Basic information
- CAS
853-34-9- Standard SMILES
CC(=O)CCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O- InChIKey
LGYTZKPVOAIUKX-UHFFFAOYSA-N- Molecular formula
- C19H18N2O3
- Average molar mass
- 322.4 g/mol
- Monoisotopic mass
- 322.13174244
Overview
Kebuzone is a pyrazolidine that is phenylbutazone in which the two methylene hydrogens at postion 3 on the butyl chain are replaced by an oxo group. It has a role as a non-steroidal anti-inflammatory drug and a non-narcotic analgesic. It is a member of pyrazolidines and a methyl ketone. It is functionally related to a phenylbutazone.
Names & identifiers
- Preferred name
- Kebuzone
- IUPAC
- 4-(3-oxobutyl)-1,2-diphenylpyrazolidine-3,5-dione
- English name
- Ketophenylbutazone
- Molecular formula
- C19H18N2O3
- Molecular weight
- 322.36
Names & synonyms
KEBUZONEketophenylbutazone853-34-94-(3-oxobutyl)-1,2-diphenylpyrazolidine-3,5-dioneChepirolKetophenylbutazonumkebuzonKebuzonumQuebuzona4-(3-Oxobutyl)-1,2-diphenyl-3,5-pyrazolidinedionekebuzona4VD83UL6Y6
Show more names
kpbEjorpecnonchetilketasonKetanolKetazonchebutan
DTXSID00234500CETOPHENYLBUTAZONE1,2-Diphenyl-4-(gamma-ketobutyl)-3,5-pyrazolidinedione1,2-Diphenyl-4-(3'-oxobutyl)-3,5-dioxopyrazolidineCHEBI:31749chetofenilbutazonchetofenilbutazoneRefChem:151079
Database identifiers
- CAS
853-34-9- PubChem CID
- 3824
- DTXSID
DTXSID00234500- ChEMBL
CHEMBL2107720- ChEBI
CHEBI:31749- UNII
- 4VD83UL6Y6
- EC Number
- 212-715-7
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 57.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 457
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility0.174 mg/mL at 20 °C
Human DrugsPharmaceuticals
Physicochemical properties
- Melting point
- 115.5 · 115.5-116.5° or 127.5-128.5° depending on cryst form
- Boiling point
- 460.98 °C · 460.98°C (rough estimate)
- Density
- 1.2336 · 1.2336 (rough estimate)
- refractive index
- 1.614 · 1.6140 (estimate)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White to Light Yellow
- Water Solubility
- 174.2 mg/L · 174.2mg/L(20 ºC)
- FDA UNII
- 4 VD83UL6Y6 · 4VD83UL6Y6
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]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Other Safety InformationIMAP assessments - 3,5-Pyrazolidinedione, 4-(3-oxobutyl)-1,2-diphenyl-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- Toxicity
- LD50 oral in rat: 720mg/kg
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H335-H302-H319-H315
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
ATC Code
M - Musculo-skeletal system
QM - Musculo-skeletal system
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.
Cellular LocationsMembrane
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
UsesAntirheumatic.
Upstream & downstream products
Upstream raw materials
Suppliers27 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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