Sulindac sulfide structure. from publication: Photoisomerization of Sulindac and Sulindac sulfide amide (SSA), an amide analog of sulindac sulfide, shows insignificant COX-related activity and toxicity while enhancing anticancer activity in vitro and demonstrating in vivo xenograft activity. Articles of Sulindac Sulfide are included as well. 093328683 Chemical Formula C 20 H 17 FO 2 S InChI Key LFWHFZJPXXOYNR-MFOYZWKCSA-N InChI Chemsrc provides Sulindac Sulfide(CAS#:32004-67-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Copy Sheet of paper on top of another sheet Chemical structure: This structure is also available as a 2d Mol file Permanent link for this species. However, the PPARγ-dependent structure-activity relationship (SAR) of sulindac derivatives needs to be comprehensively defined. Structure of sulindac and its reduced and oxidized metabolites. It has a role as a non-steroidal anti-inflammatory drug, an apoptosis inducer and an antineoplastic agent. Therefore, sulindac is a prodrug for the sulfide, the metabolic reduction product. b, TEM images of 50 M A fibrils in the absence (bottom Sulindac is inactive in vitro, but is highly active in vivo. 1Nsodium hydroxide VS,determining the endpoint potentiometrically,using a glass-calomel electrode system (see Titrimetry á 541 ñ). , 1972) illustrated the strategy and process involved in the continuing search for a second product after an initial breakthrough. Use this link for bookmarking this species for future reference. Objective: Develop structure-activity relationships in the sulindac amine series and identify analogs with promising anticancer Moved PermanentlyThe document has moved here. [] Sulindac is a nonsteroidal anti-inflammatory drug, Description General description A cell-permeable, active metabolite of Sulindac (Cat. Download scientific diagram | Chemical structure of sulindac (a) and its metabolites and sulindac sulfide (b) and sulindac sulfone (c). The spectrum is consistent with the structure and the assignments. 2 followed by diversification at both the amide position and the indene aryl group in order to study the structure-activity relationships in the Sulindac sulfide, an active metabolite of the nonsteroidal anti-inflammatory drug (NSAID) sulindac, directly binds to the Ras gene product p21ras in a non-covalent manner. The most potent compound identified, compound 79, shows significant activity and potency compared to the lead compound SSA (1). The corresponding sulfide, however, is active in vitro and in vivo. Sulindac sulfide strongly inhibits Ras-induced malignant transformation and Ras/Raf dependent transactivation, due to its action at the most critical site in Ras signaling. Furthermore, three-dimensional structures of all synthetic compounds and Sulindac were constructed using Chem 3 D Pro 12. from publication: . Information on this page: Gas Chromatography References Notes ChemSpider record containing structure, synonyms, properties, vendors and database links for Sulindac sulfide, 32004-67-4, LFWHFZJPXXOYNR-MFOYZWKCSA-N Sulindac is a monocarboxylic acid that is 1-benzylidene-1H-indene which is substituted at positions 2, 3, and 5 by methyl, carboxymethyl, and fluorine respectively, and in which the phenyl group of the benzylidene moiety is substituted at the para position by a methylsulfinyl group. The methyl sulfoxide moiety of sulindac can be reduced to sulindac sulfide or oxidized to sulindac sulfone. The protein-ligand docking analysis was performed using online PatchDock server. Sulindac sulfide was proposed as a lead Following absorption, sulindac undergoes two major biotransformations — reversible reduction to the sulfide metabolite, and irreversible oxidation to the sulfone metabolite. Keywords: Sulindac, chemical transformations, clinical studies, sulindac sulfide, sulindac sulfone, pharmacokinetic profile. Finally, the structure was validated using the Ramachandran plot. The predicted structure was further refined by energy minimisation. Pharmacologic profiles of indomethacin, sulindac, and sulindac sulfide. Sulindac sulfide, an active metabolite of the nonsteroidal anti-inflammatory drug (NSAID) sulindac, directly binds to the Ras gene product p21ras in a non-covalent manner. It is a prodrug that is metabolized to its active form, sulindac sulfide, primarily in the liver. The structural formulas of sulindac and its metabolites are: Sulindac (CAS 38194-50-2) information, including chemical properties, structure, melting point, boiling point, density, formula, molecular weight, uses, prices Carefully consider the potential benefits and risks of sulindac and other treatment options before deciding to use sulindac. The carbon atoms in the chemical structure of Sulindac sulfide are implied to be located at the corner (s) and hydrogen atoms attached to carbon atoms are not indicated – each carbon atom is considered to be associated with enough hydrogen Chemsrc provides Sulindac Sulfide (CAS#:49627-27-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. IUPAC Standard InChIKey: MLKXDPUZXIRXEP-RQZCQDPDSA-N Copy Sheet of paper on top of another sheet CAS Registry Number: 38194-50-2 Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file The 3d structure may be viewed using Java or Javascript. Use the lowest effective dose for the shortest duration consistent with Name View: Name (UTF-8) Std. The drug information on SULINDAC include structure, IUPAC, physiochemical properties, synthesis, SAR, MOA, therapeutic uses, side After oral administration of sulindac to rats, sulindac sulfone (exisulind) and sulindac sulfide were identified in the cecum, stool specimens, and serum (7). 