parecoxib 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
selective cyclo-oxygenase inhibitors 2063 198470-84-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • dynastat
  • parecoxib
  • parecoxib sodium
  • xapit
Parecoxib is a prodrug of valdecoxib. Valdecoxib is a selective cyclooxygenase-2 (COX-2) inhibitor within the clinical dose range. Cyclooxygenase is responsible for generation of prostaglandins. Two isoforms, COX-1 and COX-2, have been identified. COX-2 is the isoform of the enzyme that has been shown to be induced by pro-inflammatory stimuli and has been postulated to be primarily responsible for the synthesis of prostanoid mediators of pain, inflammation, and fever.
  • Molecular weight: 370.42
  • Formula: C19H18N2O4S
  • CLOGP: 2.05
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 1
  • TPSA: 89.27
  • ALOGS: -4.36
  • ROTB: 4

Drug dosage:

DoseUnitRoute
40 mg P

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2A,ACVR2B,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,ERBB2,FLT3,GRK2,JAK2,MAP2K6,MAP3K21,MAP3K7,MAPK7,MAPK9,MAPKAPK2,PDK1,PDK2,PDK4,PIK3CB,PIK3CD,PIK3CG,PRKDC,SIK2,SIK3,STK33,TEK,TTK 35
kinase-selectivity-class AXL,ERBB2,GRK2,MAPK7 4
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

DateAgencyCompanyOrphan
March 22, 2002 EMA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Negative pressure pulmonary oedema 109.91 80.92 15 240 610 42620470

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Negative pressure pulmonary oedema 110.35 58.96 15 550 684 110588050
Anaphylactic reaction 66.26 58.96 24 541 114276 110474458
Neuromuscular block prolonged 63.68 58.96 10 555 1237 110587497

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC M01AH04 MUSCULO-SKELETAL SYSTEM
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
Coxibs
MeSH PA D000700 Analgesics
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D016861 Cyclooxygenase Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018501 Antirheumatic Agents
MeSH PA D018689 Sensory System Agents
MeSH PA D018712 Analgesics, Non-Narcotic
MeSH PA D052246 Cyclooxygenase 2 Inhibitors
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory drug
CHEBI has role CHEBI:35480 analgesic
CHEBI has role CHEBI:35481 non-narcotic analgesic
CHEBI has role CHEBI:50266 prodrug
CHEBI has role CHEBI:50629 cyclooxygenase 2 inhibitor

Related Drugs by ATC class:

M01AH Coxibs 6 drugs

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

DiseaseRelationSNOMED_IDDOID
Acute postoperative pain indication 107401000119105




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.39 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 2 Enzyme INHIBITOR IC50 8.30 SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Prostaglandin G/H synthase 1 Enzyme INHIBITOR IC50 3.85 SCIENTIFIC LITERATURE
Nuclear receptor subfamily 4 group A member 2 Nuclear other IC50 4.87 CHEMBL

External reference:

IDSource
D03716 KEGG_DRUG
198470-85-8 SECONDARY_CAS_RN
C0915142 UMLSCUI
CHEBI:73038 CHEBI
PXB PDB_CHEM_ID
CHEMBL1206690 ChEMBL_ID
CHEMBL296913 ChEMBL_ID
DB08439 DRUGBANK_ID
C409945 MESH_SUPPLEMENTAL_RECORD_UI
119828 PUBCHEM_CID
2895 IUPHAR_LIGAND_ID
7816 INN_ID
9TUW81Y3CE UNII
279950 RXNORM
009631 NDDF
009632 NDDF
395289008 SNOMEDCT_US
409135005 SNOMEDCT_US
734520005 SNOMEDCT_US
9TUW81Y3CE INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Parecoxib Sodium HUMAN PRESCRIPTION DRUG LABEL 1 0009-0048 INJECTION, POWDER, FOR SOLUTION 40 mg INTRAVENOUS Export only 1 sections