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P8386

Phenylbutazone

Name: Phenylbutazone
Brand: SIGMA

synthetic (organic), ≥98% (HPLC), NSAID and COX inhibitor, powder

Synonyme(s) :

4-Butyl-1,2-diphenyl-3,5-pyrazolidinedione

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A propos de cet article

Formule empirique (notation de Hill) :

C₁₉H₂₀N₂O₂

Numéro CAS:

50-33-9

Poids moléculaire :

308.37

NACRES:

NA.77

PubChem Substance ID:

24277729

UNSPSC Code:

12352200

EC Number:

200-029-0

MDL number:

MFCD00005500

Assay:

≥98% (HPLC)

Form:

powder

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Propriétés

Nom du produit

Phenylbutazone,

biological source

synthetic (organic)

Quality Segment

200

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)

Description

General description

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

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.

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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

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c