4-hydroxy-2-(2H3)methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ6,2-benzothiazine-3-carboxamide

• ChemBase ID: 176795
• Molecular Formular: C15H13N3O4S
• Molecular Mass: 331.34642
• Monoisotopic Mass: 331.06267691
• SMILES: c1cccc2c1C(=C(N(S2(=O)=O)C)C(=O)Nc1ncccc1)O
• Canonical SMILES: O=C(C1=C(O)c2ccccc2S(=O)(=O)N1C)Nc1ccccn1
• 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)
• InChIKey: QYSPLQLAKJAUJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-2-(^2H₃)methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ^6,2-benzothiazine-3-carboxamide
• IUPAC Traditional name: 4-hydroxy-2-(^2H₃)methyl-1,1-dioxo-N-(pyridin-2-yl)-1λ^6,2-benzothiazine-3-carboxamide
• Synonyms: 4-Hydroxy-2-(methyl-d3)-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide; Artroxicam-d3; Baxo-d3; Bruxicam-d3; CHF 1251-d3; CP 16171-d3; Caliment-d3; Roxicam-d3; Roxiden-d3; Sasulen-d3; Solocalm-d3; Piroxicam-d3

Database IDs

• CAS Number: 942047-64-5
• PubChem SID: 164232705
• PubChem CID: 54684470

CALCULATED PROPERTIES

• Acid pKa: 4.7604237
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.033200305
• LogD (pH = 7.4): -1.5190158
• Log P: 0.59988385
• Molar Refractivity: 87.0435 cm^3
• Polarizability: 32.63434 Å^3
• Polar Surface Area: 99.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Methanol
• Apperance: Pale Greenish Yellow Solid
• Melting Point: 193-195°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P510002

Non-steroidal anti-inflammatory with long half-life. Cyclooxygenase inhibitor. Clinically useful NSAID.

REFERENCES

• Carty, T.J., et al.: Prostaglandins, 47, 55 (1980)
• Brogden, R.N., et al.: Drugs, 22, 165 (1980)
• Mihalic, M., et al.: Anal. Profiles Drug Subs., 15, 509 (1980)
• Laneauville., O., et al.: J. Pharmacol. Exp. Ther., 271, 927 (1980)