NS-398

Names

[ Name ]:
NS-398

[Synonym ]:
MFCD00882995
Methanesulfonamide, N-[2-(cyclohexyloxy)-4-nitrophenyl]-
N-(2-Cyclohexyloxy-4-nitro-phenyl)-; methanesulfonamide
NS-398
Potassium Chloride
N-[2-(Cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

Biological Activity

[Description]:

NS-398 is a non-steroidal an-inflammatory agent with analgesic and antipyretic effects, and selectively inhibits prostaglandin G/H synthase 2/cyclooxygenase 2 (COX-2) activity, with an IC50 of 3.8 μM, and has no effect on COX-1 at 100 μM.

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> COX

Research Areas >> Inflammation/Immunology

[Target]

COX-2:3.8 μM (IC50)

[In Vitro]

NS-398 is a non-steroidal an-inflammatory agent, selectively inhibits prostaglandin G/H synthase/cyclooxygenase (COX-2) activity, with an IC50 of 3.8 μM, and has no effect on COX-1 at 100 μM[1]. NS-398 weakly inhibits PG endoperoxide synthase activity from sheep seminal vesicle microsomes (IC50, 11 μM)[2].

[In Vivo]

NS-398 (0.5-10 mg/kg, p.o.) dose-dependently inhibits paw edema in rats, with an ED30 of 1.14 mg/kg, shows therapeutic effects on adjuvant arthritis (ED30, 4.69 mg/kg), exhibits dose-dependent analgesic activity (ED50, 1.65 mg/kg), and has antipyretic effect (ED50, 1.84 mg/kg) in rats. In mice, NS-398 suppresses writhing reactions induced by acetic acid with an ED50 of 8.2 mg/kg[2].

[Animal admin]

Mice[2] Briefly, male ddy mice weighing about 30 g are used. The writhing syndrome is induced by injecting 0.75% of acetic acid, intraperitoneally. Ten minutes later, the number of writhings are counted for the next 10 min. NS-398 is administered orally 30 min prior to the injection. The analgesic effect is expressed as % of inhibition, compared with the vehicle-treated control[2]. Rats[2] Briefly, male Lewis rats weighing about 160 g are used. Arthritis is induced by injecting 0.1 mL of 0.7% Mycobacterium tubercu-losis-liquid paraffin into the left hind paw. On day 15, the rats are grouped according to the degree of secondary lesions in the right hind paw. NS-398 is administered orally once daily from days 15 to 18. Foot volume is measured on day 19. Relative edema volume (REV) is calculated for each animal[2].

[References]

[1]. Futaki N, et al. NS-398, a new anti-inflammatory agent, selectively inhibits prostaglandin G/H synthase/cyclooxygenase (COX-2) activity in vitro. Prostaglandins. 1994 Jan;47(1):55-9.

[2]. Futaki N, et al. NS-398, a novel non-steroidal anti-inflammatory drug with potent analgesic and antipyretic effects, which causes minimal stomach lesions. Gen Pharmacol. 1993 Jan;24(1):105-10.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
490.6±55.0 °C at 760 mmHg

[ Melting Point ]:
139 °C

[ Molecular Formula ]:
C₁₃H₁₈N₂O₅S

[ Molecular Weight ]:
314.357

[ Flash Point ]:
250.5±31.5 °C

[ Exact Mass ]:
314.093628

[ PSA ]:
109.60000

[ LogP ]:
3.67

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.593

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
3824909990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 3824909990

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