P8386

Phenylbutazone

• Synonyma: 4-Butyl-1,2-diphenyl-3,5-pyrazolidinedione
• Empirický vzorec (Hillův zápis): C₁₉H₂₀N₂O₂
• Číslo CAS: 50-33-9
• Molekulová hmotnost: 308.37
• EC Number: 200-029-0
• MDL number: MFCD00005500
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277729
• NACRES: NA.77

Vlastnosti

• biological source: synthetic (organic)
• assay: ≥98% (HPLC)
• form: powder
• mp: 106-108 °C (lit.)
• solubility: ethanol: 50 mg/mL, clear, colorless to light yellow
• SMILES string: CCCCC1C(=O)N(N(C1=O)c2ccccc2)c3ccccc3
• 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
• InChI key: VYMDGNCVAMGZFE-UHFFFAOYSA-N
• Gene Information: human ... CYP2C9(1559) , PTGIS(5740) , PTGS1(5742) , PTGS2(5743)

Popis

Application

Phenylbutazone has been used:

• as a hepatotoxin in transgenic zebrafish line (LiPan) hepatotoxin assay
• as a standard in high-performance liquid chromatography-ultraviolet (HPLC-UV) method
• as an anti-inflammatory compound in hen′s egg chorioallantoic membrane test (HET-CAM assay)

Biochem/physiol Actions

Phenylbutazone is a hepatotoxin and binds to plasma proteins. It is used to treat inflammation in horse. Phenylbutazone has potential to treat ankylosing spondylitis. It has therapeutic potential to treat myotonic dystrophy type 1 (DM1) by inducing muscle blind-like protein 1 (MBNL1) expression. It also favors the expression of muscle chloride channel in skeletal muscles.

Substrates

Non-steroidal anti-inflammatory compound; inhibitor of cyclooxygenase that is also a substrate for peroxidation by cyclooxygenase.

Bezpečnostní informace

• pictograms: GHS06
• signalword: Danger
• hcodes: H301,H312 + H332,H315,H319,H335
• pcodes: P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves