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N194

Sigma-Aldrich

NS-398

≥98% (HPLC), solid

Synonym(s):

N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C13H18N2O5S
CAS Number:
123653-11-2
Molecular Weight:
314.36
MDL number:
MFCD00882995
UNSPSC Code:
12352200
PubChem Substance ID:
24897540
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

off-white

mp

127-128 °C

solubility

DMSO: >5 mg/mL
H2O: insoluble

SMILES string

CS(=O)(=O)Nc1ccc(cc1OC2CCCCC2)[N+]([O-])=O

InChI

1S/C13H18N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h7-9,11,14H,2-6H2,1H3

InChI key

KTDZCOWXCWUPEO-UHFFFAOYSA-N

Gene Information

human ... ALOX5(240) , CYP19A1(1588) , PTGS1(5742) , PTGS2(5743)
mouse ... Ptgs2(19225)

Application

NS-398 has been used as a cyclooxygenase-2 (COX2) inhibitor to study its effects on:
  • the cardiac rate in zebrafish embryos
  • apoptosis and hypoxia/reoxygenation in rat cardiomyocytes
  • the lipopolysaccharide (LPS) induced anorexia in rats

Biochem/physiol Actions

NS-398 belongs to the non-steroidal anti-inflammatory drug (NSAID) family. It exhibits anti-inflammatory, analgesic, and anti-pyretic properties.
Selective cyclooxygenase-2 (COX-2) inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pedro Cruz Duarte et al.
Experimental neurology, 234(2), 466-481 (2012-02-09)
Brain-derived neurotrophic factor (BDNF) exists in small to medium size neurons in adult rat dorsal root ganglion (DRG) and serves as a modulator at the first synapse of the pain transmission pathway in the spinal dorsal horn. Peripheral nerve injury
Yuyin Yi et al.
Placenta, 68, 44-51 (2018-07-30)
Enhanced expression and activity of cyclooxygenase-2 (COX-2) has been reported in trophoblasts from women with preeclampsia compared with healthy pregnant women. Prostaglandin E2, the production of which is initiated by COX-2, and transforming growth factor-β1 (TGF-β1) have been shown to
N Futaki et al.
General pharmacology, 24(1), 105-110 (1993-01-01)
1. NS-398 (N-[2-cyclohexyloxy-4-nitrophenyl] methanesulfonamide) is a new non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic effects. 2. The anti-inflammatory potency of NS-398 in rat carrageenin-induced edema was as potent as that of indomethacin and 8 times more potent than diclofenac.
Jihye Jung et al.
Cells, 8(7) (2019-06-30)
The epithelial-mesenchymal transition (EMT) is important in organ fibrosis. We hypothesized that growth arrest-specific protein 6 (Gas6) and its underlying mechanisms play roles in the prevention of EMT in alveolar epithelial cells (ECs). In this study, to determine whether Gas6
Naomi C Boisvert et al.
Clinical science (London, England : 1979), 132(13), 1453-1470 (2018-05-10)
Neuronal ubiquitin C-terminal hydrolase L1 (UCHL1) is a deubiquitinating enzyme that maintains intracellular ubiquitin pools and promotes axonal transport. Uchl1 deletion in mice leads to progressive axonal degeneration, affecting the dorsal root ganglion that harbors axons emanating to the kidney.
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