Zileuton

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Cat.No. 3308 - Zileuton | C11H12N2O2S | CAS No. 111406-87-2
Description: 5-LOX inhibitor; orally bioavailable
Alternative Names: ICI D2138
Chemical Name: N-(1-Benzo[b]thien-2-ylethyl)-N-hydroxyurea
Purity: ≥99% (HPLC)
Datasheet
Citations (5)
Reviews
Literature

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).

Compound Libraries

Zileuton is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 236.29
Formula C11H12N2O2S
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 111406-87-2
PubChem ID 60490
InChI Key MWLSOWXNZPKENC-UHFFFAOYSA-N
Smiles CC(N(O)C(N)=O)C2=CC1=CC=CC=C1S2

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.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 23.63 100

Preparing Stock Solutions

The following data is based on the product molecular weight 236.29. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.23 mL 21.16 mL 42.32 mL
5 mM 0.85 mL 4.23 mL 8.46 mL
10 mM 0.42 mL 2.12 mL 4.23 mL
50 mM 0.08 mL 0.42 mL 0.85 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the biological activity of the product.

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

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

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


If you know of a relevant reference for Zileuton, please let us know.

View Related Products by Product Action

View all Lipoxygenase Inhibitors

Keywords: Zileuton, Zileuton supplier, Orally, active, 5-LOX, inhibitors, inhibits, Lipoxygenase, Oxygenases, Oxidases, ICID2138, ferroptosis, ICI, D2138, Ferroptosis, 3308, Tocris Bioscience

5 Citations for Zileuton

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

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

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

Chang et al (2013) The role of cyclooxygenase-derived oxidative stress in surgically induced lymphedema in a mouse tail model. Pharm Biol 51 573 PMID: 23373707

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


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Literature in this Area

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