CAS Number38194-50-2
SynonymsAFLODAC; Imbaral; Saldac; {5-Fluoro-2-methyl-1-[4-(methylsulfinyl)benzylidene]-1H-inden-3-yl}acetic acid; SULREUMA; MFCD00599589; Sudac; (Z)-2-(3-(4-(methylsulfinyl)benzylidene)-6-fluoro-2-methyl-3H-inden-1-yl)acetic acid; Aclin; ReuMyl; SULINOL; mobilin; Clinoril,Aflodac,Sulreuma; Sulindac; MK-231; EINECS 253-819-2; (Z)-2-(5-Fluoro-2-methyl-1-(4-(methylsulfinyl)benzylidene)-1H-inden-3-yl)acetic acid; (Z)-5-Fluoro-2-methyl-1-[p-(methylsulfinyl)benzylidene]indene-3-acetic acid
Molecular FormulaC20H17FO3S
Molecular Weight356.41
Purity98%
Density1.4±0.1 g/cm3
Boiling Point581.6±50.0 °C at 760 mmHg
Melting Point182-185°C
Appearanceyellow solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 38194-50-2 |
| Catalog No. | 2A-9042094 |
| Chinese Name | 舒林酸 |
| Synonyms | AFLODAC; Imbaral; Saldac; {5-Fluoro-2-methyl-1-[4-(methylsulfinyl)benzylidene]-1H-inden-3-yl}acetic acid; SULREUMA; MFCD00599589; Sudac; (Z)-2-(3-(4-(methylsulfinyl)benzylidene)-6-fluoro-2-methyl-3H-inden-1-yl)acetic acid; Aclin; ReuMyl; SULINOL; mobilin; Clinoril,Aflodac,Sulreuma; Sulindac; MK-231; EINECS 253-819-2; (Z)-2-(5-Fluoro-2-methyl-1-(4-(methylsulfinyl)benzylidene)-1H-inden-3-yl)acetic acid; (Z)-5-Fluoro-2-methyl-1-[p-(methylsulfinyl)benzylidene]indene-3-acetic acid |
| Molecular Formula | C20H17FO3S |
| Molecular Weight | 356.41 |
| Purity | 98 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 581.6±50.0 °C at 760 mmHg |
| Melting Point | 182-185°C |
| Appearance | yellow solid |
| Water Solubility | Water solubility: insoluble; very slightly soluble |
| Storage Condition | Sealed, cool and dry storage |
| Packaging | III |
| Application | Sulindac is a nonsteroidal anti-inflammatory agent that inhibits the activity of COX-2 and inhibits the overexpression of COX-2. |
| HTC | 2930909090 |
| PubChem ID | 4693 |
| SMILES | CC1=C(CC(=O)O)c2cc(F)ccc2C1=Cc1ccc(S(C)=O)cc1 |
| InChI | InChI=1S/C20H17FO3S/c1-12-17(9-13-3-6-15(7-4-13)25(2)24)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 | MLKXDPUZXIRXEP-MFOYZWKCSA-N |
| Hazard Symbols | 6.1(b) |
| Bioactivity | Sulindac is a non-steroidal antiinflammatory agent, acts as a COX-2 inhibitor, and inhibits overexpression of COX-2. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Immunology/Inflammation >> COX Research Areas >> Inflammation/Immunology Target COX-2 Autophagy In Vitro Sulindac is a non-steroidal antiinflammatory agent, acts as a COX-2 inhibitor, and inhibits overexpression of COX-2[1]. Sulindac (0.1 mM to 0.5 mM) causes limited death in both p53 wt and p53 null HCT116 cells, but in combination with vitamin C, it dramatically increases almost 5-fold in cell death in p53 wt HCT116 cells relative to the vitamin C alone, and such an effect is involving caspase activation and p53 function in these cells, and via ROS-mediated pathway. Sulindac combined with vitamin C significantly increases PUMA levels, but shows no effect on Bim, Bcl-2 and Mcl-1 levels[2]. Sulindac (500 μM) in combination with celecoxib blocks transforming growth factor (TGF)-β1-induced epithelial-mesenchymal transition, migration and invasion in A549 cells. The combination also suppresses involvement of sirtuin 1 (SIRT1) in transforming growth factor (TGF)-β1-induced epithelial-mesenchymal transition (EMT)[3]. In Vivo Sulindac (0.5 ± 0.1 mg/day) decreases COX, modolates PGE2 levels and prevents tumor formation in the Min mice[1]. Cell Assay Cells are treated with Sulindac and/or vitamin C at the indicated doses for 48 h, and cell viability is analyzed using a trypan blue exclusion assay. For the annexin V staining assay, cells are treated with 0.5 mM Sulindac and/or 0.5 mM vitamin C for 48 h. The cells are then trypsinized, washed with PBS, stained with propidium iodide (PI) and FITC-labeled annexin V for 30 min, and analyzed by flow cytometry using