Piroxicam
- Formula: C15H13N3O4S
- Molecular weight: 331.346
- IUPAC Standard InChI: InChI=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)
- IUPAC Standard InChIKey: QYSPLQLAKJAUJT-UHFFFAOYSA-N
- CAS Registry Number: 36322-90-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide; CP 16171; Feldene; 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; 4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide1,1-dioxide; Artroxicam; Baxo; Bruxicam; Caliment; Erazon; Flogobene; Geldene; Improntal; Larapam; Pirkam; Piroflex; Reudene; Riacen; Roxicam; Roxiden; Sasulen; Solocalm; Zunden; CHF 1251; NSC 666076; Piroftal; Pyroxycam; 2H-1,2-benzothiazine-3-carboxyamide-4-hydroxy-2-methyl-N-2-pyridinyl-1,1-dioxide (piroxicam)
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Phase change data
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: William E. Acree, Jr., James S. Chickos
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 35. | 473.9 | DSC | Drebushchak1, Shakhtshneider, et al., 2006 | |
| 36.3 | 473.4 | DSC | Wassvik, Holmén, et al., 2006 | See also Wassvik, Holmén, et al., 2008. |
| 34.5 | 473. | DSC | Bustamante, Peña, et al., 1998 | |
| 35. | 474.5 | N/A | Giordano, Gazzaniga, et al., 1998 |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | R.E.Ardrey ET AL.Pharmaceutical Mass Spectra,L.,1985 |
| NIST MS number | 298765 |
Gas Chromatography
Go To: Top, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 1413. | Sharp, 1987 | 15. m/0.25 mm/0.25 μm, He, 130. C @ 1. min, 10. K/min, 290. C @ 10. min |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Drebushchak1, Shakhtshneider, et al., 2006
Drebushchak1, V.A.; Shakhtshneider, T.P.; Apenina, S.A.; Drebushchak, T.N.; Medvedeva, A.S.; Safronova, L.P.; Boldyrev, V.V.,
Thermoanalytical investigation of drug-excipient interaction,
J Therm Anal Calorim, 2006, 84, 3, 643-649, https://doi.org/10.1007/s10973-005-9990-4
. [all data]
Wassvik, Holmén, et al., 2006
Wassvik, Carola M.; Holmén, Anders G.; Bergström, Christel A.S.; Zamora, Ismael; Artursson, Per,
Contribution of solid-state properties to the aqueous solubility of drugs,
European Journal of Pharmaceutical Sciences, 2006, 29, 3-4, 294-305, https://doi.org/10.1016/j.ejps.2006.05.013
. [all data]
Wassvik, Holmén, et al., 2008
Wassvik, Carola M.; Holmén, Anders G.; Draheim, Rieke; Artursson, Per; Bergström, Christel A.S.,
Molecular Characteristics for Solid-State Limited Solubility,
J. Med. Chem., 2008, 51, 10, 3035-3039, https://doi.org/10.1021/jm701587d
. [all data]
Bustamante, Peña, et al., 1998
Bustamante, P.; Peña, M.A.; Barra, J.,
Partial solubility parameters of piroxicam and niflumic acid,
International Journal of Pharmaceutics, 1998, 174, 1-2, 141-150, https://doi.org/10.1016/S0378-5173(98)00263-4
. [all data]
Giordano, Gazzaniga, et al., 1998
Giordano, Ferdinando; Gazzaniga, Andrea; Moyano, Jos«65533» Ramon; Ventura, Paolo; Zanol, Margherita; Peveri, Tiziana; Carima, Lorenza,
Crystal forms of piroxicam pivalate: Preparation and characterization of two polymorphs,
J. Pharm. Sci., 1998, 87, 3, 333-337, https://doi.org/10.1021/js970256b
. [all data]
Sharp, 1987
Sharp, M.E.,
A rapid screening procedure for acidic and neutral drugs in blood by high resolution gas chromatography,
J. Anal. Toxicol., 1987, 11, 1, 8-11, https://doi.org/10.1093/jat/11.1.8
. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
ΔfusH Enthalpy of fusion - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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