N-ethyl-4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ6,2-benzothiazine-3-carboxamide

• ChemBase ID: 159781
• Molecular Formular: C16H17N3O4S2
• Molecular Mass: 379.45388
• Monoisotopic Mass: 379.06604804
• SMILES: c1cccc2c1C(=C(N(S2(=O)=O)C)C(=O)N(c1ncc(s1)C)CC)O
• Canonical SMILES: CCN(C(=O)C1=C(O)c2ccccc2S(=O)(=O)N1C)c1ncc(s1)C
• InChI: InChI=1S/C16H17N3O4S2/c1-4-19(16-17-9-10(2)24-16)15(21)13-14(20)11-7-5-6-8-12(11)25(22,23)18(13)3/h5-9,20H,4H2,1-3H3
• InChIKey: HGTQFLHZAJMDBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-ethyl-4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ^6,2-benzothiazine-3-carboxamide
• IUPAC Traditional name: N-ethyl-4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1λ^6,2-benzothiazine-3-carboxamide
• Synonyms: N-Ethyl-4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide; Meloxicam Impurity; Amido Ethyl Meloxicam (Meloxicam Impurity)

Database IDs

• CAS Number: 881399-30-0
• PubChem SID: 162253916
• PubChem CID: 54716305

CALCULATED PROPERTIES

• Acid pKa: 4.5852675
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.8620517
• LogD (pH = 7.4): -0.70024276
• Log P: 1.8214554
• Molar Refractivity: 96.4894 cm^3
• Polarizability: 36.80557 Å^3
• Polar Surface Area: 90.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A576780

Meloxicam (M216100) impurity.

REFERENCES

• Lazer, E., et al.: J. Med. Chem., 40, 980 (1997)