EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

antipyrine
phenazone

Supplier Sponsors

Name:1,5-dimethyl-2-phenylpyrazol-3-one
CAS Number: 60-80-0Picture of molecule3D/inchi
Other(deleted CASRN):123175-91-7
ECHA EINECS - REACH Pre-Reg:200-486-6
FDA UNII: T3CHA1B51H
Nikkaji Web:J2.340J
Beilstein Number:157775
MDL:MFCD00003146
XlogP3:0.40 (est)
Molecular Weight:188.22984000
Formula:C11 H12 N2 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "odor"Search
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US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 water, 2.376e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Beijing Lys Chemicals
Antipyrine
BOC Sciences
For experimental / research use only.
Propyphenazone EP impurity A >98%
Odor: characteristic
Use: Antipyrine is an analgesic, a non-steroidal anti-inflammatory drug and an antipyretic.
Penta International
ANTIPYRINE POWDER USP
Penta International
ANTIPYRINE USP CRYSTALS
Penta International
ANTIPYRINE USP POWDER 120 MESH
Penta International
ANTIPYRINE USP POWDER 45 MESH
Penta International
ANTIPYRINE USP POWDER 60 MESH
Sigma-Aldrich
For experimental / research use only.
Antipyrine
analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-cat LDLo 525 mg/kg
SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of Pharmacology and Experimental Therapeutics. Vol. 39, Pg. 177, 1930.

oral-cat LDLo 1250 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of Pharmacology and Experimental Therapeutics. Vol. 39, Pg. 177, 1930.

oral-dog LDLo 500 mg/kg
"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.

oral-guinea pig LDLo 1400 mg/kg
"Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 14, 1959.

unreported-man LDLo 74 mg/kg
"Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.

intraperitoneal-mouse LD50 750 mg/kg
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 376, 1962.

intravenous-mouse LD50 500 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 686, 1960.

oral-mouse LD50 1310 mg/kg
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 137, 1956.

intravenous-rabbit LDLo 600 mg/kg
"Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 14, 1959.

oral-rat LD50 1705 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 401, 1959.

Dermal Toxicity:
subcutaneous-cat LDLo 700 mg/kg
"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.

subcutaneous-frog LDLo 2000 mg/kg
"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.

subcutaneous-guinea pig LDLo 1600 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION CARDIAC: PULSE RATE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 186, Pg. 195, 1937.

subcutaneous-mouse LD50 1000 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 214, 1967.

subcutaneous-rabbit LDLo 1000 mg/kg
"Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1304, 1935.

subcutaneous-rat LDLo 1570 mg/kg
AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC CARDIAC: OTHER CHANGES
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 186, Pg. 195, 1937.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Daily Med:search
NIOSH International Chemical Safety Cards:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):60-80-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :2206
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
1,5-dimethyl-2-phenylpyrazol-3-one
Chemidplus:0000060800
RTECS:60-80-0
 
References:
 1,5-dimethyl-2-phenylpyrazol-3-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:60-80-0
Pubchem (cid):2206
Pubchem (sid):134970706
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C13244
HMDB (The Human Metabolome Database):HMDB15503
Export Tariff Code:2933.11.0000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
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
 

Articles:

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.
 
Notes:
an analgesic and antipyretic that has been given by mouth and as ear drops. antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (from martindale, the extra pharmacopoeia, 30th ed, p29)
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