CAS Number111406-87-2
SynonymsLeutml; MFCD00866097; N-hydroxy-N-{1-(benzo[b]thien-2-yl)ethyl}urea; Zyflo; 1-[1-(1-Benzothiophen-2-yl)ethyl]-1-hydroxyurea; 1-(1-(Benzo[b]thiophen-2-yl)ethyl)-1-hydroxyurea; 1-(1-benzo[b]thien-2-ylethyl)-1-hydroxyurea; Leutrol; Zileuton; Zyfl
Molecular FormulaC11H12N2O2S
Molecular Weight236.29
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point449.4±47.0 °C at 760 mmHg
Melting Point157-158°C
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 111406-87-2 |
| Catalog No. | 2A-9012989 |
| Chinese Name | 齐留通 |
| Synonyms | Leutml; MFCD00866097; N-hydroxy-N-{1-(benzo[b]thien-2-yl)ethyl}urea; Zyflo; 1-[1-(1-Benzothiophen-2-yl)ethyl]-1-hydroxyurea; 1-(1-(Benzo[b]thiophen-2-yl)ethyl)-1-hydroxyurea; 1-(1-benzo[b]thien-2-ylethyl)-1-hydroxyurea; Leutrol; Zileuton; Zyfl |
| Molecular Formula | C11H12N2O2S |
| Molecular Weight | 236.29 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 449.4±47.0 °C at 760 mmHg |
| Melting Point | 157-158°C |
| Appearance | powder |
| Storage Condition | Store at +4°C |
| Application | Zileuton is a potent, selective 5-lipoxygenase inhibitor with anti-asthma properties. |
| HTC | 2934999090 |
| PubChem ID | 329831613 |
| MDL Number | MFCD00866097 |
| SMILES | CC(N(O)C(N)=O)c1cc2ccccc2s1 |
| InChI | 1S/C11H12N2O2S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)16-10/h2-7,15H,1H3,(H2,12,14) |
| InChI Key | MWLSOWXNZPKENC-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/12989_1_111406_87_2.pdf |
| Bioactivity | Zileuton is a potent and selective inhibitor of 5-lipoxygenase with antiasthmatic properties. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> 5-Lipoxygenase Research Areas >> Inflammation/Immunology In Vitro In anti-CD3-treated cells, IL-2 decreases in zileuton-treated and untreated cells with increasing incubation time. Zileuton likely reduces IL-2 levels by inhibiting 5-lipoxygenase, hence leukotriene B4 production, an IL-2 inducer[2]. In Vivo In zileuton (5 mg/kg, p.o.) treated I/R rat, the effect of zileuton to decrease NF-κB expression does not change significantly in the presence of COX inhibitors, and the group reveals significantly lower level of NF-κB staining. Zileuton (5 mg/kg, p.o.) treatment given to I/R rats decreases apoptotic index significantly. Zileuton has no significant effect on increased serum TNF-α levels in I/R group[1]. Zileuton (1,200 mg/kg) inhibits the polyp formation in APCΔ468 colon and small intestine. Zileuton treatment inhibits the proliferation rates of non epithelial cells in polyps, and increases the apoptosis rates in polyps in rat. There is significant increase in the number of apoptotic cells in the Zileuton-treated cells both in small intestine and in the colon. The reduced proliferation rate may significantly contribute to the reduction of polyposis in both the small intestine and colon of Zileuton-fed APCΔ468 mice[3]. Animal Admin Rats: Rats are randomized into 6 groups (n=12 per group): sham I/R group, I/R group, zileuton+I/R group, zileuton+indomethacin+I/R group, zileuton+ketorolac+I/R group, and zileuton+nimesulide+I/R group. 5-LOX inhibitor zileuton (5 mg/kg, orally twice daily) is given alone or with non-selective COX inhibitor indomethacin (5 mg/kg, intraperitoneally), selective COX-1 inhibitor ketorolac (10 mg/kg, orally) or selective COX-2 inhibitor nimesulide (10 mg/kg, subcutaneously). COX inhibitors are given 15 minutes before zileuton administration. All drugs are given for 3 days prior to I/R or sham I/R procedure. Dose of zileuton (5 mg/kg, twice daily) is used in this study. Rats in sham I/R group receive the vehicle of zileuton orally. Zileuton is dissolved in dimethyl sulfoxide (DMSO) and further dilutions are made using saline to achieve a final DMSO concentration of 1%. References [1]. Abueid L, et al. Inhibition of 5-lipoxygenase by zileuton in a rat model of myocardial infarction. Anatol J Cardiol. 2016 Nov 10 [2]. Kuvibidila S, et al. Hydroxyurea and Zileuton Differentially Modulate Cell Proliferation and Interleukin-2 Secretion by Murine Spleen Cells: Possible Implication on the Immune Function and Risk of Pain Crisis in Patients with Sickle Cell Disease. Ochsner [3]. Gounaris E, et al. Zileuton, 5-lipoxygenase inhibitor, acts as a chemopreventive agent in intestinal polyposis, by modulating polyp and systemic inflammation. PLoS One. 2015 Mar 6;10(3):e0121402 Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 449.4±47.0 °C at 760 mmHg Melting Point 157-158°C Molecular Formula C11H12N2O2S Molecular Weight 236.290 Flash Point 225.6±29.3 °C Exact Mass 236.061951 PSA 94.80000 LogP 3.74 Vapour Pressure 0.0±1.2 mmHg at 25°C Index of Refraction 1.704 InChIKey MWLSOWXNZPKENC-UHFFFAOYSA-N SMILES CC(c1cc2ccccc2s1)N(O)C(N)=O Storage condition Store at +4°C |
| Use of | Zileuton is a potent and selective inhibitor of 5-lipoxygenase with antiasthmatic properties. Properties Name zileuton Synonym More Synonyms Zileuton Biological Activity Description Zileuton is a potent and selective inhibitor of 5-lipoxygenase with antiasthmatic properties. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> 5-Lipoxygenase Research Areas >> Inflammation/Immunology References [1]. Abueid L, et al. Inhibition of 5-lipoxygenase by zileuton in a rat model of myocardial infarction. Anatol J Cardiol. 2016 Nov 10 [2]. Kuvibidila S, et al. Hydroxyurea and Zileuton Differentially Modulate Cell Proliferation and Interleukin-2 Secretion by Murine Spleen Cells: Possible Implication on the Immune Function and Risk of Pain Crisis in Patients with Sickle Cell Disease. Ochsner [3]. Gounaris E, et al. Zileuton, 5-lipoxygenase inhibitor, acts as a chemopreventive agent in intestinal polyposis, by modulating polyp and systemic inflammation. PLoS One. 2015 Mar 6;10(3):e0121402 Chemical & Physical Properties Molecular Formula C11H12N2O2S Exact Mass 236.061951 PSA 94.80000 Index of Refraction 1.704 InChIKey MWLSOWXNZPKENC-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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