PXB

parecoxib

Created:	2008-06-17
Last modified:	2020-06-05

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1 entries where PXB is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	44
Chiral Atom Count	0
Bond Count	46
Aromatic Bond Count	19

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Chemical Component Summary
Name	parecoxib
Synonyms	N-{[4-(5-methyl-3-phenylisoxazol-4-yl)phenyl]sulfonyl}propanamide
Systematic Name (OpenEye OEToolkits)	N-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)phenyl]sulfonylpropanamide
Formula	C₁₉ H₁₈ N₂ O₄ S
Molecular Weight	370.422
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(NS(=O)(=O)c3ccc(c2c(onc2c1ccccc1)C)cc3)CC
SMILES	CACTVS	3.341	CCC(=O)N[S](=O)(=O)c1ccc(cc1)c2c(C)onc2c3ccccc3
SMILES	OpenEye OEToolkits	1.5.0	CCC(=O)NS(=O)(=O)c1ccc(cc1)c2c(onc2c3ccccc3)C
Canonical SMILES	CACTVS	3.341	CCC(=O)N[S](=O)(=O)c1ccc(cc1)c2c(C)onc2c3ccccc3
Canonical SMILES	OpenEye OEToolkits	1.5.0	CCC(=O)NS(=O)(=O)c1ccc(cc1)c2c(onc2c3ccccc3)C
InChI	InChI	1.03	InChI=1S/C19H18N2O4S/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15/h4-12H,3H2,1-2H3,(H,21,22)
InChIKey	InChI	1.03	TZRHLKRLEZJVIJ-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB08439
Name	Parecoxib
Groups	approved
Description	Parecoxib is a water-soluble and injectable prodrug of valdecoxib. It is marketed as Dynastat in the European Union. Parecoxib is a COX2 selective inhibitor in the same category as celecoxib (Celebrex) and rofecoxib (Vioxx). As it is injectable, it can be used perioperatively when patients are unable to take oral medications. It is approved through much of Europe for short term perioperative pain control much in the same way ketorolac (Toradol) is used in the United States. A letter of non-approval for parecoxib was issued by the FDA in 2005.
Synonyms	Parecoxib Parécoxib Parecoxibum Parecoxib sodium N-((p-(5-methyl-3-phenyl-4-isoxazolyl)phenyl)sulfonyl)propionamide
Brand Names	Dynastat Parecoxib Sodium
Indication	Used for short term perioperative pain control.
Categories	Agents causing hyperkalemia Agents that produce hypertension Analgesics Analgesics, Non-Narcotic Anti-Inflammatory Agents Anti-Inflammatory Agents, Non-Steroidal Antiinflammatory and Antirheumatic Products Antiinflammatory and Antirheumatic Products, Non-Steroids Antirheumatic Agents COX-2 Inhibitors Cyclooxygenase Inhibitors Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Enzyme Inhibitors Musculo-Skeletal System Nephrotoxic agents Peripheral Nervous System Agents Selective Cyclooxygenase 2 Inhibitors (NSAIDs) Sensory System Agents
ATC-Code	M01AH04
CAS number	198470-84-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inhibitor
Lactotransferrin	MKLVFLVLLFLGALGLCLAGRRRSVQWCAVSQPEATKCFQWQRNMRKVRG...	unknown
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682