474; S2474.

IUPAC/Chemical Name: (E)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethylisothiazolidine 1,1-dioxide

SMILES Code: CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(/C=C2CCN(CC)S\2(=O)=O)=C1


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Yagami T, Ueda K, Hata S, Kuroda T, Itoh N, Sakaguchi G, Okamura N, Sakaeda T, Fujimoto M. 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. PubMed PMID: 15996566.

2: Inagaki M. [Studies on the new antiarthritic drug candidate S-2474]. Yakugaku Zasshi. 2003 May;123(5):323-30. Review. Japanese. PubMed PMID: 12772588.

3: Inagaki M, Jyoyama H, Ono T, Yamada K, Kobayashi M, Baba T, Touchi A, Iwatani K, Ohkawa T, Matsumoto S, Tsuri T. Synthesis and activities of oxidative metabolites of the anti-arthritic drug candidate S-2474. Bioorg Med Chem. 2003 May 29;11(11):2415-9. PubMed PMID: 12735987.

4: Inagaki M, Matsumoto S, Tsuri T. Short synthesis of tert-butyl-hydroxylated 3,5-di-tert-butyl-4-hydroxybenzaldehyde: Synthesis of tert-butyl-hydroxylated S-2474. J Org Chem. 2003 Feb 7;68(3):1128-31. PubMed PMID: 12558443.

5: Kato M, Nishida S, Kitasato H, Sakata N, Kawai S. Cyclooxygenase-1 and cyclooxygenase-2 selectivity of non-steroidal anti-inflammatory drugs: investigation using human peripheral monocytes. J Pharm Pharmacol. 2001 Dec;53(12):1679-85. PubMed PMID: 11804398.

6: Inagaki M, Haga N, Kobayashi M, Ohta N, Kamata S, Tsuri T. Highly E-selective and effective synthesis of antiarthritic drug candidate S-2474 using quinone methide derivatives. J Org Chem. 2002 Jan 11;67(1):125-8. PubMed PMID: 11777449.

7: Yagami T, Ueda K, Asakura K, Sakaeda T, Kuroda T, Hata S, Kambayashi Y, Fujimoto M. 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. PubMed PMID: 11588123; PubMed Central PMCID: PMC1572969.

8: Inagaki M, Tsuri T, Jyoyama H, Ono T, Yamada K, Kobayashi M, Hori Y, Arimura A, Yasui K, Ohno K, Kakudo S, Koizumi K, Suzuki R, Kawai S, Kato M, Matsumoto S. Novel antiarthritic agents with 1,2-isothiazolidine-1,1-dioxide (gamma-sultam) skeleton: cytokine suppressive dual inhibitors of cyclooxygenase-2 and 5-lipoxygenase. J Med Chem. 2000 May 18;43(10):2040-8. PubMed PMID: 10821716.