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

Stem definitionDrug idCAS RN
anti-inflammatory analgesics, phenylbutazone derivatives 861 60-80-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • phenazone
  • analgesin
  • analgesine
  • anodynine
  • antipyrin
  • azophen
  • azophene
  • dimethyloxychinizin
  • dimethyloxyquinazine
  • fenazone
  • methozin
  • oxydimethylquinazine
  • phenazon
  • pyrazophyl
  • phenylone
  • antipyrine
An analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29)
  • Molecular weight: 188.23
  • Formula: C11H12N2O
  • CLOGP: 0.19
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 0
  • TPSA: 23.55
  • ALOGS: -0.60
  • ROTB: 1

Drug dosage:

DoseUnitRoute
3 g O
3 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 1700 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0.50 % Benet LZ, Broccatelli F, Oprea TI
BA (Bioavailability) 99 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.77 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.64 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.93 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 12 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1964 YEAR INTRODUCED

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 N02BB01 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Pyrazolones
ATC N02BB51 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Pyrazolones
ATC N02BB71 NERVOUS SYSTEM
ANALGESICS
OTHER ANALGESICS AND ANTIPYRETICS
Pyrazolones
ATC S02DA03 SENSORY ORGANS
OTOLOGICALS
OTHER OTOLOGICALS
Analgesics and anesthetics
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:35475 non-steroidal anti-inflammatory agent
CHEBI has role CHEBI:35493 anti-pyretic
CHEBI has role CHEBI:35703 Xenobiotic
CHEBI has role CHEBI:73263 cyclooxygenase-3 inhibitors
CHEBI has role CHEBI:78298 environmental contaminants

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Infective otitis media indication 312218008
Otalgia off-label use 16001004
Impacted cerumen off-label use 18070006
Migraine off-label use 37796009 DOID:6364
Vascular headache off-label use 128187005
Tension-type headache off-label use 398057008
Alcoholism contraindication 7200002
Glaucoma contraindication 23986001 DOID:1686
Acute cerebrovascular insufficiency contraindication 29322000
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Conduction disorder of the heart contraindication 44808001
Heart disease contraindication 56265001 DOID:114
Acute nephropathy contraindication 58574008
Hepatic failure contraindication 59927004
Perforation of tympanic membrane contraindication 60442001
Poisoning by acetaminophen contraindication 70273001
Arteriosclerotic vascular disease contraindication 72092001
Diabetes mellitus contraindication 73211009 DOID:9351
Arterial aneurysm contraindication 233981004
Disease of liver contraindication 235856003 DOID:409
Benign prostatic hyperplasia contraindication 266569009
Angle-closure glaucoma contraindication 392291006 DOID:13550
Peripheral vascular disease contraindication 400047006
Disorder of coronary artery contraindication 414024009
Porphyria contraindication 418470004
Organic Cardiac Disease contraindication




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

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
Transient receptor potential cation channel subfamily A member 1 Ion channel BLOCKER IC50 3.08 SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Nicotinate phosphoribosyltransferase Enzyme Ki 9 CHEMBL

External reference:

IDSource
4018116 VUID
N0000146454 NUI
D01776 KEGG_DRUG
1001 RXNORM
4018116 VANDF
C0003420 UMLSCUI
CHEBI:31225 CHEBI
CHEMBL277474 ChEMBL_ID
DB01435 DRUGBANK_ID
C027436 MESH_SUPPLEMENTAL_RECORD_UI
2206 PUBCHEM_CID
4210 MMSL
72847 MMSL
001607 NDDF
412090007 SNOMEDCT_US
55486005 SNOMEDCT_US
D000983 MESH_DESCRIPTOR_UI
413 INN_ID
T3CHA1B51H UNII

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Antipyrine and Benzocaine HUMAN PRESCRIPTION DRUG LABEL 2 21695-216 SOLUTION 54 mg AURICULAR (OTIC) Unapproved drug other 13 sections
OrtizolOtic Solution HUMAN OTC DRUG LABEL 3 61841-180 LIQUID 50 mg AURICULAR (OTIC) Export only 7 sections