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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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Tenidap.
R Madhok
Lancet (London, England), 346(8973), 481-485 (1995-08-19)
J C Fernandes et al.
The Journal of rheumatology, 25(5), 951-958 (1998-05-23)
To examine the effect of tenidap on the expression of collagenase- and interleukin 1beta (IL-1beta) genes in experimental canine osteoarthritis (OA). The anterior cruciate ligaments of the right stifle joints of experimental dogs were sectioned by a stab wound incision
X Ayral et al.
Osteoarthritis and cartilage, 11(3), 198-207 (2003-03-08)
To test the hypothesis that tenidap has a structure-modifying effect in human knee osteoarthritis. multicenter, prospective, randomized, double blind, 1 year duration. primary painful knee osteoarthritis (ACR criteria) of the medial tibiofemoral compartment, medial joint space width > or =2mm
Tenidap: not just another NSAID?
J M Canvin et al.
Annals of the rheumatic diseases, 55(2), 79-82 (1996-02-01)
S D Nelson
Advances in experimental medicine and biology, 500, 33-43 (2002-01-05)
This chapter provides just a few newer examples of structural moieties found in drugs that have been associated with reactive metabolite formation and toxicities. For a discussion of several other structures in drugs that undergo metabolic activation to reactive intermediates
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