4-hydroxy-2-methyl-1,1-dioxo-N-[(2H4)pyridin-2-yl]-2H-1λ6,5,2-thieno[2,3-e][1λ6,2]thiazine-3-carboxamide

• ChemBase ID: 178157
• Molecular Formular: C13H11N3O4S2
• Molecular Mass: 337.37414
• Monoisotopic Mass: 337.01909785
• SMILES: c12c(C(=C(N(S1(=O)=O)C)C(=O)Nc1ncccc1)O)scc2
• Canonical SMILES: O=C(C1=C(O)c2sccc2S(=O)(=O)N1C)Nc1ccccn1
• InChI: InChI=1S/C13H11N3O4S2/c1-16-10(13(18)15-9-4-2-3-6-14-9)11(17)12-8(5-7-21-12)22(16,19)20/h2-7,17H,1H3,(H,14,15,18)
• InChIKey: LZNWYQJJBLGYLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-2-methyl-1,1-dioxo-N-[(^2H₄)pyridin-2-yl]-2H-1λ^6,5,2-thieno[2,3-e][1λ^6,2]thiazine-3-carboxamide
• IUPAC Traditional name: 4-hydroxy-2-methyl-1,1-dioxo-N-[(^2H₄)pyridin-2-yl]-1λ^6,5,2-thieno[2,3-e][1λ^6,2]thiazine-3-carboxamide
• Synonyms: 4-Hydroxy-2-methyl-N-2-(pyridinyl-d4)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-Dioxide; Alganex-d4; Dolmen-d4; Epicotil-d4; Liman-d4; Mobiflex-d4; Oxamen-L-d4; Rexalgan-d4; Ro 12-0068-d4; Soral-d4; Tilatil-d4; Tilcotil-d4; Tenoxicam-d4

Database IDs

• PubChem SID: 164234067
• PubChem CID: 71752364

CALCULATED PROPERTIES

• Acid pKa: 2.2100077
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.2256131
• LogD (pH = 7.4): -1.9054034
• Log P: -0.115899466
• Molar Refractivity: 83.9334 cm^3
• Polarizability: 31.431646 Å^3
• Polar Surface Area: 99.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T019502

Labelled Tenoxicam (T019500). Nonsteroidal anti-inflamatory agent.

REFERENCES

• Bird, H.A., et al.: Curr. Med. Res. Opin., 8, 9 (1982)
• Gonzalez, J.P., et al.: Drugs, 34, 289 (1982)
• Al-Obaid, A.M., et al.: Anal. Profiles Drug Subs. Excip., 22, 431 (1982)