Structure of Zileuton
CAS No.: 111406-87-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Zileuton is a reversible 5-lipoxygenase inhibitor with IC50 value of 0.5 µM in rat basophilic leukemia-1 (RBL-1) cells. It also potently inhibited leukotriene B4 production with an IC50 value of 0.6 µM in purified human peripheral blood polymorphonuclear leukocytes (PMNL).
Synonyms: A 64077; Abbott 64077
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| CAS No. : | 111406-87-2 |
| Formula : | C11H12N2O2S |
| M.W : | 236.29 |
| SMILES Code : | CC(N(O)C(N)=O)C1=CC2=CC=CC=C2S1 |
| Synonyms : |
A 64077; Abbott 64077
|
| MDL No. : | MFCD00866097 |
| InChI Key : | MWLSOWXNZPKENC-UHFFFAOYSA-N |
| Pubchem ID : | 60490 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302-H319-H351-H361 |
| Precautionary Statements: | P305+P351+P338 |
| Target |
|
In Vitro:
|
Cell Line
|
Concentration | Treated Time | Description | References |
| HUVECs | 1–50 µM | 1 hour | Zileuton significantly inhibited VEGF-induced proliferation of HUVECs, as confirmed by MTT assay and BrdU incorporation assay. | Cells. 2019 Sep 30;8(10):1182. |
| Mouse peritoneal macrophages | 1-100 µM | 24 hours | Zileuton significantly reduced PGE2 and 6-keto PGF1α levels, with an IC50 of 5.79 µM. | Br J Pharmacol. 2010 Oct;161(3):555-70. |
| J774 macrophages | 1-100 µM | 24 hours | Zileuton significantly inhibited PGE2 production, with an IC50 of 1.94 µM. | Br J Pharmacol. 2010 Oct;161(3):555-70. |
| Human whole blood | 1-100 µM | 24 hours | Zileuton significantly inhibited COX-2-dependent PGE2 production, with an IC50 of 12.9 µM. | Br J Pharmacol. 2010 Oct;161(3):555-70. |
| BV-2 cells | 5, 10, 15, 20 µM | 24 hours | To investigate the effect of Zileuton on BV-2 cell viability, results showed that Zileuton at high concentrations (20 µM) could inhibit the over-proliferation of BV-2 cells. | Int J Mol Sci. 2022 Apr 28;23(9):4910. |
| Human dermal fibroblasts (HDFs) | 0, 5, 10, 20 µM | 24 hours | Zileuton treatment significantly reduced 5-LO and SASP levels and inhibited the expression of senescence markers. | Int J Mol Sci. 2022 Jul 29;23(15):8390. |
In Vivo:
|
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
| Rats | Carrageenan-induced pleurisy | Intraperitoneal injection | 10 mg/kg | Single dose, lasting 4 hours | Zileuton significantly reduced the levels of LTB4, PGE2, and 6-keto PGF1α in pleural exudates and attenuated the inflammatory response. | Br J Pharmacol. 2010 Oct;161(3):555-70. |
| SKH-1 mice | Radiation-induced cutaneous ulcer model | Topical application | 200 μM | Daily until the day of euthanasia | Zileuton treatment significantly inhibited 5-LO expression and inflammatory cell infiltration, promoting the healing of radiation ulcers. | Int J Mol Sci. 2022 Jul 29;23(15):8390. |
| Sprague Dawley rats | Asthma model | Oral gavage | 30 mg/kg | Once daily for 15 days | To evaluate gender differences in the pharmacokinetics of zileuton in a rat model. Results showed that female rats exhibited higher plasma concentrations of zileuton compared to male rats across all forms of zileuton (API, PM, and NfZ). | Int J Pharm X. 2024 May 4;7:100254 |
| Wistar albino rats | PCOS model | Oral | 5 mg/kg | Twice daily for 15 days | Zileuton significantly alleviated inflammation, apoptosis, and ferroptosis in the PCOS rat model, and improved oxidative stress and hormonal levels | Redox Rep. 2025 Dec;30(1):2445398 |
| C57BL/6J mice | Matrigel plug model | Subcutaneous injection | 50 µM | Once daily for 7 days | Zileuton significantly inhibited VEGF-induced angiogenesis in vivo, as confirmed by Matrigel plug assay and hemoglobin content measurement. | Cells. 2019 Sep 30;8(10):1182. |
| CD1 mice | Spinal cord injury model | Oral | 50 mg/kg | 1 hour and 6 hours after injury, daily for 10 days | To evaluate the effect of Zileuton on inflammation and tissue injury after spinal cord injury. Results showed that Zileuton significantly reduced spinal cord inflammation and tissue injury, and improved the recovery of motor function. | Br J Pharmacol. 2008 Feb;153(3):568-82 |
Clinical Trial:
| NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
| NCT00595114 | - | Completed | - | United States, Massachusetts ... More >> Brigham and Women's Hospital Boston, Massachusetts, United States, 02115 Less << | |
| NCT00595114 | - | Completed | - | - | |
| NCT01125748 | - | Completed | - | - | |
| NCT00467831 | Hermansky-Pudlak Syndrome (HPS... More >>) Pulmonary Fibrosis Oculocutaneous Albinism Platelet Storage Pool Deficiency Metabolic Disease Less << | Phase 1 Phase 2 | Terminated(insufficient enroll... More >>ment) Less << | - | United States, Maryland ... More >> National Institutes of Health Clinical Center, 9000 Rockville Pike Bethesda, Maryland, United States, 20892 Less << |
