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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
Molecular Weight:
308.31
MDL Number:
MFCD00079470
MOL File:
51803-78-2.mol
MSDS File:
SDS
Last updated:2026-01-20 19:14:41
Product description Number Pack Size Price
Nimesulide N1016 1g $31.6
Nimesulide for peak identification European Pharmacopoeia (EP) Reference Standard Y0001237 10 mg $156
Nimesulide N1016 5g $112
Nimesulide European Pharmacopoeia (EP) Reference Standard N0845000 100 mg $156
Nimesulide >98.0%(HPLC)(T) N0984 1g $20
More product size

Nimesulide Properties

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.
form Solid
pka pKa 6.56± 0.03(H2O,t =25,I=0.02)(Approximate)
color Light orange to Yellow to Green
biological source synthetic (organic)
Water Solubility Soluble in water (<50 &#181;g/ml), 1:10 DMSO:PBS (pH 7.2) (<200 &#181;g/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.
Major Application pharmaceutical (small molecule)
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
InChIKey HYWYRSMBCFDLJT-UHFFFAOYSA-N
SMILES CS(NC1=C(OC2=CC=CC=C2)C=C([N+]([O-])=O)C=C1)(=O)=O
CAS DataBase Reference 51803-78-2(CAS DataBase Reference)
FDA UNII V4TKW1454M
ATC code M01AX17,M02AA26
EPA Substance Registry System Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)- (51803-78-2)
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
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
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Toxicity LD50 orally in rats: 324 mg/kg (Swingle, Moore)
Limited Quantities 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
0
2 0

Nimesulide price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N1016 Nimesulide 51803-78-2 1g $31.6 2025-07-31 Buy
Sigma-Aldrich Y0001237 Nimesulide for peak identification European Pharmacopoeia (EP) Reference Standard 51803-78-2 10 mg $156 2025-07-31 Buy
Sigma-Aldrich N1016 Nimesulide 51803-78-2 5g $112 2025-07-31 Buy
Sigma-Aldrich N0845000 Nimesulide European Pharmacopoeia (EP) Reference Standard 51803-78-2 100 mg $156 2025-07-31 Buy
TCI Chemical N0984 Nimesulide >98.0%(HPLC)(T) 51803-78-2 1g $20 2025-07-31 Buy
Product number Packaging Price Buy
N1016 1g $31.6 Buy
Y0001237 10 mg $156 Buy
N1016 5g $112 Buy
N0845000 100 mg $156 Buy
N0984 1g $20 Buy

Nimesulide Chemical Properties,Uses,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

For the treatment of acute pain, the symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults above 12 years old.

Uses

Antiinflammatory;'Cyclooxygenase 2 inhibitor

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

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

Antiinflammatory agent. Preferentially inhibits COX-2 over COX-1. Suppresses chemical-induced carcinogenesis in mice and rats. Inhibits LPS-induced TNF-alpha production

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.

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

4-Nitro-2-phenoxyaniline

5422-92-4

Methanesulfonyl chloride

124-63-0

Nimesulide

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

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View Lastest Price from Nimesulide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Nimesulide pictures 2026-01-22 Nimesulide
51803-78-2
US $0.00 / Kg/Drum 25KG 98% 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
Nimesulide pictures 2026-01-20 Nimesulide
51803-78-2
US $30.00-50.00 / mg 98.00% 10g TargetMol Chemicals Inc.
Nimesulide pictures 2026-01-20 Nimesulide
51803-78-2
US $30.00-50.00 / mg 98.00% 10g TargetMol Chemicals Inc.
  • Nimesulide pictures
  • Nimesulide
    51803-78-2
  • US $0.00 / Kg/Drum
  • 98%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Nimesulide pictures
  • Nimesulide
    51803-78-2
  • US $30.00-50.00 / mg
  • 98.00%
  • TargetMol Chemicals Inc.
  • Nimesulide pictures
  • Nimesulide
    51803-78-2
  • US $30.00-50.00 / mg
  • 98.00%
  • TargetMol Chemicals Inc.

Nimesulide Spectrum

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 sulidene Nisulid N-(4-NITRO-2-PHENOXY)METHANESULFONANILIDE NIMESULIDE R-805 4’-nitro-2’-phenoxy-methanesulfonanilid 4-nitro-2-phenoxy-methanesulfonanilide flogovital n-(4-nitro-2-phenoxyphenyl)-methanesulfonamid Aufin N-(4-Nitro-2-phenoxyphenyl)methanesulphonamide Nimesulide > 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 N-(4-NITRO-2-PHENOXYPHENYL)METHANESULFONAMIDE Nimesulide-d5 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