Feprazone
Feprazone Basic information
- Product Name:
- Feprazone
- Synonyms:
-
- 4-(2-isopentenyl)-1,2-diphenyl-3,5-pyrazolidinedione
- Zepelin
- 1,2-diphenyl-4-(3-methyl-2-butenyl)-3,5-pyrazolidinedione
- 1,2-diphenyl-4-(3-methyl-2-butenyl)-5-pyrazolidinedione
- fenilprenazone
- methrazone
- phenylprenazone
- pheprazone
- CAS:
- 30748-29-9
- MF:
- C20H20N2O2
- MW:
- 320.39
- EINECS:
- 250-324-3
- Product Categories:
-
- 30748-29-9
- Mol File:
- 30748-29-9.mol
Feprazone Chemical Properties
- Melting point:
- 156.5° (ethanol)
- Boiling point:
- 459.28°C (rough estimate)
- Density
- 1.1670 (rough estimate)
- refractive index
- 1.5700 (estimate)
- storage temp.
- -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- pka
- 5.09 ± 0.07(at 25℃)
- form
- Solid
- color
- Pale Yellow to Yellow
- CAS DataBase Reference
- 30748-29-9(CAS DataBase Reference)
Feprazone Usage And Synthesis
Originator
Zepelin,De Angeli,Italy,1972
Uses
Feprazone is a anti-inflammatory agent used in the management of inflammatory or degenerative joint diseases.
Definition
ChEBI: Feprazone is an organic molecular entity.
Manufacturing Process
43.8 g (0.237 mol) of hydrazobenzene are added to a solution of sodium
ethylate obtained by dissolving 6.55 g (0.285 mol) of sodium in 125 ml of
anhydrous ethanol. 59.6 g (0.2612 mol) of diethyl 3-methyl-2-butenyl malonate are then added, with stirring, at the reflux temperature.
The reaction mixture is refluxed for 1 hour, then the solvent is slowly distilled
off, the distillation being completed in vacuo. The solid residue so obtained is
dissolved in 400 ml of water and washed with ether. The solution is acidified
with 10% HCl and the 1,2-diphenyl-3,5-dioxo-4-(3'-methyl-2'-butenyl)-
pyrazolidine which separates is purified by crystallization from ethanol (MP
155°C to 156°C).
brand name
Bentudor;Brotazona;Cocresol;Da 2370;Danfenona;Feniprenazone;Fepramole;Golaman;Impremial;Metrazone;Naoven;Nazona;Nessazona;Prenakes;Rangozona;Represil;Solielin;Tbrien;Vapesin;Zontal;Zoontal.
Therapeutic Function
Antiinflammatory
World Health Organization (WHO)
Feprazone, a pyrazolone derivative with antiinflammatory, analgesic and antipyretic activity, was introduced in 1978 for the treatment of rheumatic disorders. As it is structurally related to phenylbutazone it is subjected to rigorously restricted indications by some national regulatory authorities. See WHO comment for phenylbutazone. WHO has been informed that to date feprazone is only available in some 7 countries.
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