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Antipyrine

Base Information
  • Chemical Name:Antipyrine
  • CAS No.:60-80-0
  • Deprecated CAS:123175-91-7,5779-41-9
  • Molecular Formula:C11H12N2O
  • Molecular Weight:188.229
  • Hs Code.:29331190
  • European Community (EC) Number:200-486-6
  • ICSC Number:0376
  • NSC Number:755874,7945
  • UNII:T3CHA1B51H
  • DSSTox Substance ID:DTXSID6021117
  • Nikkaji Number:J2.340J
  • Wikipedia:Phenazone
  • Wikidata:Q415578
  • NCI Thesaurus Code:C76794
  • Pharos Ligand ID:7WY76MHB5MMB
  • Metabolomics Workbench ID:43561
  • ChEMBL ID:CHEMBL277474
  • Mol file:60-80-0.mol
Antipyrine

Synonyms:Anodynin;Antipyrine;Phenazone;Pyramidone

Suppliers and Price of Antipyrine
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Antipyrine
  • 10g
  • $ 875.00
  • TCI Chemical
  • 2,3-Dimethyl-1-phenyl-5-pyrazolone >99.0%(GC)(T)
  • 500g
  • $ 145.00
  • TCI Chemical
  • 2,3-Dimethyl-1-phenyl-5-pyrazolone >99.0%(GC)(T)
  • 25g
  • $ 21.00
  • Sigma-Aldrich
  • Antipyrine analytical standard
  • 25g
  • $ 11.70
  • Sigma-Aldrich
  • Antipyrine analytical standard
  • 100g
  • $ 34.90
  • Sigma-Aldrich
  • Antipyrine analytical reference material
  • 100mg
  • $ 62.30
  • Sigma-Aldrich
  • Antipyrine tested according to Ph.Eur.
  • 100g
  • $ 83.90
  • Sigma-Aldrich
  • Antipyrine analytical standard
  • 500g
  • $ 105.00
  • Sigma-Aldrich
  • Phenazone European Pharmacopoeia (EP) Reference Standard
  • $ 190.00
  • Sigma-Aldrich
  • Phenazone European Pharmacopoeia (EP) Reference Standard
  • p0800000
  • $ 190.00
Total 192 raw suppliers
Chemical Property of Antipyrine
Chemical Property:
  • Appearance/Colour:White Powder 
  • Vapor Pressure:0.00522mmHg at 25°C 
  • Melting Point:109-111 °C(lit.) 
  • Refractive Index:1.553 
  • Boiling Point:319 °C at 760 mmHg 
  • PKA:pKa 1.4 (Uncertain) 
  • Flash Point:114.8 °C 
  • PSA:26.93000 
  • Density:1.156 g/cm3 
  • LogP:1.48440 
  • Storage Temp.:Refrigerator 
  • Solubility.:H2O: soluble1 gm in less than 1ml 
  • Water Solubility.:1000 g/L (20 ºC) 
  • XLogP3:0.4
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:1
  • Exact Mass:188.094963011
  • Heavy Atom Count:14
  • Complexity:267
Purity/Quality:

99% *data from raw suppliers

Antipyrine *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 22-36/37/38 
  • Safety Statements: 26-36-37/39 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:CC1=CC(=O)N(N1C)C2=CC=CC=C2
  • Inhalation Risk:Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.
  • Effects of Short Term Exposure:May cause mechanical irritation to the eyes and respiratory tract.
  • Effects of Long Term Exposure:The substance may have effects on the blood. This may result in anaemia.
  • General Description Antipyrine, also known by various synonyms such as Phenazone, Fenazone, and others, is a compound with analgesic and anti-inflammatory properties. It acts as an electron donor in charge-transfer complexes, as demonstrated in studies involving interactions with electron acceptors like DDQ, which are relevant for understanding drug mechanisms and biological processes. Additionally, antipyrine serves as a versatile moiety in the synthesis of N,S-heterocycles, enabling the creation of sulfur-containing derivatives with potential pharmacological applications, including novel azo dyes and bioactive thiazole-based compounds. Its reactivity and structural adaptability make it valuable in medicinal chemistry and drug development.
Technology Process of Antipyrine

There total 68 articles about Antipyrine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
at 160 ℃; for 5h;
DOI:10.1002/ardp.19893220605
Guidance literature:
With potassium carbonate; In chloroform; at 20 ℃; for 24h; Irradiation; Inert atmosphere;
DOI:10.1021/acs.joc.9b01759
Guidance literature:
edaravone; methyl iodide; In acetonitrile; at 120 ℃;
With sodium hydrogencarbonate; In water; ethyl acetate;
Refernces

Kinetic and thermodynamic studies on molecular interaction of antipyrine donor and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone as an electron acceptor in different solvents

10.1002/kin.20745

The study investigates the charge-transfer (CT) complex formation between the donor antipyrine, a drug used as an analgesic and anti-inflammatory, and the acceptor 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), a quinone with potential biological relevance. The research was conducted spectrophotometrically in various halocarbon and acetonitrile solvents to explore the molecular interaction, kinetics, and thermodynamics of the complex. The purpose of using these chemicals was to understand the formation of an electron donor-acceptor complex, assess the activation parameters such as activation energy, enthalpy, entropy, and free energy of activation, and determine the stoichiometry and formation constants of the resulting complexes. This information is crucial for understanding drug action, enzyme catalysis, and ion transfer in biological systems, as well as for developing analytical methods for drug detection and estimation.

Versatile synthesis of N,S-heterocycles containing the antipyrine moiety

10.1080/104265090969054

The study, titled "Versatile Synthesis of N,S-Heterocycles Containing the Antipyrine Moiety" focuses on synthesizing novel sulfur derivatives with potential biological activity, incorporating the antipyrine moiety. The primary chemicals involved include 4-(chloroacetyl)antipyrine (1) and 4-(cyanoacetyl)antipyrine (14), which serve as key starting materials. Compound 1 reacts with various sulfur nucleophiles, such as O-ethyl xanthic acid potassium salt, 4,5-dihydrothiazole-2-thiol, and pyrimidine-2-thiol, to produce corresponding sul?de derivatives (2–5). Additionally, compound 1 reacts with 2-aminobenzothiazole to form the imidazo[2,1-b]benzothiazole derivative (7). The 2-aminothiazole derivatives (10 and 11) are synthesized via a waste-free, solid-state reaction of compound 1 with thiourea derivatives (8 and 9). These aminothiazole products are then coupled with pyrazolopyridinyl and aromatic diazonium salts to create a series of azo dyes (12 and 13). Furthermore, compound 14 reacts with phenyl isothiocyanate to form a nonisolable adduct (15), which is used as a precursor for synthesizing ketene N,S-acetal (16), dihydrothiazole (17), and thiazolidinone (18) derivatives. The study explores the reactivity of these compounds and their potential applications in medicine and pharmacology, leveraging the known pharmacological properties of antipyrine derivatives.

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