NP-MRD: Showing NP-Card for Valdecoxib (NP0087341)

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Record Information

Version

2.0

Created at

2022-05-11 16:47:01 UTC

Updated at

2022-05-11 16:47:01 UTC

NP-MRD ID

NP0087341

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valdecoxib

Description

Valdecoxib, also known as bextra or kudeq, belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. A former Pfizer district sales manager was indicted and sentenced to home confinement for destroying documents regarding the illegal promotion of Bextra. Valdecoxib is a drug which is used for the treatment of osteoarthritis and dysmenorrhoea. Valdecoxib is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, valdecoxib is involved in valdecoxib action pathway. Valdecoxib has analytical methods for bioequivalence studies, metabolite determination, estimation of formulation, and an HPTLC method for simultaneous estimation in tablet dosage form. Pfizer first acknowledged cardiovascular risks associated with Bextra in October 2004. And was available by prescription in tablet form until 2005 when the FDA requested that Pfizer withdraw Bextra from the American market. In the United States, the Food and Drug Administration (FDA) approved valdecoxib for the treatment of osteoarthritis, adult rheumatoid arthritis, and primary dysmenorrhea. Valdecoxib was first documented in 2010 (PMID: 20467258). Six whistle-blowers were awarded more than $102 million for their role in the investigation (PMID: 20717044) (PMID: 21073910) (PMID: 21720517) (PMID: 21769548).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    0.8451   -3.2344    2.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4923   -2.6877    1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683   -3.1804    1.8763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727   -2.4134    1.3440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827   -1.3526    0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6486   -0.2629    0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -0.5247   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    0.5077   -1.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323    1.8070   -1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668    2.0832   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5464    1.0424    0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -1.5211    0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3917   -0.6130    0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212   -0.3626   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231    0.5168   -1.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156    1.1629   -0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644    2.2608   -0.9054 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1083    1.3211   -1.1144 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2568    2.9383   -2.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9338    3.2449    0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918    0.9172    0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    0.0400    1.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479   -4.2967    2.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5822   -3.1495    1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -2.5761    2.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5378   -1.5292   -1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543    0.3233   -2.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220    2.6344   -1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455    3.0881    0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608    1.2669    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127   -0.8806   -1.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7986    0.7086   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8964    0.4467   -1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540    1.0049   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143    1.4250    1.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -0.1553    2.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 12  2  0
 12  5  1  0
  5  4  2  0
  4  3  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 21  1  0
 21 22  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 17 20  2  0
  3  2  1  0
 11  6  1  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 14 31  1  0
 15 32  1  0
 21 35  1  0
 22 36  1  0
 18 33  1  0
 18 34  1  0
M  END

580
  Mrv0541 02231214472D          

 22 24  0  0  0  0            999 V2000
    3.1021   -1.7444    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    2.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9271   -1.7444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -1.7444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5146    2.8251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021   -2.5694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    1.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    2.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    2.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021   -0.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876    0.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5541    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -0.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -0.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    2.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7257    0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9518    2.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5103    0.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1234    1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  0  0  0  0
  2  5  1  0  0  0  0
  2 10  1  0  0  0  0
  5  9  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8 12  2  0  0  0  0
  8 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 17  1  0  0  0  0
 11 15  2  0  0  0  0
 11 16  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 18  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087341

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C(=NO1)C1=CC=CC=C1)C1=CC=C(C=C1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)

> <INCHI_KEY>
LNPDTQAFDNKSHK-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O3S

> <MOLECULAR_WEIGHT>
314.359

> <EXACT_MASS>
314.072513014

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.76425043343251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzene-1-sulfonamide

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
2.8236843580000004

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.057539239950927

> <JCHEM_PKA_STRONGEST_BASIC>
0.41767462897919727

> <JCHEM_POLAR_SURFACE_AREA>
86.19

> <JCHEM_REFRACTIVITY>
84.70800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
valdecoxib

