Phenylbutazone |
Last updated: 18/05/2024 |
(Also known as: bute; chembutazone ; butazolidine) |
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A non-steroidal anti-inflammatory drug (NSAID) with veterinary applications | |
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Current | |
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circa mid-1950s, introduced | |
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Used for the treatment of chronic pain, including the symptoms of arthritis and other musculoskeletal disorders | |
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Horses; Dogs; Cats |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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C₁₉H₂₀N₂O₂ | |
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CCCCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3 | |
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No data | |
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VYMDGNCVAMGZFE-UHFFFAOYSA-N | |
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InChI=1S/C19H20N2O2/c1-2-3-14-17-18(22)20(15-10-6-4-7-11-15)21(19(17)23)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3 | |
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Yes |
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Common Name | Relationship | Link |
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phenylbutazone | - |
General status |
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Analgesic, Anti-inflammatory | |
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Phenylhydrazine | |
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Synthetic | |
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Binds to and inactivates prostaglandin H synthase and prostacyclin synthase through peroxide (H2O2) mediated deactivation. The reduced production of prostaglandin leads to reduced inflammation of the surrounding tissues. | |
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[Prostaglandin G/H synthase 2, Antagonist], [Prostacyclin synthase, Antagonist], [Prostaglandin G/H synthase 1, Antagonist] | |
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50-33-9 | |
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200-029-0 | |
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Musculo-skeletal system: Anti-inflammatory and antirheumatic products, Topical products for joint and muscular pain | |
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QM01AA01; QM02AA01 | |
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No | |
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308.37 | |
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4-butyl-1,2-diphenyl-pyrazolidine-3,5-dione | |
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3,5-dioxo-1,2-diphenyl-4-N-butylpyrazolidine | |
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Powdery solid |
Formulations |
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Butagran Equi Oral Powder | Dopharma Research B.V. | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
Butaleve Oral Powder | Dechra Ltd | UK National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Phenylbentazone Tablets | Ayrton Saunders Ltd | GB National authorisation (IC) | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Equipalazone Oral Paste | Dechra Ltd | UK National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
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Currently available as solutions for injection and various formulations such as powders, tablets and pstes for oral use |
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47.5 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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105 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
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3.16 X 1004 | Calculated | - | |||||||
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4.5 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
High | ||||||||
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4.5 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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3.95 X 10-05 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
Low volatility | ||||||||
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In methanol: 239.5nm | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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Degradation |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Soil adsorption and mobility |
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Fate indices |
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Known soil and groundwater metabolites |
None
Other known metabolites |
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4-butyl-1-(4-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione | oxyphenbutazone | - | - |
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Terrestrial ecotoxicology |
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245 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
Moderate | ||||||||
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Aquatic ecotoxicology |
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> 100 | Q3 Q = Miscellaneous data from online sources Danio rerio3 = Unverified data of known source |
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General |
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High (class III) | - | - | ||||||||
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245 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
Moderate | ||||||||
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Intraperitoneal LD₅₀ = 142 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Intramuscular LD₅₀ = 220 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Metabolised in the liver and excreted in the urine | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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May cause stomach irritation and vomiting |
Handling issues |
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IMDG Transport Hazard Class 6.1 | |||
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Not listed (Not listed) | |||
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UN2811 | |||
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Packaging Group III (minor danger) | |||
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phenylbutazone | ||
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Phenylbutazon | ||
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fenilbutazona | ||
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Record last updated: | 18/05/2024 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |