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Phenylbutazone

Abstract Chemical Property Mechanism of action Pharmacokinetic Study Attention and Taboo Preparation Acute toxicity Flammability hazard properties Storage characteristics Extinguishing agent References
Phenylbutazone
Phenylbutazone
CAS No.
50-33-9
Chemical Name:
Phenylbutazone
Synonyms
PBZ;Bute;Azdid;Butoz;Buzon;Kadol;Reudo;Uzone;A 7514;Azolid
CBNumber:
CB0370134
Molecular Formula:
C19H20N2O2
Formula Weight:
308.37
MOL File:
50-33-9.mol

Phenylbutazone Properties

Melting point:
104-107 °C
storage temp. 
-20°C Freezer
form 
Powder
pka
4.5(at 25℃)
color 
White to almost white
Water Solubility 
<0.1 g/100 mL at 23.5 ºC
Merck 
14,7277
BRN 
290080
Stability:
Stable. Incompatible with strong oxidizing agents, strong acids, strong bases.
InChIKey
VYMDGNCVAMGZFE-UHFFFAOYSA-N
CAS DataBase Reference
50-33-9(CAS DataBase Reference)
NIST Chemistry Reference
Phenylbutazone(50-33-9)
EPA Substance Registry System
3,5-Pyrazolidinedione, 4-butyl-1,2-diphenyl-(50-33-9)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xn,T,F
Risk Statements  36/37/38-20/21/22-42/43-45-36-11
Safety Statements  36/37/39-26-45-22-53-36/37-16
RIDADR  3249
RTECS  UQ8225000
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
Hazardous Substances Data 50-33-9(Hazardous Substances Data)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H312 Harmful in contact with skin Acute toxicity,dermal Category 4 Warning P280,P302+P352, P312, P322, P363,P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H332 Harmful if inhaled Acute toxicity,inhalation Category 4 Warning P261, P271, P304+P340, P312
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H361 Suspected of damaging fertility or the unborn child Reproductive toxicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P309 IF exposed or if you feel unwell:
P310 Immediately call a POISON CENTER or doctor/physician.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405 Store locked up.
P501 Dispose of contents/container to..…

Phenylbutazone price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 79184 Phenylbutazone analytical standard 50-33-9 50mg $44.9 2017-11-08 Buy
Sigma-Aldrich 1531007 Phenylbutazone United States Pharmacopeia (USP) Reference Standard 50-33-9 250mg $348.4 2017-11-08 Buy
TCI Chemical P1686 Phenylbutazone >98.0%(HPLC)(T) 50-33-9 25g $27 2017-11-08 Buy
TCI Chemical P1686 Phenylbutazone >98.0%(HPLC)(T) 50-33-9 500g $220 2017-11-08 Buy
Alfa Aesar L03449 Phenylbutazone, 98% 50-33-9 25g $40.7 2017-11-08 Buy

Phenylbutazone Chemical Properties,Uses,Production

Abstract

Phenylbutazone, often referred to as "bute,"is a nonsteroidal  anti-inflammatory, antipyretic, and analgesic drug (NSAID) for the short-term treatment of pain and fever results from rheumatoid arthritis, ankylosing spondylitis, gouty arthritis, and osteoarthritis.
Phenylbutazone has been removed from the United States market due to the availability of newer drugs with less adverse effects. Phenylbutazone is a nonsteroidal anti-inflammatory drug (NSAID) effective in treating fever, pain, and inflammation in the body. As a group, NSAIDs are non-narcotic relievers of mild to moderate pain of many causes, including injury, menstrual cramps, arthritis and other musculoskeletal conditions.

Chemical Property

It is soluble in acetone, chloroform or benzene freely; soluble in ethanol or ether; hardly soluble in water; soluble in sodium hydroxide solution.

Mechanism of action

Recent studies have found that the generating mechanism from phenylbutazone anti-inflammatory, analgesic and anti-rheumatic effect is not due to pituitary-adrenal excitement may be due to drugs that inhibit the generation of inflammatory tissue inflammation related active substances, such as synthesis of prostaglandins, white blood cells activities and transfer, release and activity of lysosomal enzymes; pain may also inhibit prostaglandin synthesis results.

