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N194

NS-398

Name: NS-398
Brand: SIGMA

≥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

NACRES:

NA.77

PubChem Substance ID:

24897540

UNSPSC Code:

12352200

MDL number:

MFCD00882995

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Properties

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)

Description

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000143800

091M4603V

0000143799

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NS-398, a novel non-steroidal anti-inflammatory drug with potent analgesic and antipyretic effects, which causes minimal stomach lesions.

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.

TGF-β1 inhibits human trophoblast cell invasion by upregulating cyclooxygenase-2.

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

Prostaglandin E2 contributes to the synthesis of brain-derived neurotrophic factor in primary sensory neuron in ganglion explant cultures and in a neuropathic pain model.

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

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Global Trade Item Number

SKU	GTIN
N194-25MG	04061832785707
N194-5MG	04061834109976