CAS Number51803-78-2
SynonymsN-(4-Nitro-2-phenoxyphenyl)methanesulfonamide; N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide Nimesulide; EINECS 257-431-4; AULIN; N-(2-phenoxy-4-nitrophenyl)methanesulfonamide; Nimepast; Mesulid; Flogovital; Sulidene; Antifloxil; Nimed; 4-nitro-2-phenoxymethanesulfonanilide; Nisulid; Guaxan; R-805; Nimesulide; N-(4-Nitro-2-phenoxy-phenyl)-methanesulfonamide; MFCD00079470
Molecular FormulaC13H12N2O5S
Molecular Weight308.31
Purity≥98 (TLC)%
Density1.5±0.1 g/cm3
Boiling Point442.0±55.0 °C at 760 mmHg
Melting Point140-146°C
Appearancepowder
EINECS257-431-4
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 51803-78-2 |
| Catalog No. | 2A-9011669 |
| Chinese Name | 尼美舒利 |
| Synonyms | N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide; N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide Nimesulide; EINECS 257-431-4; AULIN; N-(2-phenoxy-4-nitrophenyl)methanesulfonamide; Nimepast; Mesulid; Flogovital; Sulidene; Antifloxil; Nimed; 4-nitro-2-phenoxymethanesulfonanilide; Nisulid; Guaxan; R-805; Nimesulide; N-(4-Nitro-2-phenoxy-phenyl)-methanesulfonamide; MFCD00079470 |
| Molecular Formula | C13H12N2O5S |
| Molecular Weight | 308.31 |
| Purity | ≥98 (TLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 442.0±55.0 °C at 760 mmHg |
| Melting Point | 140-146°C |
| Appearance | powder |
| Water Solubility | Soluble in: dimethylformamide |
| Storage Condition | Sealed in a cool, dry environment |
| Packaging | III |
| Application | Nimesulide is a selective COX-2 inhibitor, its inhibition is time-dependent, with an IC50 value of 70 nM-70 μM, but its effect on COX-1 is weak, with an IC50 value >100 μM; Nimesulide has anti-inflamm |
| EINECS | 257-431-4 |
| PubChem ID | 24278583 |
| MDL Number | MFCD00079470 |
| SMILES | CS(NC1=C(OC2=CC=CC=C2)C=C([N+]([O-])=O)C=C1)(=O)=O |
| InChI | 1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3 |
| InChI Key | HYWYRSMBCFDLJT-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/11669_1_51803_78_2.pdf |
| Bioactivity | Nimesulide is a selective COX-2 inhibitor, with IC50s of 70 nM-70 μM in a time-dependent manner, but it shows no effect on COX-1 (IC50 >100 μM). Nimesulide has potent anti-inflammatory, analgesic and antipyretic properties. Related Catalog Research Areas >> Inflammation/Immunology Target COX-2:0.07-70 μM (IC50) In Vitro Nimesulide is a selective COX-2 inhibitor, with IC50s of 70 nM-70 μM in a time-dependent manner, but it shows weak effect on COX-1 (IC50 >100 μM)[1]. Nimesulide (10 µM) effectively decreases VEGF in endometrium cancer cells, and shows no effect on that in normal cells. Nimesulide (10 and 50 µM) dramatically decreases MCP-1 levels in normal cell, and such an effect is also observed with 10 µM in cancer cells. In addition, Nimesulide (50 µM) potently affects IL-8 level in normal cells, but causes no changes in cancer cells[3]. In Vivo Nimesulide (3 and 10 mg/kg, i.p.) effectively blocks fever induced by i.p. injection of LPS in rats. Nimesulide (3 mg/kg, i.p.) potently reduces fever response induced by IL-1β, IL-6 or TNF-α, but does not prevent the initial rise in the febrile response induced by arachidonic acid. Nimesulide also significantly reduces PGE2 levels and PGF2α levels in the cerebrospinal fluid of the LPS-stimulated animals, and inhibits the increase in plasma TNF-α by 97%[2]. Cell Assay 5×105 viable cells are carefully dislodged with sterile Pasteur pipettes, transferred into new flasks and incubated with two different doses of Nimesulide (10 and 50 µM) for another 24 h. Incubations for different doses of Nimesulide are repeated three times. The culture supernatant is then collected and stored in small aliquots at -70°C until studied. VEGF, MCP-1 and IL-8 concentrations are determined