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S3131

Sulindac sulfide

Name: Sulindac sulfide
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

(Z)-5-Fluoro-2-methyl-1-[p-(methylthio)benzylidene]indene-3-acetic acid

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₇FO₂S

CAS Number:

32004-67-4

Molecular Weight:

340.41

NACRES:

NA.77

PubChem Substance ID:

24899543

UNSPSC Code:

12352200

EC Number:

250-892-2

MDL number:

MFCD00869764

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

200

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Quality Level

200

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

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Bioactive Small Molecule Inhibitors

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.

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302,H317,H334,H361

pcodes

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number

0000499838

0000421266

0000300188

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Par-4, a proapoptotic gene, is regulated by NSAIDs in human colon carcinoma cells.

Z Zhang et al.

Gastroenterology, 118(6), 1012-1017 (2000-06-02)

Many reports indicate that nonsteroidal anti-inflammatory drugs (NSAIDs) have antineoplastic effects, but the precise molecular mechanism(s) responsible are unclear. We evaluated the effect of cyclooxygenase (COX) inhibitors (NSAIDs) on human colon carcinoma cells (HCA-7) and identified several genes that are

Suppressor Mutations for Presenilin 1 Familial Alzheimer Disease Mutants Modulate γ-Secretase Activities.

Eugene Futai et al.

The Journal of biological chemistry, 291(1), 435-446 (2015-11-13)

γ-Secretase is a multisubunit membrane protein complex containing presenilin (PS1) as a catalytic subunit. Familial Alzheimer disease (FAD) mutations within PS1 were analyzed in yeast cells artificially expressing membrane-bound substrate, amyloid precursor protein, or Notch fused to Gal4 transcriptional activator.

Cyclooxygenase-1-selective inhibitors based on the (E)-2'-des-methyl-sulindac sulfide scaffold.

Andy J Liedtke et al.

Journal of medicinal chemistry, 55(5), 2287-2300 (2012-01-24)

Prostaglandins (PGs) are powerful lipid mediators in many physiological and pathophysiological responses. They are produced by oxidation of arachidonic acid (AA) by cyclooxygenases (COX-1 and COX-2) followed by metabolism of endoperoxide intermediates by terminal PG synthases. PG biosynthesis is inhibited

Insight into the colonic disposition of celecoxib in humans.

Glenn Lemmens et al.

European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 145, 105242-105242 (2020-02-06)

Although the effect of NSAIDs such as celecoxib on the progression of colorectal polyps has been established, it is currently unknown how sufficiently high concentrations of celecoxib are reached in colonic tissue. Indeed, the lipophilic and poorly soluble celecoxib is

Amyloid beta 42 peptide (Abeta42)-lowering compounds directly bind to Abeta and interfere with amyloid precursor protein (APP) transmembrane dimerization.

Luise Richter et al.

Proceedings of the National Academy of Sciences of the United States of America, 107(33), 14597-14602 (2010-08-04)

Following ectodomain shedding by beta-secretase, successive proteolytic cleavages within the transmembrane sequence (TMS) of the amyloid precursor protein (APP) catalyzed by gamma-secretase result in the release of amyloid-beta (Abeta) peptides of variable length. Abeta peptides with 42 amino acids appear

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Global Trade Item Number

SKU	GTIN
S3131-25MG	04061832982182
S3131-5MG	04061836921538

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