phenylbutazone 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
anti-inflammatory analgesics, phenylbutazone derivatives 2145 50-33-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • phenylbutazone
  • phenylbutazon
A butyl-diphenyl-pyrazolidinedione that has anti-inflammatory, antipyretic, and analgesic activities. It has been used in ANKYLOSING SPONDYLITIS; RHEUMATOID ARTHRITIS; and REACTIVE ARTHRITIS.
  • Molecular weight: 308.38
  • Formula: C19H20N2O2
  • CLOGP: 3.38
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 40.62
  • ALOGS: -3.33
  • ROTB: 5
  • Status: OFM
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.30 g O
0.30 g P
0.30 g R

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.70 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 1 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 32.43 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 90 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Jan. 10, 1980 FDA SANDOZ

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC M01AA01 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
Butylpyrazolidines
ATC M01BA01 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY/ANTIRHEUMATIC AGENTS IN COMBINATION
Antiinflammatory/antirheumatic agents in combination with corticosteroids
ATC M02AA01 MUSCULO-SKELETAL SYSTEM
TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
Antiinflammatory preparations, non-steroids for topical use
MeSH PA D000700 Analgesics
MeSH PA D018712 Analgesics, Non-Narcotic
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D018501 Antirheumatic Agents
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents
CHEBI has role CHEBI:25212 metabolites
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory agent
CHEBI has role CHEBI:35842 anti-rheumatic drugs
CHEBI has role CHEBI:49110 peripheral nervous system drugs
CHEBI has role CHEBI:73136 carbonyl reductase inhibitor

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Gout off-label use 90560007 DOID:13189




🐶 Veterinary Drug Use

SpeciesUseRelation
Dogs Inflammatory conditions associated with a musculoskeletal system Indication
Horses Inflammatory conditions associated with a musculoskeletal system Indication

🐶 Veterinary products

ProductApplicantIngredients
Butazolidin Bolus, Butazolidin Tablets Intervet Inc. 1
Butazolidin Injectable 20% Intervet Inc. 1
Butazolidin Granules Intervet Inc. 1
Butatron Bimeda Animal Health Limited 1
Tevcodyne Injectable Elanco US Inc. 1
EquiBute Injection Zoetis Inc. 1
EquiBute Tablets 100 mg Zoetis Inc. 1
Phen-Buta Vet Injection Bimeda Animal Health Limited 1
Bizolin-100, Bizolin-200 Cronus Pharma Specialities India Private Limited 1
Phen-Buta Vet Tablets, Phenylbutazone Tablets (Horses) Bimeda Animal Health Limited 1
Robizone-V Zoetis Inc. 1
Phenylbutazone Tablets, USP 1 gram Elanco US Inc. 1
Robizone-V Zoetis Inc. 1
Bizolin Injection 20% Cronus Pharma Specialities India Private Limited 1
Phenylbutazone Tablets, USP 100 mg, Phenylbutazone Tablets, USP 200 mg Cronus Pharma Specialities India Private Limited 1
Phen-Buta-Vet Injection Bimeda Animal Health Limited 1
Phen-Buta-Vet Tablets, Phenylbutazone S/A Bimeda Animal Health Limited 1
Robizone Injectable 20% Zoetis Inc. 1
Bizolin 1-G Cronus Pharma Specialities India Private Limited 1
Equipalazone Vetoquinol N.-A. Inc. 1
Butazolidin, Butazolidin Paste, Bute, Phenylbute Paste, Phenylzone Paste Intervet Inc. 1
Butatron Gel Bimeda Animal Health Limited 1
Phenylbutazone 20% Injection Elanco US Inc. 1
Butequine Vetoquinol USA Inc. 1
Superiorbute Superior Equine Pharmaceuticals Inc. 1
Equizone 100 A & G Pharmaceuticals Inc. 1
Phenylbutazone 20% Injection Sparhawk Laboratories Inc. 1
Pributazone First Priority Inc. 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.62 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Prostaglandin G/H synthase 1 Enzyme INHIBITOR IC50 5.52 CHEMBL CHEMBL
fMet-Leu-Phe receptor GPCR IC50 4.69 WOMBAT-PK
Prostacyclin synthase Enzyme WOMBAT-PK
Cytochrome P450 2C9 Enzyme Ki 4.72 WOMBAT-PK
Nicotinate phosphoribosyltransferase Enzyme Ki 10 CHEMBL
Cyclooxygenase 2; Prostaglandin G/H synthase-2; Uncharacterized protein Enzyme IC50 5.42 CHEMBL
Cyclooxygenase Enzyme IC50 4.82 CHEMBL

External reference:

IDSource
4018391 VUID
N0000146718 NUI
D00510 KEGG_DRUG
4018391 VANDF
C0031463 UMLSCUI
CHEBI:48574 CHEBI
P1Z PDB_CHEM_ID
CHEMBL101 ChEMBL_ID
DB00812 DRUGBANK_ID
D010653 MESH_DESCRIPTOR_UI
4781 PUBCHEM_CID
7270 IUPHAR_LIGAND_ID
4 INN_ID
GN5P7K3T8S UNII
8160 RXNORM
NOCODE MMSL
d00341 MMSL
002375 NDDF
273951003 SNOMEDCT_US
48351000 SNOMEDCT_US

Pharmaceutical products:

None