Phenazone

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Phenazone
Systematic (IUPAC) name
1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
Identifiers
CAS number 60-80-0
ATC code N02BB01
PubChem 2206
Chemical data
Formula C11H12N2O 
Mol. mass 188.226
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?
Legal status
Routes  ?

Phenazone, or phenazon, is an analgesic. It was first synthesised by Ludwig Knorr in 1883. It is formed by reducing diortho-dinitrodiphenyl with sodium amalgam and methyl alcohol, or by heating diphenylene-ortho-dihydrazine with hydrochloric acid to 150 C. It crystallizes in needles which melt at 156 C. Potassium permanganate oxidizes it to pyridazine tetracarboxylic acid.

Contents

[edit] Synonyms

Analgesine, Antipyrine, Diméthyloxyquinazine, Oxydiméthylquinazine, Oxydiméthylquinizine, Pyrazoline

[edit] See also

Propyphenazone

[edit] Chimic Class

  • Pyrazole
  • Pyrazolinone

[edit] Pharmacology

[edit] Adverse effects

  • Allergy to pyrazolones
  • Nausea
  • Agranulocytosis

hepatotoxic

v • d • e
Anti-inflammatory and antirheumatic products (M01)
Anti-inflammatory and
antirheumatic products,
non-steroids
See also: NSAIDs
Pyrazolidine/Butylpyrazolidines: · Ampyrone · Clofezone · Kebuzone · Metamizole · Mofebutazone · Oxyphenbutazone · Phenazone · Phenylbutazone · Sulfinpyrazone ·

Acetic acid derivatives and related substances: · Aceclofenac · Acemetacin · Alclofenac · Bromfenac · Bumadizone · Bufexamac · Diclofenac · Difenpiramide · Etodolac · Fentiazac · Indometacin · Ketorolac · Lonazolac · Oxametacin · Proglumetacin · Sulindac · Tolmetin · Zomepirac ·

Oxicams: · Droxicam · Lornoxicam · Meloxicam · Piroxicam · Tenoxicam ·

Propionic acid derivatives: · Alminoprofen · Benoxaprofen · Dexibuprofen · Dexketoprofen · Fenbufen · Fenoprofen · Flunoxaprofen · Flurbiprofen · Ibuprofen · Ibuproxam · Indoprofen · Ketoprofen · Naproxen · Oxaprozin · Pirprofen · Suprofen · Tiaprofenic acid ·

Fenamates: · Flufenamic acid · Meclofenamic acid · Mefenamic acid · Tolfenamic acid ·

Coxibs: · Celecoxib · Etoricoxib · Lumiracoxib · Parecoxib · Rofecoxib · Valdecoxib ·

other anti-inflammatory and antirheumatic agents, non-steroids: · Nabumetone · Niflumic acid · Azapropazone · Glucosamine · Benzydamine · Glycosaminoglycan · Magnesium salicylate · Proquazone · Superoxide dismutase/Orgotein · Nimesulide · Feprazone · Diacerein · Morniflumate · Tenidap · Oxaceprol · Chondroitin sulfate ·
Specific antirheumatic
agents
v • d • e
Non-steroidal anti-inflammatory drug (NSAID) products (primarily M01A and M02A, also N02BA)
Salicylates
Arylalkanoic acids
2-Arylpropionic acids
(profens)
N-Arylanthranilic acids
(fenamic acids)
Pyrazolidine derivatives
Oxicams
COX-2 inhibitors
Sulphonanilides
Topically used products
Others
Items listed in bold indicate initially developed compounds of specific groups. †Withdrawn drugs. ‡Veterinary use medications.
v • d • e
Analgesic products (N02A, N02B)
Opioids
See also: Opioids template
Salicylic acid and derivatives
Aspirin (Acetylsalicylic Acid) · Benorylate · Diflunisal · Ethenzamide · Magnesium Salicylate · Salicin · Salicylamide · Salsalate · See also: NSAIDs
Pyrazolones
Cannabinoids
Anilides
Non-Salicylate Non-Steroidal
Anti-Inflammatories
See also: NSAIDs template
Propionic Acid NSAIDs
Oxicam NSAIDs
Acetic Acid NSAIDs
COX-2 NSAIDs
Anthranilic Acid
(Fenamate) NSAIDS

Meclofenamate  · Mefenamic acid
Other NSAIDS
Atypical, Adjunct
& Miscellaneous