Nimesulide
- Product Name
- Nimesulide
- CAS No.
- 51803-78-2
- Chemical Name
- Nimesulide
- Synonyms
- Nimesulide-d5;N-(4-NITRO-2-PHENOXYPHENYL)METHANESULFONAMIDE;Nide;Nidol;nimed;AULIN;R-805;Aufin;Nisuli;MESULID
- CBNumber
- CB0138084
- Molecular Formula
- C13H12N2O5S
- Formula Weight
- 308.31
- MOL File
- 51803-78-2.mol
Nimesulide Property
- Melting point:
- 140-146°C
- Boiling point:
- 442.0±55.0 °C(Predicted)
- Density
- 1.451±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Practically insoluble in water, freely soluble in acetone, slightly soluble in anhydrous ethanol.
- pka
- pKa 6.56± 0.03(H2O,t =25,I=0.02)(Approximate)
- form
- Solid
- color
- Light orange to Yellow to Green
- biological source
- synthetic (organic)
- Water Solubility
- Soluble in water (<50 µg/ml), 1:10 DMSO:PBS (pH 7.2) (<200 µg/ml), ethanol (1 mg/ml), DMSO (15 mg/ml), DMF (15 mg/ml), chloroform, dichloromethane, acetone (freely soluble), and 1N NaOH.
- λmax
- 391nm(H2O)(lit.)
- Merck
- 14,6548
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- InChIKey
- HYWYRSMBCFDLJT-UHFFFAOYSA-N
- CAS DataBase Reference
- 51803-78-2(CAS DataBase Reference)
- EPA Substance Registry System
- Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)- (51803-78-2)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22-36/37/38
- Safety Statements
- 36-26
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 3
- RTECS
- PB0970000
- HS Code
- 2935.90.9500
- HazardClass
- 6.1
- PackingGroup
- III
- Toxicity
- LD50 orally in rats: 324 mg/kg (Swingle, Moore)
N-Bromosuccinimide Price
- Product number
- N1016
- Product name
- Nimesulide
- Packaging
- 1g
- Price
- $31.6
- Updated
- 2025/07/31
- Product number
- Y0001237
- Product name
- Nimesulide for peak identification
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 10 mg
- Price
- $156
- Updated
- 2025/07/31
- Product number
- N1016
- Product name
- Nimesulide
- Packaging
- 5g
- Price
- $112
- Updated
- 2025/07/31
- Product number
- N0845000
- Product name
- Nimesulide
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 100 mg
- Price
- $156
- Updated
- 2025/07/31
- Product number
- N0984
- Product name
- Nimesulide
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
Nimesulide Chemical Properties,Usage,Production
Description
Nimesulide is a non-steroidal anti-inflammatory drug (NSAID) and COX-2 inhibitor (IC50s = 1.27 and 0.03 μM for the human and ovine enzymes, respectively). It is selective for COX-2 over COX-1 (IC50s = 70 and 22 μM for the human and ovine enzymes, respectively). Nimesulide also inhibits sodium-dependent neutral amino acid transporter (B0AT1) with an IC50 value of 23 μM for the rat kidney transporter. It inhibits infection-induced increases in brain prostaglandin E2 (PGE2; ) levels, as well as reduces pyresis (ED50 = 0.3 mg/kg), in yeast-infected rats. Nimesulide (2.9 mg/kg) inhibits formalin-induced hindpaw thermal hyperalgesia in rats.
Description
Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. It is indicated for the treatment of acute pain, symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults. However, due to the risk of causing hepatotoxicity, it should not be taken long-term. It has also been withdrawn from the markets in many countries. It mechanism of action is through targeting on various key mediators in the inflammatory process such as COX-2 mediated prostaglandins, free radicals, proteolytic enzymes and histamine.
Chemical Properties
Yellow Needle-Like Crystals
Originator
Riker (USA)
Uses
Labelled Nimesulide (N477500). Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-α production.
Uses
Antiinflammatory;'Cyclooxygenase 2 inhibitor
Uses
For the treatment of acute pain, the symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults above 12 years old.
Uses
Labelled Nimesulide . Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-α production.;Labeled Nimesulide, intended for use as an internal standard for th
Uses
Nimesulide is a selective inhibitor of COX-2. The IC50 values are 70 and 1.27 μM for human recombinant COX-1 and -2 (at 20 μM arachidonic acid), respectively, and 22 and 0.03 μM for ovine COX-1 and -2 (at 100 μM arachidonic acid), respectively.[Cayman Chemical]
Uses
Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-alpha production
Definition
ChEBI: Nimesulide is an aromatic ether having phenyl and 2-methylsulfonamido-5-nitrophenyl as the two aryl groups. It has a role as a cyclooxygenase 2 inhibitor and a non-steroidal anti-inflammatory drug. It is a C-nitro compound, a sulfonamide and an aromatic ether. It is functionally related to a nitrobenzene.
brand name
Nimulid.
General Description
Nimesulide, a nonsteroidal anti-inflammatory drug (NSAID) belongs to the sulfonanilide class.
Biological Activity
Selective, orally active cyclooxygenase-2 (COX-2) inhibitor. Produces potent analgesic, anti-inflammatory and antipyretic activities in vivo . Reported to produce fewer gastrointestinal side effects than standard NSAIDs.
Biochem/physiol Actions
Highly selective cyclooxygenase-2 inhibitor.
Clinical Use
Nimesulide is a nonsteroidal antiinflammatory/analgesic agent useful in the treatment of rheumatoid arthritis, as well as acute inflammation such as that induced by periodontal surgery or urinary tract infections.
Synthesis
5422-92-4
124-63-0
51803-78-2
General procedure for the synthesis of N-(4-nitro-2-phenoxyphenyl)methanesulfonamide from 4-nitro-2-phenoxyaniline and methanesulfonyl chloride: 4-nitro-2-phenoxyaniline (500 mg, 2.2 mmol) was dissolved in anhydrous methylene chloride (2.2 mL), anhydrous triethylamine (484 μL, 3.5 mmol) was added, and the reaction was stirred for 1 min at room temperature. Methanesulfonyl chloride (840 μL, 10.9 mmol) was added dropwise to the reaction mixture under cooling in an ice bath. The reaction mixture was stirred for 23 hours and then the reaction was quenched with distilled water. The reaction was extracted with chloroform and the organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. To the residue was added 3M aqueous sodium hydroxide solution (10 mL) and stirred at 80-90 °C for 16 hours. After completion of the reaction, it was acidified by adding 5 M hydrochloric acid and extracted again with chloroform. The organic phases were combined, dried over anhydrous sodium sulfate and filtered, and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with the eluent of chloroform/hexane/acetone (1:8:1) to afford N-(4-nitro-2-phenoxyphenyl)methanesulfonamide (497.4 mg, 74.3% yield) as a light yellow solid with a melting point of 142-144 °C (literature value: 143-144.5 °C). The product was confirmed by 1H NMR (600 MHz, DMSO-d6), FTIR (KBr) and mass spectrometry (EI-MS, HR-MS).
References
https://en.wikipedia.org/wiki/Nimesulide
https://www.drugbank.ca/drugs/DB04743
Nimesulide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Nimesulide manufacturers
- Product
- Nimesulide 51803-78-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2025-09-02
- Product
- Nimesulide 51803-78-2
- Price
- US $0.00/Kg/Drum
- Min. Order
- 25KG
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2021-12-13
- Product
- Nimesulide 51803-78-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-20