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 580                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       5.791  -3.256   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       5.021   5.274   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.331  -3.256   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.251  -3.256   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       6.561   5.274   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       5.791  -4.796   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.791   2.904   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.791   1.364   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.036   3.809   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.545   3.809   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.791  -1.716   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.124   0.594   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.457   0.594   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.501   3.333   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.124  -0.946   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.457  -0.946   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080   3.333   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.645   4.364   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.821   1.827   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.110   3.888   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.286   1.351   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.430   2.381   0.000  0.00  0.00           C+0
CONECT    1    3    4    6   11                                             
CONECT    2    5   10                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    2    9                                                       
CONECT    6    1                                                            
CONECT    7    8    9   10                                                  
CONECT    8    7   12   13                                                  
CONECT    9    5    7   14                                                  
CONECT   10    2    7   17                                                  
CONECT   11    1   15   16                                                  
CONECT   12    8   15                                                       
CONECT   13    8   16                                                       
CONECT   14    9   18   19                                                  
CONECT   15   11   12                                                       
CONECT   16   11   13                                                       
CONECT   17   10                                                            
CONECT   18   14   20                                                       
CONECT   19   14   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   22                                                       
CONECT   22   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamide	ChEBI
Bextra	ChEBI
p-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonamide	ChEBI
Valdecoxibum	ChEBI
4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulphonamide	Generator
p-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulphonamide	Generator
COX	HMDB
Kudeq	HMDB
Valdyn	HMDB
Valecoxib	HMDB
Pfizer brand OF valdecoxib	HMDB

Chemical Formula

C₁₆H₁₄N₂O₃S

Average Mass

314.3590 Da

Monoisotopic Mass

314.07251 Da

IUPAC Name

4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzene-1-sulfonamide

Traditional Name

valdecoxib

CAS Registry Number

Not Available

SMILES

CC1=C(C(=NO1)C1=CC=CC=C1)C1=CC=C(C=C1)S(N)(=O)=O

InChI Identifier

InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)

InChI Key

LNPDTQAFDNKSHK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Organosulfonic acid amide
Azole
Isoxazole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:63634 )
isoxazoles (CHEBI:63634 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.32	ALOGPS
logP	2.82	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	10.06	ChemAxon
pKa (Strongest Basic)	0.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.19 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.71 m³·mol⁻¹	ChemAxon
Polarizability	31.76 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0005033

DrugBank ID

DB00580

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023600

KNApSAcK ID

Not Available

Chemspider ID

106796

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Valdecoxib

METLIN ID

Not Available

PubChem Compound

119607

PDB ID

COX

ChEBI ID

63634

Good Scents ID

Not Available

References

General References

Keshetti S, Ciddi V: Biotransformation of valdecoxib by microbial cultures. J Microbiol Biotechnol. 2010 Apr;20(4):809-16. [PubMed:20467258 ]
Bhatia V, Ahuja V, Acharya SK, Garg PK: A randomized controlled trial of valdecoxib and glyceryl trinitrate for the prevention of post-ERCP pancreatitis. J Clin Gastroenterol. 2011 Feb;45(2):170-6. doi: 10.1097/MCG.0b013e3181eb600e. [PubMed:20717044 ]
Schroder H, Hollt V, Becker A: Parecoxib and its metabolite valdecoxib directly interact with cannabinoid binding sites in CB1-expressing HEK 293 cells and rat brain tissue. Neurochem Int. 2011 Jan;58(1):9-13. doi: 10.1016/j.neuint.2010.10.018. Epub 2010 Nov 10. [PubMed:21073910 ]
Thakral NK, Ray AR, Bar-Shalom D, Eriksson AH, Majumdar DK: The quest for targeted delivery in colon cancer: mucoadhesive valdecoxib microspheres. Int J Nanomedicine. 2011;6:1057-68. doi: 10.2147/IJN.S19561. Epub 2011 May 19. [PubMed:21720517 ]
Saccomanni G, Giorgi M, Del Carlo S, Manera C, Saba A, Macchia M: Simultaneous detection and quantification of parecoxib and valdecoxib in canine plasma by HPLC with spectrofluorimetric detection: development and validation of a new methodology. Anal Bioanal Chem. 2011 Sep;401(5):1677-84. doi: 10.1007/s00216-011-5244-4. Epub 2011 Jul 19. [PubMed:21769548 ]

Showing NP-Card for Valdecoxib (NP0087341)

MOL for NP0087341 (Valdecoxib)

3D MOL for NP0087341 (Valdecoxib)

3D SDF for NP0087341 (Valdecoxib)

3D-SDF for NP0087341 (Valdecoxib)

PDB for NP0087341 (Valdecoxib)

3D PDB for NP0087341 (Valdecoxib)

SMILES for NP0087341 (Valdecoxib)

INCHI for NP0087341 (Valdecoxib)

Structure for NP0087341 (Valdecoxib)

3D Structure for NP0087341 (Valdecoxib)