| NCT01125748 | Allergic Asthma | Phase 4 | Completed | - | - |
| NCT00467831 | - | Terminated(insufficient enroll... More >>ment) Less << | - | - | |
| NCT00723021 | - | Completed | - | - | |
| NCT01805687 | Asthma | Phase 4 | Completed | - | United States, Massachusetts ... More >> Northeast Medical Research Associates North Dartmouth, Massachusetts, United States, 02747 Less << |
| NCT00723021 | Asthma | Phase 2 | Completed | - | United States, Maryland ... More >> Pfizer Investigational Site Baltimore, Maryland, United States, 21225 United States, Massachusetts Pfizer Investigational Site North Dartmouth, Massachusetts, United States, 02747 United States, Michigan Pfizer Investigational Site Kalamazoo, Michigan, United States, 49007 United States, Nebraska Pfizer Investigational Site Omaha, Nebraska, United States, 68131 Less << |
| NCT00070486 | Lung Cancer | Phase 2 | Completed | - | - |
| NCT01174056 | Lung Inflammation | Early Phase 1 | Completed | - | United States, Missouri ... More >> Washington University / Barnes Jewish Hospital St. Louis, Missouri, United States, 63110 Less << |
| NCT01805687 | - | Completed | - | - | |
| NCT00299065 | Asthma | Phase 1 Phase 2 | Completed | - | United States, California ... More >> Allergy & Asthma Specialist Medical Group Huntington Beach, California, United States, 92647 Allergy and Asthma Medical Group and Research Center San Diego, California, United States, 92123 United States, Colorado Colorado Allergy and Asthma Centers, PC Englewood, Colorado, United States, 80112 United States, Massachusetts Northeast Medical Research Associates North Dartmouth, Massachusetts, United States, 02747 United States, Minnesota Clinical Research Institute Minneapolis, Minnesota, United States, 55402 United States, Missouri The Clinical Research Center, L.L.C. St. Louis, Missouri, United States, 63141 United States, New Jersey Princeton Center for Clinical Research Skillman, New Jersey, United States, 08558 United States, Ohio Bernstein Clinical Research Center Cincinnati, Ohio, United States, 45231 United States, Oregon Allergy Associates Research Center Portland, Oregon, United States, 97213 United States, Texas Western Sky Medical Research El Paso, Texas, United States, 79902 Less << |
| NCT00056004 | Head and Neck Cancer ... More >> Lung Cancer Less << | Phase 2 | Completed | - | United States, Michigan ... More >> Barbara Ann Karmanos Cancer Institute Detroit, Michigan, United States, 48201-1379 Less << |
| NCT00493974 | Pulmonary Disease, Chronic Obs... More >>tructive Less << | Phase 3 | Terminated(Lack of feasibility... More >> due to low recruitment) Less << | - | United States, Alabama ... More >> University of Alabama Lung Health Center Birmingham, Alabama, United States, 35249 Veteran's Administration Medical Center Birmingham, Alabama, United States, 35294 United States, California LA BioMed at Harbor, University of California Los Angeles, California, United States, 90502 University of California San Francisco-Airway Clinical Research Center San Francisco, California, United States, 94143 United States, Colorado Denver Health Medical Center Denver, Colorado, United States, 80204 National Jewish Medical and Research Center Denver, Colorado, United States, 80206 Veteran's Administration Medical Center Denver, Colorado, United States, 80220 United States, Maryland University of Maryland Hospital Baltimore, Maryland, United States, 21201 United States, Massachusetts Fallon Clinic Boston, Massachusetts, United States, 01605 Brigham and Women's Hospital Boston, Massachusetts, United States, 02115 Veteran's Administration Medical Center Boston, Massachusetts, United States, 02132 United States, Michigan Veteran's Administration Medical Center Ann Arbor, Michigan, United States, 48105 University of Michigan Medical Center Ann Arbor, Michigan, United States, 48109 United States, Minnesota Veteran's Administration Medical Center Minneapolis, Minnesota, United States, 55417 HealthPartners Research Foundation Minneapolis, Minnesota, United States, 55440 Mayo Clinic Rochester, Minnesota, United States, 55905 United States, Pennsylvania Temple University Lung Center Philadelphia, Pennsylvania, United States, 19140 University of Pittsburgh Emphysema Research Center Pittsburgh, Pennsylvania, United States, 15213 Less << |
| NCT00262405 | Idiopathic Pulmonary Fibrosis | Phase 2 | Completed | - | United States, Michigan ... More >> University of Michigan Ann Arbor, Michigan, United States, 48109 Less << |
| NCT00493974 | - | Terminated(Lack of feasibility... More >> due to low recruitment) Less << | - | - | |
| NCT01021215 | - | Completed | - | - | |