0 version. Metabolite Sulindac sulfide Name Sulindac sulfide Description Not Available Structure Download Similar Structures Synonyms Not Available UNII 6UVA8S2DEY CAS number Not Available Weight Average: 340. Sulindac sulfide was proposed as a lead The pharmacologic profile of indomethacin, sulindac and its sulfide metabolites are shown in Table 4-1 as examples. - Mechanism of Action & Protocol. During the titration,and just prior to reaching the endpoint,wash down the walls of the titration vessel with Background: Sulindac belongs to the chemically diverse family of Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) that effectively prevent adenomatous colorectal polyps and colon cancer, especially in patients with familial adenomatous polyposis. It derives from a sulindac. It is the sulfide derivative of sulindac. . A non-steroidal anti-inflammatory drug, which also has anticancer activity. Recent studies suggest that sulindac and its metabolites act by sensitizing cancer cells to oxidizing agents and drugs that affect mitochondrial function, resulting in the production of The review concluded that there is scope for repurposing sulindac using computer-aided drug design and biological study to find out possible new targets for strengthening the potency and selectivity of the metabolites. Indomethacin, a foreninner of a proliferative family of nonsteroidal antiinflammatory drugs (NSAIDs), was first marketed three decades ago in Europe. SULINDAC SULFIDE (CAS 49627-27-2) information, including chemical properties, structure, melting point, boiling point, density, formula, molecular weight, uses, prices, suppliers, SDS and more, available at Chemicalbook. Available evidence indicates that the biological activity resides with the sulfide metabolite. Name (ASCII) BothShow Filter Sulindac sulfide, an active metabolite of the nonsteroidal anti-inflammatory drug (NSAID) sulindac, directly binds to the Ras gene product p21ras in a non-covalent manner. Sulindac is a nonsteroidal, anti-inflammatory drug (NSAID) that has also been studied for its anticancer activity. Sulindac is sparingly soluble in methanol and 95% ethyl alcohol, slightly soluble in ethyl acetate, and practically insoluble in water. 2 μM for γ42-secretase activity. AI generated definition based on: xPharm: The Comprehensive Pharmacology Reference, 2007 We and others have shown that the methythiol group of sulindac sulfide metabolized from methyl sulfoxide of sulindac is essential for COX inhibition [23, 24]. Download scientific diagram | Chemical structure of Sulindac. It is an aryl sulfide, an organofluorine compound and a monocarboxylic acid. Also decreases the Ras-induced activation of c-Raf-1 kinase. No. Table 4-1. However, NIST makes no Sulindac is defined as a nonsteroidal anti-inflammatory drug (NSAID) used for treating various arthritic conditions and musculoskeletal injuries. The information of the atoms, bonds, connectivity and coordinates included in the chemical structure of Sulindac sulfide can easily be identified by this visualization. Strongly inhibits Ras-induced malignant transformation and Ras/Raf-dependent transactivation. The influence of sulindac sulfide on A. Download scientific diagram | NMR spectra of sulindac (Z-isomer) and its E-isomer in CD3OD. a, chemical structure of the NSAID sulindac sulfide. Inhibits growth and induces apoptosis in prostate cancer cell lines. Description Sulindac sulfide is an aryl sulfide that is a metabolite of sulindac. 411 Monoisotopic: 340. Includes Sulindac indications, dosage/administration, pharmacology, mechanism/onset/duration of action, half-life, dosage forms, Notes Go To: Top Data from NIST Standard Reference Database 69: NIST Chemistry WebBook The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. A new indomethacin congener with Our primary goal in this work was to expand diversity around positions of the basic indene structure for probing anticancer activities of diverse amide analogs of sulindac sulfide amide (SSA). Our earlier studies suggested that a relatively simple alteration to sulindac in the form of sulindac sulfide amide (SSA) (Figure 2) can virtually Sulindac sulfide is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid class that is marketed under the brand names Clinoril and Sulindac. Little is known about the enzymes that are involved in the reduction of sulindac to sulindac sulfide or the oxidation of sulindac to sulindac sulfone. Sulindac has two metabolites, sulindac sulphone as an inactive metabolite that does not inhibit COX, and sulindac sulfide as the pharmacologically active metabolite that has NSAID Sulindac sulfide is defined as a metabolite of the nonsteroidal anti-inflammatory agent sulindac, which can be re-oxidized by FMO with high stereoselectivity toward the (R) enantiomer. Chemical structure of sulindac (a) and its metabolites and sulindac sulfide (b) and sulindac sulfone (c). Our initial interest in sulindac arose from the finding that this drug Assay— Dissolve about 700mg of Sulindac,accurately weighed,in about 80mLof methanol,and titrate with 0. Chemical Sulindac sulfide is a noncompetitive γ-secretase inhibitor, with an IC50 of 20. Similar compounds to sulindac include its stereosiomers, as well as exisulind, the sulfone derivative of sulindac approved as an antineoplastic drug for familial adenomatous polyposis (FAP), precancerous sporadic colonic polyps, cervical dysplasia, and the prevention of tumor recurrence in prostate and breast cancer (Goluboff, 2001). It is used to treat pain and inflammation in conditions such as rheumatoid arthritis, osteoarthritis, and ankylosing spondylitis. 574100). The discovery of sulindac some ten years later (Shen et al. We initiated a diversity program involving preparation of a sulindac profen core (α-Me sulindac) as shown in Fig. Sulindac sulfide amide (SSA), an amide analog of sulindac sulfide, shows insignificant COX-related activity and The biological mechanism of the antineoplastic effect of the sulindac metabolites appears to involve the selective induction of apoptosis as demonstrated in human breast, lung, prostate and colon cancer cell lines [23 – 26]. from publication: Pharmacological Potential of Sulindac and Its Active Metabolite: A Comprehensive Review | In this review, we The 2D chemical structure image of Sulindac sulfide is also called skeletal formula, which is the standard notation for organic molecules.
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