S3131

Sulindac sulfide

≥98% (HPLC), solid

• Synonym(s): (Z)-5-Fluoro-2-methyl-1-[p-(methylthio)benzylidene]indene-3-acetic acid
• Empirical Formula (Hill Notation): C₂₀H₁₇FO₂S
• CAS Number: 32004-67-4
• Molecular Weight: 340.41
• EC Number: 250-892-2
• MDL number: MFCD00869764
• UNSPSC Code: 12352200
• PubChem Substance ID: 24899543
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: solid
• color: yellow
• solubility: DMSO: ≥22 mg/mL
• SMILES string: [H]\C(c1ccc(SC)cc1)=C2/C(C)=C(CC(O)=O)c3cc(F)ccc23
• 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-
• InChI key: LFWHFZJPXXOYNR-MFOYZWKCSA-N

Description

Application

Human endothelial cells, HMEC-1 were treated with Sulindac sulfide and the effect on cell survival was studies by MTT assay.

Biochem/physiol Actions

Sulindac sulfide is a non-steroidal anti-inflammatory compound with a preference for COX-1; it is an inhibitor of Ras activation of Raf-1. It impairs nucleotide exchange on Ras by CDC25 and accelerates Ras hydrolysis of GTP by p120GAP. It is an active metabolite of sulindac. It is also shown to inhibit growth and induce apoptosis in human prostate cancer cells through a COX-1 and COX-2 independent mechanism. Sulindac sulfide is an analgesic that has antiproliferative and apoptotic effects. It inhibits the expression and activity of cyclooxygenase-2 in human colon cancer cells and reduces tumor burden in adenomatous polyposis patients.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H317,H334,H361
• Precautionary Statements: P201 - P280 - P301 + P312 + P330 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves