Zileuton

Cat. No. 3308

Zileuton C11H12N2O2S [111406-87-2]

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Alternative Name: ICI D2138

Chemical Name: N-(1-Benzo[b]thien-2-ylethyl)-N-hydroxyurea

Biological Activity

Orally active 5-lipoxygenase (5-LOX) inhibitor that inhibits LTB4 synthesis (IC50 values are 0.56, 2.3 and 2.6 μM in dog, rat and human blood respectively). Inhibits antigen-induced contraction of tracheal strips in vitro (IC50 = 6 μM) and exhibits antiasthmatic activity in vivo. Also weakly inhibits CYP1A2 (Ki = 66 - 98 μM).

Technical Data

M.Wt:
236.29
Formula:
C11H12N2O2S
Solubility:
Soluble to 100 mM in DMSO
Purity:
>99 %
Storage:
Store at +4°C
CAS No:
111406-87-2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Lu et al (2003) Mechanism-based inhibition of human liver microsomal cytochrome P450 1A2 by zileuton, a 5-lipoxygenase inhibitor. Drug Metab.Dispos. 31 1352. PMID: 14570767.

Malo et al (1994) The 5-lipoxygenase inhibitory activity of zileuton in in vitro and in vivo models of antigen-induced airway anaphylaxis. Pulm.Pharmacol. 7 73. PMID: 8081074.

McMillan et al (1992) Pre-clinical pharmacology of ICI D2138, a potent orally-active non-redox inhibitor of 5-lipoxygenase. Br.J.Pharmacol. 107 1042. PMID: 1334748.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Zileuton include:

Sharma-Walia et al (2014) The Kaposi's sarcoma-associated herpesvirus (KSHV)-induced 5-lipoxygenase-leukotriene B4 cascade plays key roles in KSHV latency, monocyte recruitment, and lipogenesis. J Virol 88 2131. PMID: 24335295.

Gregus et al (2012) Spinal 12-lipoxygenase-derived hepoxilin A3 contributes to inflammatory hyperalgesia via activation of TRPV1 and TRPA1 receptors. Proc Natl Acad Sci U S A 109 6721. PMID: 22493235.

Mothe-Satney et al (2012) Adipocytes secrete leukotrienes: contribution to obesity-associated inflammation and insulin resistance in mice. Diabetes 61 2311. PMID: 22688342.

Jiang et al (2011) Natural forms of vitamin E and 13'-carboxychromanol, a long-chain vitamin E metabolite, inhibit leukotriene generation from stimulated neutrophils by blocking calcium influx and suppressing 5-lipoxygenase activity, respectively. J Immunol 186 1173. PMID: 21169551.

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Keywords: Zileuton, supplier, Orally, active, 5-LOX, inhibitors, inhibits, Lipoxygenase, Oxygenases, Oxidases, ICID2138, 5-LOX, Tocris Bioscience, Lipoxygenase Inhibitor products

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