CAS 162054-19-5|SC-58125
| Common Name | SC-58125 | ||
|---|---|---|---|
| CAS Number | 162054-19-5 | Molecular Weight | 384.348 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 512.6±50.0 °C at 760 mmHg |
| Molecular Formula | C17H12F4N2O2S | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 263.8±30.1 °C |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | sc-58125 |
|---|---|
| Synonym | More Synonyms |
SC-58125 BiologicalActivity
| Description | SC-58125 is a potent and selective inhibitor of cyclooxygenase 2 (COX-2), with an IC50 of 0.04 μM. SC-58125 exhibits antitumor activity in vitro and in vivo, and it also can inhibit edema at the inflammatory site and is analgesic[1][2][3]. |
|---|---|
| Related Catalog | Research Areas >>CancerResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Immunology/Inflammation >>COX |
| Target | hCOX-2:0.04 μM (IC50) hCOX-1:>100 μM (IC50) |
| In Vitro | SC-58125 (0.001-100 μM) has a high degree of selectivity for the inducible form of COX-2 (IC50=1 μM) over the COX-1 (IC50>100 μM)[1]. SC-58125 (10 μM; 20-140 s) is time-dependent and is complete by 1 min, with a half-maximal inhibition at 20 s[1]. SC-58125 (25-100 μM; 3 d) inhibits the in vitro growth of HCA-7 and LLC cells[3]. SC-58125 (100 µM; 12 h) induces G2 arrest in LLC cells[3]. SC-58125 (25-100 μM; 3 d) decreases p34cdc2 levels in HCA-7 cells[3]. SC-58125 (100 µM; 24 or 72 h) does not induce apoptosis of HCA-7 and LLC cells[3]. Cell Proliferation Assay[3] Cell Line: HCA-7 and LLC cells Concentration: 0, 25, 50, 100 μM Incubation Time: 3 days Result: Reduced the cell number and MTT activity in both cell lines in a dose-dependent manner. Cell Cycle Analysis[3] Cell Line: LLC cells Concentration: 100 μM Incubation Time: 12 hours Result: Increased in the number of cells containing 4n DNA content in a dose- and time-dependent manner. Reduced the number of mitotic figures. Western Blot Analysis[3] Cell Line: HCA-7 cells Concentration: 0, 25, 50, 100 μM Incubation Time: 3 days Result: Resulted in a dose-dependent decrease in p34cdc2 activity with strong inhibition, even at the lowest concentration. |
| In Vivo | SC-58125 (10 mg/kg; i.p. every 48 h) inhibits the growth of established colorectal cancer xenografts in mice[3]. SC-58125 (10 mg/kg; a single i.p.) reduces tumor PGE2 levels in mice[3]. SC-58125 (10 mg/kg; a single i.p.) does not change the tumor levels of COX-1 and COX-2 protein in mice[3]. Animal Model: Athymic Sprague-Dawley mice are injected HCA-7 cells[3] Dosage: 10 mg/kg Administration: I.p. every 48 h; at the time of tumor implantation or 2 and 4 weeks later Result: Decreased the tumor growth rates significantly. |
| References | [1]. Gierse JK, et, al. A single amino acid difference between cyclooxygenase-1 (COX-1) and -2 (COX-2) reverses the selectivity of COX-2 specific inhibitors. J Biol Chem. 1996 Jun 28; 271(26): 15810-4. [2]. Seibert K, et, al. Pharmacological and biochemical demonstration of the role of cyclooxygenase 2 in inflammation and pain. Proc Natl Acad Sci U S A. 1994 Dec 6; 91(25): 12013-7. [3]. Williams CS, et, al. A cyclooxygenase-2 inhibitor (SC-58125) blocks growth of established human colon cancer xenografts. Neoplasia. Sep-Oct 2001; 3(5): 428-36. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 512.6±50.0 °C at 760 mmHg |
| Molecular Formula | C17H12F4N2O2S |
| Molecular Weight | 384.348 |
| Flash Point | 263.8±30.1 °C |
| Exact Mass | 384.055573 |
| PSA | 60.34000 |
| LogP | 3.86 |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.573 |
| InChIKey | JHBIMJKLBUMNAU-UHFFFAOYSA-N |
| SMILES | CS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)cc2-c2ccc(F)cc2)cc1 |
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301 |
| Precautionary Statements | P301 + P310 |
| Hazard Codes | Xi |
| RIDADR | UN 2811 6.1 / PGIII |
| HS Code | 2933199090 |
Customs
| HS Code | 2933199090 |
|---|---|
| Summary | 2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles23
More Articles| The dual role of prostaglandin E(2) in excitotoxicity and preconditioning-induced neuroprotection. Eur. J. Pharmacol. 517(1-2) , 17-27, (2005) Cyclooxygenase-2 is harmful in models of cerebral ischemia yet plays a protective role in preconditioning-induced ischemic tolerance in the heart. This study examined the mechanisms underlying cycloox... | |
| CpG oligodeoxynucleotides induce cyclooxygenase-2 in human B lymphocytes: implications for adjuvant activity and antibody production. Clin. Immunol. 125(2) , 138-48, (2007) Synthetic CpG oligodeoxynucleotides (ODN), similar to DNA sequences found in certain microorganisms, have shown promise as adjuvants for humans by enhancing immune responses. Since antibodies are ofte... | |
| Cyclooxygenase-2 activity contributes to neuronal expression of cyclin D1 after anoxia/ischemia in vitro and in vivo. Brain Res. Mol. Brain Res. 132(1) , 31-7, (2004) Cyclooxygenase-2 (COX-2) activity has been implicated in the pathogenesis of neuronal cell death in ischemia and other diseases, but the mechanism by which COX-2 exacerbates cell death is unknown. COX... |
Synonyms
| 5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole |
| 1H-Pyrazole, 5-(4-fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)- |
| 5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole |
| 5-(4-fluorophenyl)-1-(4-methylsulfonylphenyl)-3-(trifluoromethyl)pyrazole |
