574102

Sulindac Sulfide

A cell-permeable, active metabolite of Sulindac.

• Synonyme(s) : Sulindac Sulfide, (Z)-5-Fluoro-2-methyl-1-[ p-(methylthio)benzylidene]indene-3-acetic Acid
• Formule empirique (notation de Hill): C₂₀H₁₇FO₂S
• Numéro CAS: 32004-67-4
• Poids moléculaire : 340.41
• Numéro MDL: MFCD00869764
• Code UNSPSC : 51111800
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Pureté: ≥98% (TLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze
• Couleur: yellow-orange
• Solubilité: DMSO: 25 mg/mL; ethanol: 5 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: 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+
• Clé InChI: LFWHFZJPXXOYNR-RQZCQDPDSA-N

Description

Description générale

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.

Actions biochimiques/physiologiques

Cell permeable: yes

ID50 = 500 nM against COX-1

Product does not compete with ATP.

Reversible: no

Avertissement

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Autres remarques

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.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H317,H334,H361
• Conseils de prudence: P202 - P261 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Classification des risques: Acute Tox. 4 Oral - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable