574102

Sulindac Sulfide

A cell-permeable, active metabolite of Sulindac.

• Sinônimo(s): Sulindac Sulfide, (Z)-5-Fluoro-2-methyl-1-[ p-(methylthio)benzylidene]indene-3-acetic Acid
• Fórmula empírica (Notação de Hill): C₂₀H₁₇FO₂S
• Número CAS: 32004-67-4
• Peso molecular: 340.41
• Número MDL: MFCD00869764
• Código UNSPSC: 51111800
• NACRES: NA.77

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98% (TLC)
• forma: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze
• cor: yellow-orange
• solubilidade: DMSO: 25 mg/mL; ethanol: 5 mg/mL
• Condições de expedição: ambient
• temperatura de armazenamento: 10-30°C
• InChI: 1S/C20H17FO2S/c1-12-17(9-13-3-6-15(24-2)7-4-13)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9+
• chave InChI: LFWHFZJPXXOYNR-RQZCQDPDSA-N

Descrição

Descrição geral

A cell-permeable, active metabolite of Sulindac (Cat. No. 574100). Strongly inhibits Ras-induced malignant transformation and Ras/Raf-dependent transactivation. Also decreases the Ras-induced activation of c-Raf-1 kinase. Inhibits growth and induces apoptosis in prostate cancer cell lines. Selectively inhibits COX-1 (ID₅₀ = 500 nM) compared to prostaglandin H synthase-2 (PGHS-2; COX-2; ID₅₀ = 14 µM). Preferentially inhibits the secretion of Aβ₄₂ in CHO cells stably transfected with both APP₇₅, and the PS1 mutant M146L.

An active metabolite of the non-steroidal anti-inflammatory drug Sulindac (Cat. No. 574100). Inhibits Ras signaling. Strongly inhibits Ras-induced malignant transformation and Ras/Raf-dependent transactivation. Also decreases the Ras-induced activation of c-Raf-1 kinase. Inhibits cell growth and induces apoptosis in a time-and dose-dependent manner. Selectively inhibits prostaglandin H synthase-1 (PGHS-1; COX-1; ID₅₀ = 0.5 µM) relative to prostaglandin H synthase-2 (PGHS-2; COX-2; ID₅₀ = 14 µM). Reduces Aβ₄₂ production independently of COX inhibition.

Ações bioquímicas/fisiológicas

Cell permeable: yes

ID50 = 500 nM against COX-1

Product does not compete with ATP.

Reversible: no

Advertência

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Outras notas

Weggen, S., et al. 2001. Nature414, 212.
Lim, J.T., et al. 1999. Biochem. Pharmacol. 58, 1097.
Herrmann, C., et al. 1998. Oncogene 17, 1769.
Picariello, L., et al. 1998. Eur. J. Pharmacol. 360, 105.
Arber, N., et al. 1997. Gastroenterology 113, 1892.
Meade, E.A., et al. 1993. J. Biol. Chem. 268, 6610.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Pictogramas: GHS08,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H302,H317,H334,H361
• Declarações de precaução: P202 - P261 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Classificações de perigo: Acute Tox. 4 Oral - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable