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QuickView for phenylbutazone (compound)


PubChem
Name: Phenylbutazone
PubChem Compound ID: 4781
Description: A butyl-diphenyl-pyrazolidinedione that has anti-inflammatory, antipyretic, and analgesic activities. It has been used in ANKYLOSING SPONDYLITIS; RHEUMATOID ARTHRITIS; and REACTIVE ARTHRITIS.
Molecular formula: C19H20N2O2
Molecular weight: 308.374 g/mol
Synonyms:
Merizone; Butylpyrin; Butaphen; DA-192; Phebuzine; Phenyl-mobuzon; Elmedal; Tevcodyne; 4297-92-1; Ticinil.
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DrugBank
Identification
Name: Phenylbutazone
Name (isomeric): DB00812
Drug Type: small molecule
Description: A butyl-diphenyl-pyrazolidinedione that has anti-inflammatory, antipyretic, and analgesic activities. It has been used in ANKYLOSING SPONDYLITIS; RHEUMATOID ARTHRITIS; and REACTIVE ARTHRITIS.
Brand: Butoz, Fenylbutazon, Anerval, Ecobutazone, Lingel, Mepha-Butazon, Wescozone, Schemergin, Tevcodyne, Rubatone, Mephabutazone, Butartril, Busone, Scanbutazone, Merizone, Robizon-V, Butacompren, Robizone-V, Butylpyrin, Uzone, Fenartil, Intrazone, Praecirheumin, Usaf Ge-15, Bute, Butarecbon, Butapirazol, Reumasyl, Phenopyrine, Benzone, Fenilidina, Artizin, Butazolidin, Reumazol, Rectofasa, Ia-But, Mephabutazon, Azdid, Bizolin, Phenbutazone, Phenylbutazonum, Buta Phen, Artrizone, Butalgina, Butazolidine, Reumazin, Antadol, Tencodyne, Alka Butazolidin, Phenyzone, Azobutyl, Intrabutazone, Arthrizon, Bunetzone, Buvetzone, Diphebuzol, Butapyrazole, Alindor, Febuzina, Malgesic, Phenyl-Mobuzon, Butadion, Phenylbutaz, Eributazone, Kadol, Todalgil, Butazone, Butagesic, Novophenyl, Butazona, Butatron, Zolaphen, Butazina, Alqoverin, Apo-Phenylbutazone, Pyrazolidin, Butalidon, Anpuzone, Fenilbutine, Exrheudon N, Fenibutal, Butapirazole, Phenyzene, Artropan, Azolid, Butidiona, Reumuzol, Pyrabutol, Alkabutazona, Zolidinum, Fenilbutina, Pirarreumol B, Diphenylbutazone, Equi Bute, Nadozone, Phebuzine, Ipsoflame, Fenilbutazona, VAC-10, Fenotone, Pirarreumol "B", Diozol, Robizone, Fenibutasan, Butone, Elmedal, Digibutina, Fenibutol, Tazone, Reudox, Butadiona, Neo-Zoline, Shigrodin, Tetnor, Buzon, Butaluy, Ambene, Phenbutazol, Ticinil, Bizolin 200, Betazed, Butiwas-Simple, Phebuzin, Artrizin, Reupolar, 'Esteve', Intalbut, Equipalazone, Nadazone, Therazone, Reudo, Butacote, Diossidone, Reumune, Chembutazone, Fenibutazona, B.T.Z., Butadione, Butartrina, Anuspiramin, Cotylbutazone
Brand name mixture: Alka Phenylbutazone Tab(Aluminum Hydroxide + Magnesium Trisilicate + Phenylbutazone), Phenylone Plus Tab(Aluminum Hydroxide + Magnesium Trisilicate + Phenylbutazone), Alka Phenyl Tab(Aluminum Hydroxide + Magnesium Trisilicate + Phenylbutazone)
Category: Anti-inflammatory Agents, Nonsteroidal Anti-inflammatory Agents (NSAIAs)
CAS number: 50-33-9
Pharmacology
Indication: For the treatment of backache and ankylosing spondylitis
Pharmacology:
Phenylbutazone is a synthetic, pyrazolone derivative. It is a nonhormonal anti-inflammatory, antipyretic compound useful in the management of inflammatory conditions. The apparent analgesic effect is probably related mainly to the compound's anti-inflammatory properties and arise from its ability to reduce production of prostaglandin H and prostacy...
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Mechanism of Action: Phenylbutazone binds to and inactivates prostaglandin H synthase and prostacyclin synthase through peroxide (H2O2) mediated deactivation. The reduced production of prostaglandin leads to reduced inflammation of the surrounding tissues.
Toxicity: Oral, LD50 = 238 mg/kg (mouse); Oral, LD50 = 781 mg/kg (rabbit); Oral, LD50 = 245 mg/kg (rat); Oral, LD50 = 375 mg/kg (rat)
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take with food to reduce irritation. Avoid alcohol.
Drug interaction:
PhenytoinThe NSAID, phenylbutazone, may increase the therapeutic and adverse effects of phenytoin.
DicumarolThe NSAID, phenylbutazone, may increase the anticoagulant effect of dicumarol.
TolazamidePhenylbutazone increases the effect of the hypoglycemic agent
LithiumThe NSAID, phenylbutazone, may decrease the renal excretion of lithium. Increased risk of lithium toxicity.
ChlorpropamidePhenylbutazone increases the effect of the hypoglycemic agent
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