A COX-1 selective NSAID
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Tenidap

Item No. 17413

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3Z)-5-chloro-2,3-dihydro-3-(hydroxy-2-thienylmethylene)-2-oxo-1H-indole-1-carboxamide
CAS Number
120210-48-2
Synonyms
  • CP 66,248
Molecular Formula
C14H9ClN2O3S
Formula Weight
320.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlEthanol: slightly soluble
λmax
219, 273, 370 nm
SMILES
NC(N(C1=CC=C(Cl)C=C1/C2=C(C3=CC=CS3)/O)C2=O)=O
InChi Code
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/h1-6,18H,(H2,16,20)/b12-11-
InChi Key
LXIKEPCNDFVJKC-QXMHVHEDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $39

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    5 mg

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    10 mg

    $174

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    Product Description

    Tenidap is a COX-1 selective non-steroidal anti-inflammatory drug (IC50s = <0.03, 1.2, and >30 µM for COX-1, COX-2, and 5-lipoxygenase (5-LO), respectively).1 It has anti-inflammatory and antirheumatic properties.1,2 In vitro, it inhibits prostaglandin D2 (PGD2), leukotriene B4 (LTB4), and prostaglandin E2 (PGE2) synthesis (IC50s = 0.02, 18, and 32 µM, respectively).3,4 Tenidap also reversibly and dose-dependently activates hKir2.3 channels in CHO cells (EC50 = 402 nM) and inhibits fatty acid amide hydrolase (FAAH) activity.5,6 A formulation containing tenidap was not approved for rheumatoid and osteoarthritis by the FDA due to adverse effects, including bone mineralization loss, as well as liver and kidney toxicity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kirchner, T., Argentieri, D.C., Barbone, A.G., 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. 282, 1094-1101 (1997).

    2. Blackburn, W.D., Jr., Prupas, H.M., Silverfield, J.C., et al. Tenidap in rheumatoid arthritis. A 24-week double-blind comparison with hydroxychloroquine-plus-piroxicam, and piroxicam alone. Arthritis Rheum. 38(10), 1447-1456 (1995).

    3. Moilanen, E., Alanko, J., Asmawi, M.Z., et al. CP-66,248, a new anti-inflammatory agent, is a potent inhibitor of leukotriene B4 and prostanoid synthesis in human polymorphonuclear leucocytes in vitro. Eicosanoids 1(1), (1988).

    4. Moore, P.F., Larson, D.L., Otterness, I.G., et al. Tenidap, a structurally novel drug for the treatment of arthritis: antiinflammatory and analgesic properties. Inflamm. Res. 45(2), 54-61 (1996).

    5. Liu, Y., Liu, D., Printzenhoff, D., et al. Tenidap, a novel anti-inflammatory agent, is an opener of the inwardly rectifying K+ channel hKir2.3. Eur. J. Pharmacol. 435(2-3), 153-160 (2002).

    6. Bertolacci, L., Romeo, E., Veronesi, M., et al. A binding site for nonsteroidal anti-inflammatory drugs in fatty acid amide hydrolase. J. Am. Chem. Soc. 135(1), 22-25 (2013).