Propyphenazone

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Structural formula
Propyphenazone Formula V.1.svg
General
Non-proprietary name Propyphenazone
other names
  • 4-isopropyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
  • 1,5-dimethyl-4- (1-methylethyl) -2-phenyl-1,2-dihydro-3 H -pyrazol-3-one
  • Isopropyl antipyrine
Molecular formula C 14 H 18 N 2 O
Brief description

white to slightly yellowish, crystalline powder

External identifiers / databases
CAS number 479-92-5
EC number 207-539-2
ECHA InfoCard 100.006.855
PubChem 3778
ChemSpider 3646
Wikidata Q425111
Drug information
ATC code

N02 BB04

properties
Molar mass 230.31 g · mol -1
Physical state

firmly

Melting point

102-106 ° C

pK s value

2.45

solubility

slightly soluble in water, slightly soluble in dichloromethane and ethanol 96%

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: no P-phrases
Toxicological data

860 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Propyphenazone is a pyrazolone - derivative and is used as non-steroidal anti-inflammatory drug , anti-pyretic and analgesic used. It was brought onto the market in 1933 by Hoffmann-La Roche as Saridon ® (in combination with phenacetin , pyrithyldione and caffeine ; no longer available in Germany).

pharmacology

Propyphenazone inhibits the production of prostaglandins and thus reduces the pain and inflammatory reactions . It dampens the processing and sensation of pain in the brain . The fever-lowering effect comes about by influencing the temperature control center in the brain. It is only weakly anti-inflammatory and has a slight antispasmodic effect, which can be beneficial for headaches.

application

  • fever
  • Mild to moderate pain
  • Toothache

Known side effects

  • Allergic reaction (hypersensitivity reactions, e.g. skin reactions (redness, itching), dyspnoea, palpitations (rarely))
  • Gastrointestinal complaints
  • Inflammatory changes in kidney tissue ( interstitial nephritis )
  • Changes in blood count (rare)
  • Skin reaction with painful blistering (Stevens-Johnson syndrome) (very rare or isolated)
  • Blistering under the skin with destruction of layers of the skin (Lyell's syndrome) (very rarely or isolated cases)

There is no evidence of interactions with other drugs.

Contraindications

Individual evidence

  1. ↑ a b Ruedi origin: Syntheses in the pyrazolone series , dissertation ETH Zurich, 1948.
  2. ↑ a b c d data sheet PROPYPHENAZONE CRS (PDF) at EDQM , accessed on February 21, 2009.
  3. ↑ Entry on propyphenazone. In: Römpp Online . Georg Thieme Verlag, accessed on July 26, 2019.
  4. ↑ a b Data sheet 4-Isopropylantipyrine, analytical reference material from Sigma-Aldrich , accessed on October 31, 2016 ( PDF ).

Trade names

Monopreparations

Demex (D)

Combination preparations

"Kremser" ear drops (A), Adolorin (A), Alpon (A), Amicophen B6 (A), Avamigran (A), B6 ​​pain tablets (A), Dologran (A), Gewadal (A), Melabon (A), Migradon (A), Montamed (A), Vervan (A), Rapidol (A), Saridon (A), Spasmoplus (A), Tonopan (A), Vivimed (A), pain reliever capsules / powder, Sanalgin (NL), Caffetin (HR)