CP-66248

Names

[ CAS No. ]:
120210-48-2

[ Name ]:
CP-66248

[Synonym ]:
TENIDAP
Tenidapum
(3Z)-5-chloro-3-[hydroxy(thiophen-2-yl)methylidene]-2-oxoindole-1-carboxamide
IL-6+Tenidap
(3Z)-5-Chloro-2,3-dihydro-3-(hydroxy-2-thienylmethylene)-2-oxo-1H-indole-1-carboxamide CP 66248

Biological Activity

[Description]:

Tenidap, a non-steroidal anti-inflammatory drug, is a selective COX-1 inhibitor, with IC50 values of 0.03 µM and 1.2 µM for COX-1 and COX-2, respectively. Tenidap has anti-inflammatory and antirheumatic properties[1][2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-1:0.03 μM (IC50)

COX-2:1.2 μM (IC50)

[References]

[1]. Kirchner T, et al. Evaluation of the antiinflammatory activity of a dual cyclooxygenase-2 selective/5-lipoxygenase inhibitor, RWJ 63556, in a canine model of inflammation. J Pharmacol Exp Ther. 1997 Aug;282(2):1094-101.

[2]. Blackburn WD Jr, et al. Tenidap in rheumatoid arthritis. A 24-week double-blind comparison with hydroxychloroquine-plus-piroxicam, and piroxicam alone. Arthritis Rheum. 1995 Oct;38(10):1447-56.

Chemical & Physical Properties

[ Density]:
1.58g/cm3

[ Boiling Point ]:
523.9ºC at 760mmHg

[ Melting Point ]:
230° (dec)

[ Molecular Formula ]:
C₁₄H₉ClN₂O₃S

[ Molecular Weight ]:
320.75

[ Flash Point ]:
270.7ºC

[ Exact Mass ]:
320.00200

[ PSA ]:
111.87000

[ LogP ]:
4.01840

[ Appearance of Characters ]:
faint yellow to dark yellow

[ Vapour Pressure ]:
7.42E-13mmHg at 25°C

[ Index of Refraction ]:
1.756

[ Storage condition ]:
Store at +4°C

[ Water Solubility ]:
DMSO: soluble1mg/mL, clear (warmed)

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Tenidap decreases IL-8 and monocyte chemotactic peptide-1 (MCP-1) mRNA expression in the synovial tissue of rabbits with antigen arthritis and in cultured synovial cells.

Clin. Exp. Immunol. 111(3) , 588-96, (1998)

Since IL-8 and MCP-1 are chemoattractant proteins that participate in the recruitment of inflammatory cells into the arthritic joint, we examined the effects of tenidap, a new anti-inflammatory drug o...

The renal Na-HCO3-cotransporter expressed in Xenopus laevis oocytes: inhibition by tenidap and benzamil and effect of temperature on transport rate and stoichiometry.

Pflugers Arch. 442(5) , 709-17, (2001)

In the present experiments we expressed the rat kidney Na+-HCO3- cotransporter (rkNBC) in Xenopus laevis oocytes to reinvestigate the flux coupling ratio under improved measuring conditions. Essential...

Tenidap: not just another NSAID?

Ann. Rheum. Dis. 55(2) , 79-82, (1996)