| NCT00486343 | Asthma | Phase 4 | Terminated(Slower than anticip... More >>ated enrollment) Less << | June 2008 | United States, Massachusetts ... More >> Critical Therapeutics Lexington, Massachusetts, United States, 02421 Less << |
| NCT00575861 | Asthma | Phase 4 | Completed | - | United States, California ... More >> Arthur F Gelb Medical Corporation Lakewood, California, United States, 90712 Less << |
| NCT00098358 | Acne Vulgaris | PHASE2 | UNKNOWN | 2025-05-05 | Therapeutics Clinical Research... More >>, San Diego, California, 92123, United States|MedaPhase, Inc., Newnan, Georgia, 30263, United States|Dermatology Specialists, PSC, Louisville, Kentucky, 40202, United States|Minnesota Clinical Study Center, Fridley, Minnesota, 55432, United States|Academic Dermatology Associates, Albuquerque, New Mexico, 87106, United States|SUNY Downstate Medical Center, Brooklyn, New York, 11203, United States|Dermatology Associates of Rochester, Rochester, New York, 14623, United States|Milton S. Hersey Medical Center, Hersey, Pennsylvania, 17033-0850, United States|Rivergate Dermatology, Goodlettsville, Tennessee, 37072, United States|DermResearch, Inc., Austin, Texas, 78759, United States|J&S Studies, Inc., Bryan, Texas, 77802, United States|Virginia Clinical Research, Inc., Norfolk, Virginia, 23507, United States Less << |
| NCT00534625 | Asthma | Phase 2 | Completed | - | - |
| NCT01136941 | Sickle Cell Disease | PHASE1 | COMPLETED | 2025-04-13 | Cincinnati Children's Hospital... More >> Medical Center, Cincinnati, Ohio, 45229, United States Less << |
| NCT01021215 | Tobacco Use Disorder | Phase 1 Phase 2 | Completed | - | United States, New York ... More >> Weill Cornell Medical College in New York City, Cornell University New York, New York, United States, 10021 United States, Texas MD Anderson Cancer Center - Consortium Lead Organzation Houston, Texas, United States, 77030 Less << |
| NCT01130688 | Chronic Myelogenous Leukemia | PHASE1 | TERMINATED | 2025-12-14 | University of Massachusetts Me... More >>dical School, Worcester, Massachusetts, 01655, United States Less << |
| NCT02047149 | Chronic Myelogenous Leukemia | Phase 1 | Terminated(Low accrual) | - | United States, Massachusetts ... More >> University of Massachusetts Medical School Worcester, Massachusetts, United States, 01655 Less << |
| NCT02348203 | Current Every Day Smoker ... More >> Multiple Pulmonary Nodules Tobacco Smoking Tobacco Use Disorder Less << | Phase 2 | Recruiting | - | United States, Arizona ... More >> The University of Arizona Medical Center-University Campus Recruiting Tucson, Arizona, United States, 85724 Contact: Linda L. Garland 520-626-3434 lgarland@azcc.arizona.edu Principal Investigator: Linda L. Garland United States, California University of California Davis Comprehensive Cancer Center Recruiting Sacramento, California, United States, 95817 Contact: Jun Yan 530-752-5109 junyang@ucdavis.edu Principal Investigator: Jun Yan United States, Massachusetts Boston University School of Medicine Recruiting Boston, Massachusetts, United States, 02118 Contact: Avrum Spira 617-414-6960 aspira@bu.edu Principal Investigator: Avrum Spira Less << |
| Bio Calculators | ||||
| Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
|
1 mM 5 mM 10 mM |
4.23mL 0.85mL 0.42mL |
21.16mL 4.23mL 2.12mL |
42.32mL 8.46mL 4.23mL |
|
Tags: Zileuton | A 64077 | Abbott 64077 | A64077 | A-64077 | Abbott64077 | Abbott 64077 | Abbott-64077 | Lipoxygenase | 5-LOX inhibitor | 5-lipoxygenase inhibitor | antiasthmatic | leukotrienes | inflammation | 111406-87-2
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Response | |
| Code | Phrase |
| P301 | IF SWALLOWED: |
| P304 | IF INHALED: |
| P305 | IF IN EYES: |
| P306 | IF ON CLOTHING: |
| P307 | IF exposed: |
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| P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
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| P342 | If experiencing respiratory symptoms: |
| P350 | Gently wash with plenty of soap and water. |
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| P374 | Fight fire with normal precautions from a reasonable distance. |
| P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
| P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
| P378 | |
| P380 | Evacuate area. |
| P381 | Eliminate all ignition sources if safe to do so. |
| P390 | Absorb spillage to prevent material damage. |
| P391 | Collect spillage. Hazardous to the aquatic environment |
| P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
| P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
| P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
| P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
