Structure via PubChem · Public domain (PubChem)
antipyrine
Sign in to saveAlso known as Analgesine, 2,3-Dimethyl-1-phenyl-5-pyrazolone, Phenazon, 1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one, Phenazone, Fenazon, Fenazona
Phenazone (INN and BAN; also known as phenazon, antipyrine (USAN), antipyrin, or analgesine) is an analgesic (pain reducing), antipyretic (fever reducing) and anti-inflammatory drug. While it predates the term, it is often classified as a nonsteroidal anti-inflammatory drug (NSAID). Phenazone was one of the earliest synthetic medications — when it was patented in 1883, the only synthetic medical chemicals on the market were chloral hydrate, a sedative (as well as at least one derivative of that chemical), trimethylamine, and iodol (tetraiodopyrrol), an early antiseptic. One of the earliest wid
Chemical data
- Formula
- C11H12N2O
- Molecular weight
- 188.23 g/mol
- IUPAC name
- 1,5-dimethyl-2-phenylpyrazol-3-one
- SMILES
- CC1=CC(=O)N(N1C)C2=CC=CC=C2
- InChIKey
- VEQOALNAAJBPNY-UHFFFAOYSA-N
- XLogP
- 0.4
- Polar surface area
- 23.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
6,079 papers- Factors influencing antipyrine elimination.British journal of clinical pharmacology · 1977
- [Metabolism of antipyrine in man].Pathologie-biologie · 1985
- Antipyrine metabolism in man.Life sciences · 1978
- Removal of antipyrine through two-dimensional and three-dimensional electrolysis: comparison, modification, and improvement.Environmental science and pollution research international · 2020
- Edaravone Mitsubishi-Tokyo.Current opinion in investigational drugs (London, England : 2000) · 2000
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 188.094963
- Has use
- medication
Show 10 more facts
- Commons category
- Phenazone
- chemical formula
- C₁₁H₁₂N₂O
- World Health Organisation international non-proprietary name
- phenazone
- medical condition treated
- otitis media
- canonical SMILES
- CC1=CC(=O)N(N1C)C2=CC=CC=C2
- found in taxon
- Homo sapiens
- defined daily dose
- 3
- subject has role
- non-steroidal anti-inflammatory drug
- melting point
- 113
- has characteristic
- bitterness
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- History
- Preparation
- Adverse effects
- Research
- See also
- References
Phenazone (INN and BAN; also known as phenazon, antipyrine (USAN), antipyrin, or analgesine) is an analgesic (pain reducing), antipyretic (fever reducing) and anti-inflammatory drug. While it predates the term, it is often classified as a nonsteroidal anti-inflammatory drug (NSAID). Phenazone was one of the earliest synthetic medications — when it was patented in 1883, the only synthetic medical chemicals on the market were chloral hydrate, a sedative (as well as at least one derivative of that chemical), trimethylamine, and iodol (tetraiodopyrrol), an early antiseptic. One of the earliest widely used analgesics and antipyretics, phenazone 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. However, it is still available in several countries either as an over-the-counter or prescribed drug.
==History==
Excerpted from Wikipedia’s “antipyrine” article, available under the CC BY-SA 4.0 licence.