Piroxicam

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Piroxicam are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Piroxicam?

The molecule Piroxicam presents a molecular formula of C15H13N3O4S and its IUPAC name is 4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide.

Piroxicam is a nonsteroidal anti-inflammatory drug (NSAID) of the oxicam class. It is used to relieve pain and inflammation in conditions such as arthritis and gout. Piroxicam is typically taken orally, in the form of a capsule..

Piroxicam is a white to off-white, crystalline powder. The molecular weight is 331.4. Piroxicam is insoluble in water and very slightly soluble in ethanol..

Piroxicam capsules are indicated for the relief of the signs and symptoms of osteoarthritis and rheumatoid arthritis..

Piroxicam belongs to a class of drugs called nonsteroidal anti-inflammatory drugs (NSAIDs). A class of drugs refers to medications that work similarly. They have a similar chemical structure and are often used to treat similar conditions..

NSAIDs work by reducing the production of prostaglandins. Prostaglandins are substances that are involved in pain and inflammation..

Piroxicam is a NSAID that is used to treat pain and inflammation. It is used to treat arthritis and gout..

Piroxicam exists as an oral capsule. It is usually taken once daily..

The usual adult dose of piroxicam is 10 mg once daily..

Piroxicam may interact with other medications. Tell your doctor all medications and supplements you use..

Piroxicam can increase your risk of bleeding or ulcers. This effect is increased when you also take corticosteroids or blood thinners..

Piroxicam may also cause kidney problems..

Piroxicam is not recommended for use during pregnancy. It may harm an unborn baby..

Piroxicam may pass into breast milk and could harm a nursing baby. Do not breast-feed while taking this medication..

3D structure

Cartesian coordinates

Geometry of Piroxicam in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Piroxicam QYSPLQLAKJAUJT-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Piroxicam

 

