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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
Molecular Weight:
254.29
MDL Number:
MFCD00056701
MOL File:
36330-85-5.mol
MSDS File:
SDS
Last updated:2024-03-06 17:09:24

Fenbufen Properties

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
FDA UNII 9815R1WR9B
ATC code M01AE05
EPA Substance Registry System [1,1'-Biphenyl]-4-butanoic acid, .gamma.-oxo- (36330-85-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
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)
NFPA 704
0
3 0

Fenbufen price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich BP354 Fenbufen British Pharmacopoeia (BP) Reference Standard 36330-85-5 100MG $257 2024-03-01 Buy
Sigma-Aldrich F8755 Fenbufen analytical standard 36330-85-5 5g $110 2022-05-15 Buy
Alfa Aesar H60557 4-(4-Biphenylyl)-4-oxobutyric acid, 96% 36330-85-5 1g $45.65 2024-03-01 Buy
Alfa Aesar H60557 4-(4-Biphenylyl)-4-oxobutyric acid, 96% 36330-85-5 5g $151.65 2024-03-01 Buy
Cayman Chemical 28851 Fenbufen 36330-85-5 5g $93 2024-03-01 Buy
Product number Packaging Price Buy
BP354 100MG $257 Buy
F8755 5g $110 Buy
H60557 1g $45.65 Buy
H60557 5g $151.65 Buy
28851 5g $93 Buy

Fenbufen Chemical Properties,Uses,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

muscle relaxant (smooth)

Uses

Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory

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

108-30-5
92-52-4
36330-85-5
Synthesis of Fenbufen from Succinic anhydride and Biphenyl
Global( 244)Suppliers
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View Lastest Price from Fenbufen manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fenbufen pictures 2024-03-22 Fenbufen
36330-85-5
US $100.00-1.00 / kg 1kg 99% 20 tons Liaoning Pharmaceutical Innovation Co., Ltd
fenbufen pictures 2024-01-18 fenbufen
36330-85-5
US $66.00 / KG 1250KG 99% 330T Xiamen Wonderful Bio Technology Co., Ltd.
4-(4-Biphenyl)-4-oxobutyric acid pictures 2023-03-06 4-(4-Biphenyl)-4-oxobutyric acid
36330-85-5
US $1.90 / KG 1KG 99% 10 ton Hebei Guanlang Biotechnology Co,.LTD
  • Fenbufen pictures
  • Fenbufen
    36330-85-5
  • US $100.00-1.00 / kg
  • 99%
  • Liaoning Pharmaceutical Innovation Co., Ltd
  • fenbufen pictures
  • fenbufen
    36330-85-5
  • US $66.00 / KG
  • 99%
  • Xiamen Wonderful Bio Technology Co., Ltd.

Fenbufen Spectrum

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 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 Cinopol γ-Oxo[1,1'-biphenyl]-4-butyric acid 3-(4-Phenylbenzoyl)propionic 4-(4-Phenylphenyl)-4-oxobutyric acid enbufen Fenchlorphos`Fenbufen JRH-05504, 3-(4-Phenyl)benzoyl propionic acid, 97% Fenbufen,Sulindac,Naproxen,Probenecid FENBUFENTABLETS Fenbufen CRS Pyrido[2,3-d]pyrimidine-6-carboxylicacid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)-, hydrate (1:3) Fenbufen USP/EP/BP bufemid Finn cloth Finn 3-(p-phenyl)benzoylpropionic acid 4-([1,1'-Biphenyl]-4-yl)-4-oxobutanoic acid 36330-85-5 C6H5C6H4COCH22CO2H 25428 Organic Building Blocks FA - FL Alphabetic Carbonyl Compounds Carboxylic Acids C13 to C42+ Analytical Chromatography Product Catalog Analytical Standards Building Blocks COLOFAC Aromatics Intermediates & Fine Chemicals Pharmaceuticals