a fluorescence-activated cell sorter[2]. Animal Admin Mice[1] Female C57BL16J-Min/+ (Min) mice at 5 weeks of age are used in the assay. Beginning at 5-6 weeks of age, 10 Min mice are fed a low-fat AIN-76A chow diet modified with 0.001% ethoxyquin and Sulindac, 0.5 ± 0.1 mg/day (0.05 mg/kcal/day or approximately 160 ppm) in drinking water. As controls, 9 Min mice and 5 C57BL/6J-+/+ non-affected littermates (+/+) are fed AIN-76A diet without Sulindac. Animals are checked daily for signs of distress or anemia. Animals and their food are weighed twice weekly. During the course of the experiment, there is no difference in body weight or food consumption among the various study groups. No toxicity is observed in the Min/Sulindac group. At 110 days of age, all mice are euthanized by CO2 inhalation, and their intestinal tracts are removed from esophagus to distal rectum, opened, flushed with saline, and examined under ×3 magnification to obtain tumor counts. Tumors are counted by an individual blinded to the animal's genetic status and treatment. Multiple samples of grossly normal, full-thickness bowel are harvested from the mid small intestine and either frozen in liquid nitrogen or fixed in 10% formalin for histological examination. All samples used for the analyses in this study are taken from mid small intestine[1]. References [1]. Boolbol SK, et al. Cyclooxygenase-2 overexpression and tumor formation are blocked by sulindac in a murine model of familial adenomatous polyposis. Cancer Res. 1996 Jun 1;56(11):2556-60. [2]. Gong EY, et al. Combined treatment with vitamin C and sulindac synergistically induces p53- and ROS-dependent apoptosis in human colon cancer cells. Toxicol Lett. 2016 Sep 6;258:126-133. [3]. Cha BK, et al. Celecoxib and sulindac inhibit TGF-β1-induced epithelial-mesenchymal transition and suppress lung cancer migration and invasion via downregulation of sirtuin 1. Oncotarget. 2016 Aug 30;7(35):57213-57227. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 581.6±50.0 °C at 760 mmHg Melting Point 182-185°C Molecular Formula C20H17FO3S Molecular Weight 356.411 Flash Point 305.6±30.1 °C Exact Mass 356.088257 PSA 73.58000 LogP 3.59 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.673 InChIKey MLKXDPUZXIRXEP-MFOYZWKCSA-N SMILES CC1=C(CC(=O)O)c2cc(F)ccc2C1=Cc1ccc(S(C)=O)cc1 Storage condition Store at RT |
| Use of | Sulindac is a non-steroidal antiinflammatory agent, acts as a COX-2 inhibitor, and inhibits overexpression of COX-2. Properties Articles98 Name sulindac Synonym More Synonyms Sulindac Biological Activity Description Sulindac is a non-steroidal antiinflammatory agent, acts as a COX-2 inhibitor, and inhibits overexpression of COX-2. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Immunology/Inflammation >> COX Research Areas >> Inflammation/Immunology References [1]. Boolbol SK, et al. Cyclooxygenase-2 overexpression and tumor formation are blocked by sulindac in a murine model of familial adenomatous polyposis. Cancer Res. 1996 Jun 1;56(11):2556-60. [2]. Gong EY, et al. Combined treatment with vitamin C and sulindac synergistically induces p53- and ROS-dependent apoptosis in human colon cancer cells. Toxicol Lett. 2016 Sep 6;258:126-133. [3]. Cha BK, et al. Celecoxib and sulindac inhibit TGF-β1-induced epithelial-mesenchymal transition and suppress lung cancer migration and invasion via downregulation of sirtuin 1. Oncotarget. 2016 Aug 30;7(35):57213-57227. Chemical & Physical Properties Molecular Formula C20H17FO3S Exact Mass 356.088257 PSA 73.58000 Index of Refraction 1.673 InChIKey MLKXDPUZXIRXEP-MFOYZWKCSA-N Storage condition Store at RT |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Product name: Summary 2930909090. other organo-sulfur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
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