Antipyrine
- CAS No.
- 60-80-0
- Chemical Name:
- Antipyrine
- Synonyms
- PHENAZONE;Antipyrin;Antipirin;Fenazone;Phenozone;ANTIPYRENE;Antypirine;ANALGESINE;1,5-Dimethyl-2-phenylpyrazol-3-one;2,3-DIMETHYL-1-PHENYL-5-PYRAZOLONE
- CBNumber:
- CB8200943
- Molecular Formula:
- C11H12N2O
- Molecular Weight:
- 188.23
- MOL File:
- 60-80-0.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/9/9 13:27:12
| Melting point | 109-111 °C(lit.) |
|---|---|
| Boiling point | 319 °C |
| Density | 1,19 g/cm3 |
| refractive index | 1.5850 (estimate) |
| storage temp. | 2-8°C |
| solubility | H2O: soluble1 gm in less than 1ml |
| pka | pKa 1.4 (Uncertain) |
| form | Crystalline Powder |
| color | White |
| Water Solubility | 1000 g/L (20 ºC) |
| Merck | 14,716 |
| BRN | 157775 |
| Stability | Stable. Incompatible with ammonia, strong acids, alkalies, strong oxidizing agents, metallic salts, phenol. |
| LogP | 0.380 |
| CAS DataBase Reference | 60-80-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Antipyrine(60-80-0) |
| EPA Substance Registry System | Antipyrine (60-80-0) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P501 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 26-36-37/39 | |||||||||
| RIDADR | 3249 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | CD2450000 | |||||||||
| F | 10 | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29331190 | |||||||||
| Toxicity | LD50 orally in rats: 1.8 g/kg (Hart) | |||||||||
| NFPA 704 |
|
Antipyrine price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | A5882 | Antipyrine analytical standard | 60-80-0 | 25G | ₹1948.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR2347 | Antipyrine Pharmaceutical Secondary Standard; Certified Reference Material | 60-80-0 | 500MG | ₹16995.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | ABF1169 | Anti-Pyrin from rabbit, purified by affinity chromatography | 60-80-0 | 100μL | ₹37340 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A5882 | Antipyrine analytical standard | 60-80-0 | 100G | ₹2738.73 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A5882 | Antipyrine analytical standard | 60-80-0 | 500G | ₹6278.5 | 2022-06-14 | Buy |
Antipyrine Chemical Properties,Uses,Production
Chemical Properties
Colorless crystal or white crystalline powder. Soluble in benzene, ethanol, water, chloroform, slightly soluble in ether. Odorless, slightly bitter.
History
Antipyrine (phenazone) was one of the first important synthetic Analgesic drugs that synthesis in Germany in 1884 by a pupil of Emil Fischer.
Uses
Antipyrine has been used for immunoblotting. It has also been used as an internal reference marker for studying the transport characteristics of platinum-containing drug, cisplatin in the human placenta in vitro. Antipyrine is an analgesic and antipyretic that has been given by mouth and as ear drops. It 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)
Definition
ChEBI: Antipyrine is a pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at N-1 and C-5 and with a phenyl group at N-2. It has a role as a non-narcotic analgesic, an antipyretic, a non-steroidal anti-inflammatory drug, a cyclooxygenase 3 inhibitor, a xenobiotic and an environmental contaminant.
Preparation
Antipyrine (1) was prepared from the reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with methyl iodide in methanol or in acetonitrile containing sodium bicarbonate in water in 58% yield. The reaction of 1-methyl-2-phenylhydrazine (2) with methyl 3-oxobutanoate (3) in acetonitrile gave 1 and pyrazolone 4 . Krohn has been reported the synthesis of 1 from the reaction of 5 with dimethyl sulfate in 71% yield. The reaction of pyrazolone 6 with methanol in the presence of triphenylphosphine afforded 1 (14%) and pyrazole 7 (53%). The same reaction was reported by Pegurier et al by heating the reactants in methanol containing calcium monoxide. Knorr early reported also, the synthesis of antipyrine from heating of 1-phenyl-5-ethoxy-3- methylpyrazole (8) with methyl iodide in methanol.
World Health Organization (WHO)
Phenazone is a pyrazolone derivative chemically related to aminophenazone. Some regulatory authorities have imposed restrictions on its use on these grounds. However, a recent international study showed no statisticallybased evidence of an association with agranulocytosis or aplastic anaemia. Nor does it share with aminophenazone the propensity to produce potentially carcinogenic nitrosamines.
General Description
Antipyrine is an antipyretic agent used for the symptomatic treatment of acute otitis media, most commonly in combination with benzocaine. One of the earliest widely used analgesics and antipyretics, antipyrine was gradually replaced in common use by other medications including phenacetin (itself later withdrawn because of safety concerns), aspirin, paracetamol and modern NSAIDs such as ibuprofen.
Safety Profile
A human Doison bv 1 i an unspecified route. Moderately toxic via ingestion, subcutaneous, and intravenous routes. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Purification Methods
Antipyrine crystallises from EtOH/water mixture, *benzene, *benzene/pet ether or hot water (charcoal), and the crystals are dried under a vacuum. [Beilstein 24 H 27, 24 III/IV 75.]
Antipyrine Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| STELLENCE PHARMSCIENCE PVT TLD | +91-9820778787 +91-9820778787 | Bangalore, India | 25 | 58 | Inquiry |
| PANCHSHEEL ORGANICS LTD | +91-9821053955 +91-9324201019 | Mumbai, India | 82 | 58 | Inquiry |
| CNS CHEMICALS | +91-9381957258 +91-9381957258 | Telangana, India | 354 | 58 | Inquiry |
| Sreepathi Lab Pvt Ltd | +91-9394118626 +91-9394118626 | Telangana, India | 9 | 58 | Inquiry |
| Vani Pharma Labs Limited | +91-4023193245 +91-4023193245 | Hyderabad, India | 17 | 58 | Inquiry |
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| Loba Chemie Pvt Ltd | +91-22-6663 6663 | Mumbai, India | 498 | 58 | Inquiry |
| OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6211 | 58 | Inquiry |
| ALPHA CHEMIKA | +91-22-22061123 +91-22-66382501 | Mumbai, India | 1681 | 43 | Inquiry |
| Scientific OEM | +91-22- 2343 7546 / 2341 3094 | New Delhi, India | 1996 | 38 | Inquiry |
| Supplier | Advantage |
|---|---|
| STELLENCE PHARMSCIENCE PVT TLD | 58 |
| PANCHSHEEL ORGANICS LTD | 58 |
| CNS CHEMICALS | 58 |
| Sreepathi Lab Pvt Ltd | 58 |
| Vani Pharma Labs Limited | 58 |
| Ralington Pharma | 58 |
| Loba Chemie Pvt Ltd | 58 |
| OCEAN TRADING CORPORATION | 58 |
| ALPHA CHEMIKA | 43 |
| Scientific OEM | 38 |
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