antipyrine
phenazone
Identification
| Name | antipyrine |
| IUPAC | 1,5-dimethyl-2-phenylpyrazol-3-one |
| CAS Number | 60-80-0 |
| EINECS | 200-486-6 |
| FDA UNII | T3CHA1B51H |
| Molecular Formula | C11 H12 N2 O |
| Molecular Weight | 188.22984000 |
| MDL Number | MFCD00003146 |
| Nikkaji Number | J2.340J |
| Beilstein | 157775 |
| XlogP3 | 0.40 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 114.00 °C. @ 760.00 mm Hg |
| Boiling Point | 319.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.000030 mmHg @ 25.00 °C. (est) |
| Flash Point | 239.00 °F. TCC ( 114.80 °C. ) (est) |
| logP (o/w) | 0.380 |
| Soluble in | water, 5.19E+04 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | intravenous-cat LDLo 525 mg/kg |
| Dermal Toxicity | subcutaneous-cat LDLo 700 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for antipyrine usage levels up to | not for fragrance use. |
| Recommendation for antipyrine flavor usage levels up to | not for flavor use. |
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Penta International Corporation
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Potential Uses
Natural Occurrence
Synonyms
analgesine
anodynin
3-
antipyrine
antipyrinum
auralgan
azophen
1,2-
dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
2,3-
dimethyl-1-phenyl-3-pyrazolin-5-one
2,3-
dimethyl-1-phenyl-5-pyrazolone
1,5-
dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
1,5-
dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one
1,5-
dimethyl-2-phenyl-3-pyrazolone
1,5-
dimethyl-2-phenylpyrazol-3-one
dimethyloxyquinazine
fenazona
fenazone
methozin
parodyne
phenazon
phenazone
phenozone
1-
phenyl-2,3-dimethyl-5-pyrazolone
1-
phenyl-2,3-dimethylpyrazole-5-one
phenyldimethylpyrazolone
pyramidone
3H-
pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-2-phenyl-
pyrazophyl
sedatin
PubMed:
A new approach to predict human intestinal absorption using porcine intestinal tissue and biorelevant matrices.
PubMed:
Rapid enzymatic method for pectin methyl esters determination.
PubMed:
Analysis of the monosaccharide composition of water-soluble polysaccharides from Sargassum fusiforme by high performance liquid chromatography/electrospray ionisation mass spectrometry.
PubMed:
[Rapid identification 15 effective components of anti common cold medicine with MRM by LC-MS/MS].
PubMed:
The predominance of type I oligosaccharides is a feature specific to human breast milk.
PubMed:
CYP450-dependent biotransformation of the insecticide fipronil into fipronil sulfone can mediate fipronil-induced thyroid disruption in rats.
PubMed:
Transformation of phenazone-type drugs during chlorination.
PubMed:
Passage of 4-nonylphenol across the human placenta.
PubMed:
Acute effects of ethanol on the transfer of nicotine and two dietary carcinogens in human placental perfusion.
PubMed:
Toxicokinetics of the food-toxin IQ in human placental perfusion is not affected by ABCG2 or xenobiotic metabolism.
PubMed:
Transplacental transfer of nitrosodimethylamine in perfused human placenta.
PubMed:
Transplacental transfer of acrylamide and glycidamide are comparable to that of antipyrine in perfused human placenta.
PubMed:
Pharmacokinetics and dosage adjustment in patients with hepatic dysfunction.
PubMed:
Determination of caffeine and associated compounds in food, beverages, natural products, pharmaceuticals, and cosmetics by micellar electrokinetic capillary chromatography.
PubMed:
Modulation of antipyrine clearance by polysaccharide peptide (PSP) isolated from Coriolus versicolor in the rat.
PubMed:
Determination of polar drug residues in sewage and surface water applying liquid chromatography-tandem mass spectrometry.
PubMed:
Detection and identification of phenazone-type drugs and their microbial metabolites in ground and drinking water applying solid-phase extraction and gas chromatography with mass spectrometric detection.
PubMed:
Determination of 1-phenyl-3-methyl-5-pyrazolone-labeled carbohydrates by liquid chromatography and micellar electrokinetic chromatography.
PubMed:
[Experience of biologically active supplements to food containing indoles and isothiocyanates in patients with chronic viral hepatitis].
PubMed:
Clinical pharmacokinetics of quetiapine: an atypical antipsychotic.
PubMed:
Comparative study of a combination of isometheptene mucate, dichloralphenazone with acetaminophen and sumatriptan succinate in the treatment of migraine.
PubMed:
Migraine in older patients: a case report and management strategies.
PubMed:
Endogenous benzodiazepines.
PubMed:
The pharmacokinetics of ziprasidone in subjects with normal and impaired hepatic function.
PubMed:
Influence of diet and nutritional status on drug metabolism.
PubMed:
Pharmacokinetics of pantoprazole in man.
