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Merck

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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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C19H20N2O2
CAS 번호:
50-33-9
Molecular Weight:
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
Quality level:
200

주요 문서

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제품 이름

Phenylbutazone,

biological source

synthetic (organic)

Quality Level

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)

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관련 카테고리

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.

pictograms

Skull and crossbones
GHS06

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

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시험 성적서(COA)

Lot/Batch Number
077K1624
124K1625
110H0632
105H0266
102F0468

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문서 라이브러리 방문

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)
J H Foreman et al.
Equine veterinary journal. Supplement, (38)(38), 601-605 (2011-05-27)
Objective blinded efficacy data during exercise are lacking on the use of single-dose i.v. nonsteroidal anti-inflammatory drugs (NSAIDs) before, during and after exercise. Single i.v. doses of either phenylbutazone (PBZ) or flunixin meglumine (FM) would prove more efficacious than negative
J H Foreman et al.
Equine veterinary journal. Supplement, (40)(40), 12-17 (2011-12-07)
Using an adjustable heart bar shoe model of foot pain, the objective of this study was to test the hypothesis that the combined use of phenylbutazone (PBZ) and flunixin meglumine (FM) would prove more efficacious in alleviating lameness than either
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