Molecule descriptors

 
IUPAC name4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide
InChI codeInChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
InChI KeyQYSPLQLAKJAUJT-UHFFFAOYSA-N
SMILESCN1C(C(=O)Nc2ccccn2)=C(O)c2ccccc2S1(=O)=O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (4-Hydroxy-2-methyl-1,1-dioxobenzo[e]1,2-thiazin-3-yl)-N-(2-pyridyl)carboxamide
  • (4-hydroxy-2-methyl-1,1-dioxobenzo[e]1,2-thiazin-3-yl)-N-(2-pyridyl)carboxamid e
  • (Z)-3-(hydroxy(pyridin-2-ylamino)methylene)-2-methyl-2H-benzo[e][1,2]thiazin-4(3H)-one 1,1-dioxide
  • 1044566-76-8
  • 13T4O6VMAM
  • 1488516-58-0
  • 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide
  • 2H-1,2-Benzothiazine-3-carboxamide,4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide
  • 3,4-Dihydro-2-methyl-4-oxo-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • 3-{hydroxy[(pyridin-2-yl)amino]methylidene}-2-methyl-3,4-dihydro-2H-1$l^{6},2-benzothiazine-1,1,4-trione
  • 3-{hydroxy[(pyridin-2-yl)amino]methylidene}-2-methyl-3,4-dihydro-2H-1lambda6,2-benzothiazine-1,1,4-trione
  • 322P904
  • 36322-90-4
  • 4-Hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-1,2-benzothiazine 1,1-Dioxide
  • 4-Hydroxy-2-methyl-3-(pyrid-2-yl-carbamoyl)-2H-1,2-benzothiazine 1,1-dioxide
  • 4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzo-thiazine-3-carboxamide1,1-dioxide
  • 4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxid
  • 4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine -3-carboxamide-1,1-dioxide malonic acid
  • 4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide
  • 4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
  • 4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide
  • 4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide1,1-dioxide
  • 4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • 4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide1,1-dioxide
  • 4-Hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • 4-hydroxy-2-methyl-1,1-dioxo-N-(2-pyridyl)-1$l^{6},2-benzothiazine-3-carboxamide
  • 4-hydroxy-2-methyl-1,1-dioxo-N-(2-pyridyl)-1,2-dihydro-1lambda,2-benzothiazine-3-carboxamide
  • 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1$l^{6},2-benzothiazine-3-carboxamide
  • 4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1?^{6},2-benzothiazine-3-carboxamide
  • 4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide
  • 4-hydroxy-2-methyl-N-(pyridin-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • 4-hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
  • 4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • A19556
  • AB00052074-21
  • AB00052074-22
  • AB00052074_23
  • AB00052074_24
  • AC-24190
  • AK1015
  • AM84917
  • Artroxicam
  • BAXO
  • BCBcMAP01_000176
  • BCP02919
  • BCP0726000299
  • BDBM85245
  • BIDD:PXR0154
  • BPBio1_000245
  • BRN 0627692
  • BSPBio_000221
  • BSPBio_001030
  • BSPBio_002460
  • Bio1_000363
  • Bio1_000852
  • Bio1_001341
  • Bio2_000355
  • Bio2_000835
  • Bruxicam
  • C01608
  • CAS_36322-90-4
  • CCG-36403
  • CCRIS 3719
  • CP 16171
  • CP-16,171
  • CP-16171
  • Caliment
  • CHF 1251
  • D00127
  • D70554
  • DB00554
  • DSSTox_CID_1170
  • DSSTox_GSID_21170
  • DSSTox_RID_75990
  • DivK1c_000369
  • EN300-70724
  • EU-0100900
  • Erazon
  • F0001-2399
  • FT-0630590
  • FT-0673949
  • Felden
  • Feldene
  • Feldene Fast
  • Feldene Gel
  • Flogobene
  • GLXC-26155
  • GLXC-26156
  • GTPL7273
  • Geldene
  • HMS1362D11
  • HMS1568L03
  • HMS1792D11
  • HMS1920H22
  • HMS1990D11
  • HMS2089B06
  • HMS2092A05
  • HMS2095L03
  • HMS2231G03
  • HMS3262D22
  • HMS3267I03
  • HMS3369B07
  • HMS3403D11
  • HMS3414H17
  • HMS3429L03
  • HMS3655C04
  • HMS3678H15
  • HMS3712L03
  • HMS3884C08
  • HMS501C11
  • HY-B0253
  • IDI1_000369
  • IDI1_002110
  • Improntal
  • KBio1_000369
  • KBio2_000370
  • KBio2_001595
  • KBio2_002938
  • KBio2_004163
  • KBio2_005506
  • KBio2_006731
  • KBio3_000719
  • KBio3_000720
  • KBio3_001680
  • KBioGR_000370
  • KBioGR_001315
  • KBioSS_000370
  • KBioSS_001595
  • KS-5322
  • LP00900
  • Larapam
  • Lopac-P-5654
  • Lopac0_000900
  • MFCD00057317
  • MLS000038002
  • MLS000069644
  • MLS001148207
  • MLS001304054
  • MLS004774122
  • N-(2-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • NCGC00015823-01
  • NCGC00015823-02
  • NCGC00015823-03
  • NCGC00015823-04
  • NCGC00015823-05
  • NCGC00015823-06
  • NCGC00015823-07
  • NCGC00015823-08
  • NCGC00015823-09
  • NCGC00015823-10
  • NCGC00015823-11
  • NCGC00015823-12
  • NCGC00015823-13
  • NCGC00015823-14
  • NCGC00015823-15
  • NCGC00015823-17
  • NCGC00015823-18
  • NCGC00015823-20
  • NCGC00015823-29
  • NCGC00021244-03
  • NCGC00021244-05
  • NCGC00021244-06
  • NCGC00021244-07
  • NCGC00021244-08
  • NCGC00021244-09
  • NCGC00188982-01
  • NCGC00257705-01
  • NCGC00261585-01
  • NCI60_022912
  • NINDS_000369
  • NSC 666076
  • NSC-666076
  • NSC-757284
  • NSC666076
  • NSC757284
  • NSC_4856
  • Opera_ID_442
  • Oprea1_714707
  • P 5654
  • P1905
  • PIROXICAM ANHYDROUS
  • Pharmakon1600-01500491
  • Pirkam
  • Piroflex
  • Piroftal
  • Piroxicam
  • Piroxicam (Feldene)
  • Piroxicam (JP17/USP/INN)
  • Piroxicam 1.0 mg/ml in Methanol
  • Piroxicam for system suitability
  • Piroxicam, meets USP testing specifications
  • Piroxicam,(S)
  • Piroxicam-(methyl-d3)
  • Piroxicam: Form Alpha1
  • Piroxicam: Form Alpha2
  • Piroxicamum
  • Prestwick0_000211
  • Prestwick1_000211
  • Prestwick2_000211
  • Prestwick3_000211
  • Prestwick_573
  • Pyroxycam
  • Q408676
  • Reudene
  • Riacen
  • Rosiden
  • Roxam
  • Roxicam
  • Roxiden
  • SBI-0050875.P004
  • SDCCGSBI-0050875.P005
  • SMR000035997
  • SPECTRUM1500491
  • SR-01000000199
  • SR-01000000199-12
  • SR-01000000199-3
  • SR-01000000199-5
  • SR-01000000199-9
  • STK177288
  • SW219862-1
  • Sasulen
  • Solocalm
  • Tocris-0960
  • W-106626
  • Z1259192069
  • Zunden
  • piroxicam
  • piroxicam usp
  • piroxicam:malonic acid
  • s1713

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC12466469
  • ZINC51133897
  • ZINC87724780
  • CAS-36322-90-4
  • UNII-13T4O6VMAM
  • AKOS000714958
  • AKOS025312555
  • AKOS026749939
  • DTXSID5021170
  • CHEMBL527
  • CHEMBL1518938
  • CHEBI:8249
  • Tox21_110231
  • Tox21_200151
  • Tox21_500900
  • Tox21_110231_1
  • EINECS 252-974-3
  • SPBio_001293
  • SPBio_002142
  • SCHEMBL13462
  • SCHEMBL21350
  • SCHEMBL3703617
  • Spectrum_001115
  • Spectrum2_001287
  • Spectrum3_000780
  • Spectrum4_000968
  • Spectrum5_001445

Physico-Chemical properties

IUPAC name4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide
Molecular formulaC15H13N3O4S
Molecular weight331.346
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity87.52
LogP2.7
Topological polar surface area108.0

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.