(3Z)-3-{hydroxy[(pyridin-2-yl)amino]methylidene}-2-methyl-2H,3H,4H-1$l^{6},5,2-thieno[2,3-e][1$l^{6},2]thiazine-1,1,4-trione

• ChemBase ID: 352
• Molecular Formular: C13H11N3O4S2
• Molecular Mass: 337.37414
• Monoisotopic Mass: 337.01909785
• SMILES: S1(=O)(=O)N(/C(=C(\O)/Nc2ncccc2)/C(=O)c2sccc12)C
• Canonical SMILES: O/C(=C\1/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/h2-7,18H,1H3,(H,14,15)/b13-10-
• InChIKey: WZWYJBNHTWCXIM-RAXLEYEMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-3-{hydroxy[(pyridin-2-yl)amino]methylidene}-2-methyl-2H,3H,4H-1$l^{6},5,2-thieno[2,3-e][1$l^{6},2]thiazine-1,1,4-trione
• IUPAC Traditional name: tenoxicam
• Brand Name: Apo-Tenoxicam; Novo-Tenoxicam; Tilcotil
• Synonyms: Tenoxicamum [INN-Latin]; Tenoxicam

Database IDs

• CAS Number: 59804-37-4
• PubChem SID: 160963815; 46507303
• PubChem CID: 54677971; 5312154

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.2076488
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.1378545
• LogD (pH = 7.4): 0.8103239
• Log P: 1.221827
• Molar Refractivity: 93.0591 cm^3
• Polarizability: 31.345459 Å^3
• Polar Surface Area: 99.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.82
• LOG S: -3.09
• Solubility (Water): 2.77e-01 g/l

PROPERTIES

Physical Property

• Solubility: 14.1 mg/L
• Hydrophobicity(logP): 1.9

DETAILS

DrugBank - DB00469

• Drug Groups: approved
• Description: Tenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.
• Indication: For the treatment of rheumatoid arthritis, osteoarthritis, backache, and pain.
• Pharmacology: Tenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.
• Affected Organisms: Humans and other mammals
• Biotransformation: Tenoxicam is metabolized in the liver to several pharmacologically inactive metabolites (mainly 5'-hydroxy-tenoxicam).
• Absorption: Oral absorption of tenoxicam is rapid and complete (absolute bioavailability 100%).
• Half Life: 72 hours (range 59 to 74 hours)
• Protein Binding: 99%