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Key Documents

PZ0196

Sigma-Aldrich

Tenidap

≥97% (HPLC)

Synonym(s):

(3Z)-5-Chloro-2,3-dihydro-3-(hydroxy-2-thienylmethylene)-2-oxo-1H-indole-1-carboxamide, CP 66248

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About This Item

Empirical Formula (Hill Notation):
C14H9ClN2O3S
CAS Number:
120210-48-2
Molecular Weight:
320.75
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

faintly yellow to dark yellow

solubility

DMSO: 1 mg/mL, clear (warmed)

storage temp.

2-8°C

InChI

1S/C14H9ClN2O3S/c15-7-3-4-9-8(6-7)11(13(19)17(9)14(16)20)12(18)10-2-1-5-21-10/h1-6,19H,(H2,16,20)

InChI key

IZSFDUMVCVVWKW-UHFFFAOYSA-N

Biochem/physiol Actions

Tenidap is an anti-inflammatory and anti-rheumatic with a variety of activities. Tenidap preferentially inhibits COX-1 with an IC50 value of 30 nM, and also has some lesser inhibitory activity towards COX-2 and 5-lipoxygenase (IC50 values are 1.2 and > 30 μM for COX-2 and 5-lipoxygenase respectively). Tenidap is also a cytokine modulator, an opener of inward rectifying hKIR2.3 channels (EC50 = 402 nM) and has been shown to modulate cytoplasmic pH and inhibit anion transport in vitro.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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C Ribbens et al.
The Journal of rheumatology, 27(4), 888-893 (2000-04-27)
To demonstrate that serum matrix metalloproteinase-3 (MMP-3) is a variable associated with disease activity and with the response to treatment in rheumatoid arthritis (RA). Serum MMP-3 levels were measured and compared to biological and clinical disease activity variables in 20
O Ducoudret et al.
Pflugers Archiv : European journal of physiology, 442(5), 709-717 (2001-08-21)
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. Essentially the current/voltage (I/V) relationship of isolated inside-out giant membrane patches was measured and
J M Sanz et al.
European journal of pharmacology, 355(2-3), 235-244 (1998-10-06)
Tenidap is an anti-inflammatory drug whose mechanism of action is not fully understood. It has been shown to block plasma membrane anion transport and to decrease release of interleukin-1beta, probably via the inhibition of interleukin-1beta converting enzyme. In the present
Jing Lu et al.
American journal of physiology. Cell physiology, 292(5), C1787-C1798 (2007-01-26)
Others have shown that H(2)DIDS reversibly and covalently binds to the first lysine (K) in the SKLIK motif at the extracellular end of transmembrane segment 5 of the Cl-HCO(3) exchanger AE1. Here we mutated K558, K559, and/or K562 in the
E Alzola et al.
Cellular signalling, 13(7), 465-473 (2001-08-23)
We have compared the formation of pores in rat submandibular acinar cells in response to 2',3'-O-(4-benzoylbenzoyl) adenosine 5'-triphosphate (Bz-ATP) and maitotoxin. Bz-ATP (100 microM) permeabilized the cells to ethidium bromide. The uptake of ethidium increased to 29+/-1% of maximal uptake
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