PubMed:
Pharmacokinetics of pantoprazole in man.
PubMed:
Lack of effect of zinc supplementation on antipyrine clearance in alcoholic liver disease.
PubMed:
Influence of a three-day feed and water deprivation period on gut fill, tissue weights, and tissue composition in mature wethers.
PubMed:
Clinical pharmacokinetics of lansoprazole.
PubMed:
Separation and identification of phase I and phase II [14C]antipyrine metabolites in rat and dog urine.
PubMed:
The effects of Artemisia filifolia and Helenium flexuosum on disposition of antipyrine in rabbits.
PubMed:
The influence of net water absorption on the permeability of antipyrine and levodopa in the human jejunum.
PubMed:
Clinical pharmacokinetics of ticlopidine.
PubMed:
Pharmacokinetics of antipyrine in calves at neonatal period fed with casein supplemented food.
PubMed:
Clinical pharmacology and pharmacokinetics of oxcarbazepine.
PubMed:
Effect of gonadal hormones on the plasma clearance and metabolite formation of antipyrine in the dwarf goat.
PubMed:
Chronic physical activity alters hepatobiliary excretory function in rats.
PubMed:
Pharmacokinetics of dirithromycin.
PubMed:
Metabolism of antipyrine and sulphadimidine in dwarf goats: effects of the enzyme-inducing agents phenobarbital, troleandomycin and rifampicin.
PubMed:
Influence of intact and myrosinase-treated indolyl glucosinolates on the metabolism in vivo of metronidazole and antipyrine in the rat.
PubMed:
Urinary excretion of angiotensin I, II, arginine vasopressin and oxytocin in patients with anaphylactoid reactions.
PubMed:
Clinical pharmacokinetics in veterinary medicine.
PubMed:
Species- and sex-related differences in the plasma clearance and metabolite formation of antipyrine. A comparative study in four animal species: cattle, goat, rat and rabbit.
PubMed:
[Effects of zixoryn on pharmacokinetics of antipyrine in intact and sensitized guinea pigs].
PubMed:
Concurrent bromosulphophthalein and antipyrine administration to assess liver blood flow and hepatic enzymes in rats.
PubMed:
[Evaluation of the inducing action of aroclor 1254 in rats in long-term experiment].
PubMed:
Effects of endophyte-infected fescue and cimetidine on respiration rates, rectal temperatures and hepatic mixed function oxidase activity as measured by hepatic antipyrine metabolism in sheep.
PubMed:
Effect of subacute oral intake of the food antioxidant butylated hydroxyanisole on clinical parameters and phase-I and -II biotransformation capacity in man.
PubMed:
Pharmacokinetic characteristics of roxatidine.
PubMed:
Effect of trenbolone and testosterone on the plasma elimination rates of sulfamethazine, trimethoprim, and antipyrine in female dwarf goats.
PubMed:
Antipyrine absorption and disposition in the elderly.
PubMed:
Interaction of roxatidine acetate with antacids, food and other drugs.
PubMed:
Pharmacokinetics of roxatidine in healthy volunteers.
PubMed:
[The influence of environmental factors, age, sex and menstrual cycle on the metabolism of drugs in the liver].
PubMed:
A comparison of the effects of a macrobiotic diet and a Western diet on drug metabolism and plasma lipids in man.
PubMed:
Starvation induced changes in quantitative measures of liver function in the rat.
PubMed:
Effect of the immunomodulator tilorone on antipyrine disposition in the rat.
PubMed:
Antipyrine metabolism in African villagers.
PubMed:
Effects of parenteral nutritional regimens on oxidative drug metabolism.
PubMed:
Heterogeneity of hepatic aryl hydrocarbon hydroxylase activity in feral winter flounder: relevance to carcinogenicity testing.
PubMed:
Clinical pharmacokinetics of labetalol.
PubMed:
Petrol exposure and hepatic enzyme activity.
PubMed:
Multiple dose pharmacokinetics of ketoconazole and their effects on antipyrine kinetics in man.
PubMed:
Food interactions affecting the absorption of analgesic and anti-inflammatory agents.
PubMed:
Food and drug interactions.
PubMed:
Improved 4-aminoantipyrine colorimetry for detection of residual hydrogen peroxide in noodles, fish paste, dried fish, and herring roe.
PubMed:
Influence of ascorbic acid and erythorbic acid on drug metabolism in the cynomolgus monkey.
PubMed:
Research review. Interactions between environmental chemicals and drug biotransformation in man.
PubMed:
Influence of food on the bioavailability of drugs.
PubMed:
Bioavailability of D-propoxyphene, acetyl salicylic acid, and phenazone in a combination tablet (Doleron): interindividual variation and influence of food intake.
PubMed:
The effect of fasting on the rate of intestinal drug absorption in rats: preliminary studies.
PubMed:
Metabolic interactions among environmental chemicals and drugs.