parecoxib Indications/Contra | FAERs-F | FAERs-M | Orange Bk | 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

Approvals:

DateAgencyCompanyOrphan
March 22, 2002 EMA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

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 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 D052246 Cyclooxygenase 2 Inhibitors
MeSH PA D016861 Cyclooxygenase Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents
CHEBI has role CHEBI:35481 non-narcotic analgesic
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory drug
CHEBI has role CHEBI:50266 prodrug

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Acute postoperative pain indication 107401000119105

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

External reference:

IDSource
C0915142 UMLSCUI
D03716 KEGG_DRUG
395289008 SNOMEDCT_US
279950 RXNORM
409135005 SNOMEDCT_US
009631 NDDF
9TUW81Y3CE UNII
7816 INN_ID
CHEMBL296913 ChEMBL_ID
198470-85-8 SECONDARY_CAS_RN
PXB PDB_CHEM_ID
DB08439 DRUGBANK_ID
CHEBI:73038 CHEBI
CHEMBL1206690 ChEMBL_ID
119828 PUBCHEM_CID
2895 IUPHAR_LIGAND_ID
C409945 MESH_SUPPLEMENTAL_RECORD_UI
DB00580 DRUGBANK_ID

Pharmaceutical products:

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