P8386
Phenylbutazone
synthetic (organic), ≥98% (HPLC), NSAID and COX inhibitor, powder
동의어(들):
4-Butyl-1,2-diphenyl-3,5-pyrazolidinedione
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크기 선택
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C19H20N2O2
CAS 번호:
Molecular Weight:
308.37
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-029-0
MDL number:
제품 이름
Phenylbutazone,
biological source
synthetic (organic)
Quality Level
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)
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.
signalword
Danger
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
저장 등급
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
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Phenylbutazone induces expression of MBNL1 and suppresses formation of MBNL1-CUG RNA foci in a mouse model of myotonic dystrophy
Chen G, et al.
Scientific Reports, 6, 25317-25317 (2016)
Amit Verma et al.
European journal of medicinal chemistry, 43(5), 897-905 (2007-09-18)
The broad and potent activity of 4-thiazolidinones has established it as one of the biologically important scaffolds. This article is an effort to highlight the importance of the 4-thiazolidinones in the present context and promise they hold for the future.
Phenylbutazone purity challenge
McRae G, et al.
Analytical and Bioanalytical Chemistry, 408(12), 3051-3053 (2016)