| P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
| P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
| P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
| P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
| P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
| P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
| P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
| P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
| P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
| P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
| P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
| P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
| P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
| P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
| P370 + P376 | In case of fire: Stop leak if safe to Do so. |
| P370 + P378 | In case of fire: |
| P370 + P380 | In case of fire: Evacuate area. |
| P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
| P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
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Disposal | |
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Physical hazards | |
| Code | Phrase |
| H200 | Unstable explosive |
| H201 | Explosive; mass explosion hazard |
| H202 | Explosive; severe projection hazard |
| H203 | Explosive; fire, blast or projection hazard |
| H204 | Fire or projection hazard |
| H205 | May mass explode in fire |
| H220 | Extremely flammable gas |
| H221 | Flammable gas |
| H222 | Extremely flammable aerosol |
| H223 | Flammable aerosol |
| H224 | Extremely flammable liquid and vapour |
| H225 | Highly flammable liquid and vapour |
| H226 | Flammable liquid and vapour |
| H227 | Combustible liquid |
| H228 | Flammable solid |
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| H230 | May react explosively even in the absence of air |
| H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
| H240 | Heating may cause an explosion |
| H241 | Heating may cause a fire or explosion |
| H242 | Heating may cause a fire |
| H250 | Catches fire spontaneously if exposed to air |
| H251 | Self-heating; may catch fire |
| H252 | Self-heating in large quantities; may catch fire |
| H260 | In contact with water releases flammable gases which may ignite spontaneously |
| H261 | In contact with water releases flammable gas |
| H270 | May cause or intensify fire; oxidizer |
| H271 | May cause fire or explosion; strong oxidizer |
| H272 | May intensify fire; oxidizer |
| H280 | Contains gas under pressure; may explode if heated |
| H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
| H290 | May be corrosive to metals |
Health hazards | |
| Code | Phrase |
| H300 | Fatal if swallowed |
| H301 | Toxic if swallowed |
| H302 | Harmful if swallowed |
| H303 | May be harmful if swallowed |
| H304 | May be fatal if swallowed and enters airways |
| H305 | May be harmful if swallowed and enters airways |
| H310 | Fatal in contact with skin |
| H311 | Toxic in contact with skin |
| H312 | Harmful in contact with skin |
| H313 | May be harmful in contact with skin |
| H314 | Causes severe skin burns and eye damage |
| H315 | Causes skin irritation |
| H316 | Causes mild skin irritation |
| H317 | May cause an allergic skin reaction |
| H318 | Causes serious eye damage |
| H319 | Causes serious eye irritation |
| H320 | Causes eye irritation |
| H330 | Fatal if inhaled |
| H331 | Toxic if inhaled |
| H332 | Harmful if inhaled |
| H333 | May be harmful if inhaled |
| H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
| H335 | May cause respiratory irritation |
| H336 | May cause drowsiness or dizziness |
| H340 | May cause genetic defects |
| H341 | Suspected of causing genetic defects |
| H350 | May cause cancer |
| H351 | Suspected of causing cancer |
| H360 | May damage fertility or the unborn child |
| H361 | Suspected of damaging fertility or the unborn child |
| H361d | Suspected of damaging the unborn child |
| H362 | May cause harm to breast-fed children |
| H370 | Causes damage to organs |
| H371 | May cause damage to organs |
| H372 | Causes damage to organs through prolonged or repeated exposure |
| H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
| Code | Phrase |
| H400 | Very toxic to aquatic life |
| H401 | Toxic to aquatic life |
| H402 | Harmful to aquatic life |
| H410 | Very toxic to aquatic life with long-lasting effects |
| H411 | Toxic to aquatic life with long-lasting effects |
| H412 | Harmful to aquatic life with long-lasting effects |
| H413 | May cause long-lasting harmful effects to aquatic life |
| H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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