Pharmacokinetic Study

Oral absorption effect is quickly and completely, reached the peak plasma concentration after about 2 hours. Plasma protein binding rate is 98%. The apparent volume of distribution is 0.12L/kg, such as increasing the dose, volume of distribution has also increased, but the blood concentration does not increase. Therefore, when using repeatedly, the steady-state plasma concentration does not increase linearly. The half-life is 56 to 86 hours. It can cross the placenta into the milk. This product is metabolized by the liver, metabolites is hydroxy phenylbutazone and γ-hydroxy phenylbutazone, still active, The final metabolites are excreted in urine and a small amount of bile is excreted through the urine.

Attention and Taboo

The side effects of phenylbutazone incidence rate is about 10%~20%, gastrointestinal irritation can cause nausea, vomiting, abdominal pain, constipation, overdose can cause peptic ulcer, blood in the stool. Damages also occur in other systems, such as rash, dizziness, hematuria, hepatitis, etc. Inhibit the bone marrow caused by neutropenia, or even aplastic anemia, such as the timely withdrawal is more recoverable and therefore should be ground check blood, no effect by 1 week, should not be reused. And double coumarin anticoagulants, sulfonamides, tolbutamide hypoglycemic drugs, increase the plasma concentration, toxicity increases. Sodium, chlorine retention effect, hypertension, edema, heart failure patients cannot use it and limit salt intake during the treatment. Patients with weak liver, osteoporosis, and kidney as well as drug allergy history are contraindicated or appropriate caution.

Preparation

Cyclization reaction of hydrogenated azobenzene and diethylmalonic acid diethyl: hydrazobenzene, butyl diethyl malonate, sodium sulfite and methanol are heated with severe reflux 1.5h, born in Bute salt, acidified with acetic acid to give Bute.

Acute toxicity

oral-rat LD50: 245 mg/kg; Oral-Mouse LD50: 270 mg/kg
Irritation Data: Eye – rabbit, 100 mg, moderate

Flammability hazard properties

thermal decomposition emitted poisonous nitrogen oxides fumes

Storage characteristics

Treasury ventilation low-temperature drying; and food raw materials stored separately

Extinguishing agent

Water, carbon dioxide, dry powder, foam

References

https://en.wikipedia.org/wiki/Phenylbutazone
https://pubchem.ncbi.nlm.nih.gov/compound/phenylbutazone#section=Top
http://www.medicinenet.com/phenylbutazone/article.htm

Chemical Properties

Off-Whtie Solid

Uses

For the treatment of backache and ankylosing spondylitis

Uses

An inhibitor of Cox.

Uses

A non-steroidal anti-inflammatory compound. An inhibitor of cyclooxygenase that is also a substrate for peroxidation by cyclooxygenase

Uses

Phenylbutazone, a nonsteroidal anti-inflammatory drug, is an efficient reducing cofactor for the peroxidase activity of COX. Phenylbutazone-dependent inactivation of COX and prostacyclin synthase is markedly increased in the presence of 100 μM hydrogen peroxide with half-maximal effects at Phenylbutazone concentrations of 100 and 25 μM for COX and prostacyclin synthase, respectively.

General Description

Odorless white or off-white crystalline powder. Tasteless at first, but slightly bitter aftertaste. pH (aqueous solution) 8.2.

Air & Water Reactions

Phenylbutazone is relatively stable at ambient temperatures. Aqueous decomposition of Phenylbutazone occurs by hydrolysis and oxidation. Insoluble in water.

Reactivity Profile

Phenylbutazone is incompatible with strong oxidizers, strong acids and strong bases. .

Fire Hazard

Flash point data for Phenylbutazone are not available; however, Phenylbutazone is probably combustible.

Phenylbutazone Preparation Products And Raw materials

Raw materials

Preparation Products


Phenylbutazone Suppliers

Global( 219)Suppliers
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