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Description: 5-LOX inhibitor; orally bioavailable
Alternative Names: ICI D2138
Chemical Name: N-(1-Benzo[b]thien-2-ylethyl)-N-hydroxyurea
Purity: ≥99% (HPLC)
Biological Activity for Zileuton
Zileuton is an 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). Ferroptosis inhibitor.
Compound Libraries for Zileuton
Zileuton is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.
Technical Data for Zileuton
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Zileuton
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 23.63 | 100 |
Preparing Stock Solutions for Zileuton
The following data is based on the product molecular weight 236.29. Batch specific molecular weights may vary from batch to batch due to the degree 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 for Zileuton
References for Zileuton
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 zil. 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
Xie et al (2016) Ferroptosis: process and function. Cell Death Differ. 23 269 PMID: 26794443
If you know of a relevant reference for Zileuton, please let us know.
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Keywords: Zileuton, Zileuton supplier, Orally, active, 5-LOX, inhibitors, inhibits, Lipoxygenase, Oxygenases, Oxidases, ICID2138, ferroptosis, ICI, D2138, Ferroptosis, 3308, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Zileuton, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov
7 Citations for Zileuton
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
Li et al (2018) Activation of Glutathione Peroxidase 4 as a Novel Anti-inflammatory Strategy. Front Pharmacol 9 1120 PMID: 30337875
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
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
Oguh-Olayinka et al (2019) The Investigation of Lipoxygenases as Therapeutic Targets in Malignant Pleural Mesothelioma. Pathol Oncol Res PMID: 30941737
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 Ins resistance in mice. Diabetes 61 2311 PMID: 22688342
Do you know of a great paper that uses Zileuton from Tocris? Please let us know.
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