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

• ChemBase ID: 159782
• Molecular Formular: C15H15N3O4S2
• Molecular Mass: 365.4273
• Monoisotopic Mass: 365.05039798
• SMILES: c1cccc2c1C(=C(N(S2(=O)=O)C)C(=O)N(c1ncc(s1)C)C)O
• Canonical SMILES: Cc1cnc(s1)N(C(=O)C1=C(O)c2ccccc2S(=O)(=O)N1C)C
• InChI: InChI=1S/C15H15N3O4S2/c1-9-8-16-15(23-9)17(2)14(20)12-13(19)10-6-4-5-7-11(10)24(21,22)18(12)3/h4-8,19H,1-3H3
• InChIKey: GEXSYKOSERXHIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 892395-41-4
• PubChem SID: 162253917
• PubChem CID: 54677942

CALCULATED PROPERTIES

• Acid pKa: 4.52033
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.4477318
• LogD (pH = 7.4): -1.0887673
• Log P: 1.4646474
• Molar Refractivity: 91.7408 cm^3
• Polarizability: 34.97881 Å^3
• Polar Surface Area: 90.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A576790

Amido Methyl Meloxicam is an impurity of Meloxicam (M216100).

REFERENCES

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