Grundinformationen
- Standard-SMILES
CS(=O)(=O)Nc1ccc([N+](=O)[O-])cc1Oc1ccccc1- InChIKey
HYWYRSMBCFDLJT-UHFFFAOYSA-N- Summenformel
- C13H12N2O5S
- Durchschnittliche Molmasse
- 308,31 g/mol
- Monoisotopische Masse
- 308,04669266
Namen und Bezeichner
- Bevorzugter Name
- Nimesulide
- IUPAC
- N-(4-nitro-2-phenoxyphenyl)methanesulfonamide
- Lokaler Name
- Nimesulid
- Englischer Name
- Nimesulide
- Summenformel
- C13H12N2O5S
- Molmasse
- 308.31
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
51803-78-2- PubChem CID
- 4495
- DTXSID
DTXSID3037250- ChEMBL
CHEMBL56367- ChEBI
CHEBI:44445- UNII
- V4TKW1454M
- EC Number
- 257-431-4
- Nikkaji
- J12.917H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 110 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 450
Physikochemische Eigenschaften
- Schmelzpunkt
- 140 · 140-146°C
- Siedepunkt
- 442 · 442.0±55.0 °C(Predicted)
- Dichte
- 1.451 · 1.451±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Practically insoluble in water, freely soluble in acetone, slightly soluble in anhydrous ethanol.
- pka
- 6.56 · pKa 6.56± 0.03(H2O,t =25,I=0.02)(Approximate)
- Aggregatzustand
- Solid
- Farbe
- Light orange to Yellow to Green
- Biologische Quelle
- synthetic (organic)
- Wasserlöslichkeit
- 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.
- Merck
- 14 · 14,6548
- Stabilität
- 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 Datenbank
- 51803 · 51803-78-2(CAS DataBase Reference)
- EPA chemische Informationen
- Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)- (51803-78-2)
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 2935.90.9500
- RTECS-Nr.
- PB0970000
- risk_code
- 22-36/37/38
- Toxizität
- LD50 orally in rats: 324 mg/kg (Swingle, Moore)
- hazard_code
- Xn,Xi
- safety_code
- 36-26
- hazard_class
- 6.1
- packing_group
- III
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Acute Tox. 3 Oral
Chemie und Industrie
Anwendungen
BeschreibungNimesulide 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.
VerwendenLabelled 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.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter50 Anbieter
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…