Basic information
- CAS
479-92-5- Standard SMILES
Cc1c(C(C)C)c(=O)n(-c2ccccc2)n1C- InChIKey
PXWLVJLKJGVOKE-UHFFFAOYSA-N- Molecular formula
- C14H18N2O
- Average molar mass
- 230.31 g/mol
- Monoisotopic mass
- 230.1419132
Overview
Propyphenazone is a pyrazolone derivative that is antipyrine substituted at C-4 by an isopropyl group. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and a peripheral nervous system drug. It is functionally related to an antipyrine.
Names & identifiers
- Preferred name
- Propyphenazone
- IUPAC
- 1,5-dimethyl-2-phenyl-4-propan-2-ylpyrazol-3-one
- English name
- Propyphenazone
- Molecular formula
- C14H18N2O
- Molecular weight
- 230.31
Names & synonyms
Propyphenazone479-92-5isopropylantipyrine4-IsopropylantipyrineIsopropylphenazonePropifenazonaYoshipyrinPropifenazonePropyphenazonum1-Phenyl-2,3-dimethyl-4-isopropyl-3-pyrazolin-5-one1-Phenyl-2,3-dimethyl-4-isopropylpyrazol-5-oneDTXSID6023529
Show more names
Propyphenazon(-)-AsparagineBudirolCausythLarodonCibalginaIsopyrine
4-Isopropyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-oneOED8FV75PY3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(1-methylethyl)-2-phenyl-CHEBI:1355384-Isopropyl-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-oneDTXCID5035291,5-dimethyl-2-phenyl-4-(propan-2-yl)-1,2-dihydro-3H-pyrazol-3-one1,5-dimethyl-4-(1-methylethyl)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
Database identifiers
- CAS
479-92-5- PubChem CID
- 3778
- DTXSID
DTXSID6023529- ChEMBL
CHEMBL28318
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 23.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 340
Experimental & physicochemical properties
DrugsPharmaceuticals
LogP1.94
Human DrugsPharmaceuticals
Ionization Efficiency
Positive
3.36
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section150 Ų [M+H]+ [CCS Type: TW]
Physicochemical properties
- Melting point
- 102 · 102-105°C
- Boiling point
- 372.3 °C · 372.3°C (rough estimate)
- Density
- 1.0371 · 1.0371 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Slightly soluble in water, freely soluble in ethanol (96 per cent) and in methylene chloride.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 128 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Other Safety InformationIMAP assessments - 3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(1-methylethyl)-2-phenyl-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CD2800000
- hs_code
- 2933.39.9200
- risk_code
- 36/37/38-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36/37/39
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Pharmacology
ATC Code
N - Nervous system
QN - Nervous system
Mechanism of ActionPropyphenazone mediates its anti-inflammatory effects by inhibiting cyclo-oxygenases (COXs), reducing prostaglandin biosynthesis.
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >1000
Use ClassificationPharmaceuticals
General Manufacturing Information3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(1-methylethyl)-2-phenyl-: INACTIVE
Applications
DescriptionThis uncharacterized alkaloid has been described by Hartsen as occurring in Iso_x0002_pyrum thalictroides L. No chemical or physical characteristics are known.
UsesAnalgesic; antipyretic; anti-inflammatory.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
Related reactions
1 records
Compound notes
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