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Fenbufen

Product Name
Fenbufen
CAS No.
36330-85-5
Chemical Name
Fenbufen
Synonyms
bufemid;cl82204;napanol;cinopal;Cinopol;enbufen;lederfen;FENBUFEN;Fenbufen CRS;FENBUFENTABLETS
CBNumber
CB2239125
Molecular Formula
C16H14O3
Formula Weight
254.29
MOL File
36330-85-5.mol
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Fenbufen Property

Melting point:
184-187 °C (lit.)
Boiling point:
357.5°C (rough estimate)
Density 
1.1565 (rough estimate)
refractive index 
1.5600 (estimate)
storage temp. 
2-8°C
solubility 
Very slightly soluble in water, slightly soluble in acetone, in ethanol (96 per cent) and in methylene chloride.
pka
pKa 4.3(H2O tunde?ned Iunde?ned) (Uncertain)
Water Solubility 
2.212mg/L(25 ºC)
Merck 
13,3990
EPA Substance Registry System
[1,1'-Biphenyl]-4-butanoic acid, .gamma.-oxo- (36330-85-5)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
28-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
DV1761000
HazardClass 
6.1
PackingGroup 
III
HS Code 
2918300090
Toxicity
LD50 in various strains of mice, rats (mg/kg): 795-1673, 200-720 orally; 506-811, 265-575 i.p. (Bolte)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BP354
Product name
Fenbufen
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$257
Updated
2024/03/01
Sigma-Aldrich
Product number
F8755
Product name
Fenbufen
Purity
analytical standard
Packaging
5g
Price
$110
Updated
2022/05/15
Alfa Aesar
Product number
H60557
Product name
4-(4-Biphenylyl)-4-oxobutyric acid, 96%
Packaging
1g
Price
$45.65
Updated
2024/03/01
Alfa Aesar
Product number
H60557
Product name
4-(4-Biphenylyl)-4-oxobutyric acid, 96%
Packaging
5g
Price
$151.65
Updated
2024/03/01
Cayman Chemical
Product number
28851
Product name
Fenbufen
Packaging
5g
Price
$93
Updated
2024/03/01
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Fenbufen Chemical Properties,Usage,Production

Description

Fenbufen has been found to be an effective, well-tolerated drug for the treatment of rheumatoid arthritis, osteoarthritis, and ankylosing spondylitis. Fenbufen is prepared by the Friedel-Crafts (aluminum chloride – nitrobenzene) acylation of biphenyl with succinic anhydride. The compound is metabolized in humans first to 4-hydroxy-4-biphenylbutyric acid (tmax 2.5 h) then to 4-biphenyl acetic acid (tmax 7.5 h). Both metabolites are more active than fenbufen itself and circulate for several hours (t1/2 10 h). This slow conversion of fenbufen to active metabolites having relatively long plasma half-lives allows for once a day dosing with this agent.

Chemical Properties

White Solid

Originator

Cinopal,Cyanamid,Italy,1976

Uses

Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory

Uses

muscle relaxant (smooth)

Definition

ChEBI: Fenbufen is a member of biphenyls and a 4-oxo monocarboxylic acid. It has a role as a non-steroidal anti-inflammatory drug.

Manufacturing Process

135 g of aluminum chloride is dissolved in 500 ml of nitrobenzene, the solution being held below 10°C by external cooling. A finely ground mixture of 50 g of succinic anhydride and 75 g of biphenyl is added to the stirred solution, the temperature being held below 10°C. It is then held at room temperature for four days. After pouring the reaction mixture into a solution of 150 ml of concentrated hydrochloric acid in 1 liter of ice water, the nitrobenzene is removed by steam distillation. The solid is collected, dissolved in 4 liters of 3% hot sodium carbonate solution, clarified, and reprecipitated by the addition of excess 6N sulfuric acid solution. The crude product is collected, dried, and recrystallized from ethanol to give the pure subject compound, MP 185°C to 187°C.

Therapeutic Function

Antiinflammatory

General Description

Fenbufen belongs to the class of non-steroidal anti-inflammatory drugs, widely used as an antipyretic and analgesic in medical applications. Its mode of action involves the inhibition of cyclooxygenase enzyme and thereby prevents the synthesis of certain prostaglandins.

Trade name

Clincopal (Lederle, Spain), Lederfen (Lederle, UK), Napanol (Lederle, Japan).

Safety Profile

Poison by ingestion,intraperitoneal, and subcutaneous routes. Human systemiceffects by ingestion: cough, sweating, body temperature.An experimental teratogen. Other experimentalreproductive effects. An anti-inflammatory agent. Whenheated to decomposi

Fenbufen Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fenbufen manufacturers

Liaoning Pharmaceutical Innovation Co., Ltd
Product
Fenbufen 36330-85-5
Price
US $100.00-1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-03-06
Hebei Duling International Trade Co. LTD
Product
Fenbufen 36330-85-5
Price
US $45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2023-02-21
Shaanxi Dideu Medichem Co. Ltd
Product
Fenbufen 36330-85-5
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-04-29

36330-85-5, FenbufenRelated Search:


  • FENBUFEN
  • GAMMA-OXO-[1,1'-BIPHENYL]-4-BUTANOIC ACID
  • GAMMA-OXO(1,1'-BIPHENYL)-BUTANOIC ACID
  • 4-(4-BIPHENYL)-4-OXOBUTYRIC ACID
  • 4-(4-BIPHENYLYL)-4-OXOBUTYRIC ACID
  • 3-(4-PHENYLBENZOYL)PROPIONIC ACID
  • cl82204
  • diphenyl-4-gamma-oxo-gamma-butyricacid
  • lederfen
  • napanol
  • [1,1'-Biphenyl]-4-butanoic acid, γ-oxo
  • 1’-biphenyl)-4-butanoicacid,gamma-oxo-(
  • 3-(4-biphenylylcarbonyl)-propionicaci
  • 3-(4-biphenylylcarbonyl)propionicacid
  • beta,p-phenylbenzoylpropionicacid
  • bufemid
  • butyricacid4-(4-biphenyl)-4-oxo-
  • cinopal
  • 3-[4-Biphenylcarbonyl] propionic acid
  • γ-oxo-(1,1'-biphenyl)-4-butanoic acid
  • diphenyl acetoacetate
  • gamma-oxo-(1'-biphenyl)-4-butanoic acid
  • [1,1'-biphenyl]-4-butanoic Acid.
  • 4-(Biphenyl-4-yl)-4-oxobutanoic Acid
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