by sandwich quantitative enzyme immunoassay (ELISA) using commercial kits[3]. Animal Admin Rats[2] In the initial experiments, rats are pre-treated with intraperitoneal injections of 1, 3 or 10 mg/kg doses of Nimesulide, diluted in a 5% cremophor vehicle, or 2 mg/kg of indomethacin diluted in tris(hydroximetyl)-aminomethane-HCl (TRIS), pH 8.2, 30 min prior to an i.p. injection of LPS (50 μg/kg). Control animals receive the appropriate vehicle plus saline (1 mL/200 g, i.p.). The dose of 3 mg/kg of Nimesulide is chosen for the remaining experiments. In another set of experiments, rats are pretreated with an i.p. injection of Nimesulide (3 mg/kg) or indomethacin (2 mg/kg), diluted in the appropriate vehicles, 30 min prior to an i.c.v. injection (2 μL over 1 min) of IL-1β (3.12 ng), IL-6 (300 ng), TNF-α (250 ng), arachidonic acid (50 μg), MIP-1α (500 ng), PGE2 (250 ng), PGF2α (250 ng), CRF (2 μg) or ET-1 (1 pmol). Control animals receive the appropriate vehicles (1 mL/200 g, i.p.) and sterile saline (2 μL over 1 min, i.c.v.). All the drugs are injected between 10:00 and 11:00 AM to avoid circadian rhythm variations[2]. References [1]. Vago T, et al. Effect of nimesulide action time dependence on selectivity towards prostaglandin G/H synthase/cyclooxygenase activity. Arzneimittelforschung. 1995 Oct;45(10):1096-8. [2]. Werner MF, et al. Nimesulide-induced antipyresis in rats involves both cyclooxygenase-dependent and independent mechanisms. Eur J Pharmacol. 2006 Aug 14;543(1-3):181-9. [3]. Genç S, et al. The effect of COX-2 inhibitor, nimesulide, on angiogenetic factors in primary endometrial carcinoma cell culture. Clin Exp Med. 2007 Mar;7(1):6-10. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 442.0±55.0 °C at 760 mmHg Melting Point 140-146°C Molecular Formula C13H12N2O5S Molecular Weight 308.310 Flash Point 221.1±31.5 °C Exact Mass 308.046692 PSA 109.60000 LogP 3.79 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.638 InChIKey HYWYRSMBCFDLJT-UHFFFAOYSA-N SMILES CS(=O)(=O)Nc1ccc([N+](=O)[O-])cc1Oc1ccccc1 Storage condition 2-8°C Stability Stable. Incompatible with strong oxidizing agents. |
| Use of | Nimesulide is a selective COX-2 inhibitor, with IC50s of 70 nM-70 μM in a time-dependent manner, but it shows no effect on COX-1 (IC50 >100 μM). Nimesulide has potent anti-inflammatory, analgesic and antipyretic properties. Properties Articles64 Name nimesulide Synonym More Synonyms Nimesulide Biological Activity Description Nimesulide is a selective COX-2 inhibitor, with IC50s of 70 nM-70 μM in a time-dependent manner, but it shows no effect on COX-1 (IC50 >100 μM). Nimesulide has potent anti-inflammatory, analgesic and antipyretic properties. Related Catalog Research Areas >> Inflammation/Immunology COX-2:0.07-70 μM (IC50) References [1]. Vago T, et al. Effect of nimesulide action time dependence on selectivity towards prostaglandin G/H synthase/cyclooxygenase activity. Arzneimittelforschung. 1995 Oct;45(10):1096-8. [2]. Werner MF, et al. Nimesulide-induced antipyresis in rats involves both cyclooxygenase-dependent and independent mechanisms. Eur J Pharmacol. 2006 Aug 14;543(1-3):181-9. [3]. Genç S, et al. The effect of COX-2 inhibitor, nimesulide, on angiogenetic factors in primary endometrial carcinoma cell culture. Clin Exp Med. 2007 Mar;7(1):6-10. Chemical & Physical Properties Molecular Formula C13H12N2O5S Exact Mass 308.046692 PSA 109.60000 Index of Refraction 1.638 InChIKey HYWYRSMBCFDLJT-UHFFFAOYSA-N Stability Stable. Incompatible with strong oxidizing agents. |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: Item 1 Poisons. UN number: 2811 Proper Shipping Name: Toxic Solid, Organic, Not Otherwise Specified Packing grade: III |
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