ChemicalBook > CAS DataBase List > Nimesulide

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

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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)

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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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N1016
Product name: Nimesulide
Packaging: 1g
Price: $31.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: Y0001237
Product name: Nimesulide for peak identification
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 10 mg
Price: $156
Updated: 2025/07/31

Sigma-Aldrich

Product number: N1016
Product name: Nimesulide
Packaging: 5g
Price: $112
Updated: 2025/07/31

Sigma-Aldrich

Product number: N0845000
Product name: Nimesulide
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 100 mg
Price: $156
Updated: 2025/07/31

TCI Chemical

Product number: N0984
Product name: Nimesulide
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $20
Updated: 2025/07/31

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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

Organic base Ethanol Diphenyl ether Methanesulfonyl chloride Bromobenzene Dichloromethane Acetic acid

Preparation Products

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View Lastest Price from Nimesulide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Nimesulide 51803-78-2
Price: US $0.00/Kg/Drum
Min. Order: 25KG
Purity: 98%
Supply Ability: 1000kg
Release date: 2021-12-13

Hebei Chuanghai Biotechnology Co., Ltd

Product: Nimesulide 51803-78-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-20

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Nimesulide 51803-78-2
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20tons
Release date: 2024-04-10

51803-78-2, NimesulideRelated Search:

Ethanesulfonamide Methyltrimethoxysilane Methanesulfonamide Dimethyldimethoxysilane N-Methyl methanesulfonamide 1-Phenyl-2-nitropropene 2-Methylbenzene-1-sulfonamide Methyltriethoxysilane Dimethyl sulfone Chlorodimethylphenylsilane 4-Methoxyphenylacetone Diphenyldimethoxysilane nitrotoluene NITROGEN DIOXIDE 2-Methoxy-4-nitroaniline 3-PHENOXYANILINE Cetirizine dihydrochloride N-(2-METHOXY-4-NITRO-PHENYL)-METHANESULFONAMIDE

nimed

4-NITRO-2-PHENOXYMETHANE SULPHONANILIDE

CETIRIZINE DIHYDROCHLORIDE EPC(CRM STANDARD)

CETIRIZINE DIHYDROCHLORIDE IMP. E (EP):(RS)-2-[2-[2-[4-[(4-CHLOROPHENYL)-PHENYLMETHYL]PIPERAZIN-1-YL]ETHOXY]ETHOXY]ACETIC ACID MM(CRM STANDARD)

CETIRIZINE DIHYDROCHLORIDE MM(CRM STANDARD)

4-Nitro-2-phenoxymethanesulfonamide

Nide

Nidol

Nisuli

Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)-

N-(4-NITRO-2-PHENOXYPHENYL)METHANESULFONAMIDE(NIMESULIDE)

MESULID

AULIN

FANSIDOL

Nimesulide,N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide

Nimesulide for peak identification

Lizepat

4-Nitro-2-(phenoxy-d5) MethanesulfonaMide-d5

4'-Nitro-2'-(phenoxy-d5)Methanesulfonanilide

Aulin-d5

Flogovital-d5

Lizepat-d5

N-(4-Nitro-2-(phenoxy-d5)phenyl)MethanesulfonaMide

N-(4-Nitro-2-phenoxyphenyl)methanesulphonamide

sulidene

Nisulid

N-(4-NITRO-2-PHENOXY)METHANESULFONANILIDE

N-(4-NITRO-2-PHENOXYPHENYL)METHANESULFONAMIDE

NIMESULIDE

R-805

4’-nitro-2’-phenoxy-methanesulfonanilid

4-nitro-2-phenoxy-methanesulfonanilide

flogovital

n-(4-nitro-2-phenoxyphenyl)-methanesulfonamid

Aufin

Nimesulide-d5

Nimesulide &gt

Nimesulide for peak identification CRS

Nimesulide CRS

Nimesulide USP/EP/BP

Nimesulide (R805)

Nimesulli

Nimesulide, GR

Nimesulide (N0845000)

Nimesulide for peak identification (Y0001237)

NimesulideQ: What is Nimesulide Q: What is the CAS Number of Nimesulide Q: What is the storage condition of Nimesulide

MESULID Powder USP Standard

nimesulin

Nimesulide (BP)

4'-Hydroxy Nimesulide-d4

Nimesulide in Acetonitrile

Nimesulide, 10 mM in DMSO

Nimesulide - Bio-X ?

Nimesulide 100 μg/mL in Acetonitrile

51803-78-2

74110-35-9

C13H7N2O5SD5

C13H7D5N2O5S