4-hydroxy-2-(2H3)methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ6,2-benzothiazine-3-carboxamide

• ChemBase ID: 156965
• Molecular Formular: C14H13N3O4S2
• Molecular Mass: 351.40072
• Monoisotopic Mass: 351.03474791
• SMILES: CN1C(=C(c2ccccc2S1(=O)=O)O)C(=O)Nc1ncc(s1)C
• Canonical SMILES: Cc1cnc(s1)NC(=O)C1=C(O)c2ccccc2S(=O)(=O)N1C
• InChI: InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)
• InChIKey: ZRVUJXDFFKFLMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-2-(^2H₃)methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ^6,2-benzothiazine-3-carboxamide
• IUPAC Traditional name: 4-hydroxy-2-(^2H₃)methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1λ^6,2-benzothiazine-3-carboxamide
• Synonyms: Meloxicam-d3; 4-Hydroxy-2-(methyl-d3)-1,1-dioxo-benzo[e]-1,2-thiazine-3-carboxylic acid (5-methyl-2-thiazolyl)amide; 4-Hydroxy-2-(methyl-d3)-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1,-Dioxide; Metacam-d3; Mobic-d3; Mobicox-d3; Movalis-d3; Movatec-d3; Parocin-d3; Meloxicam-d3; 美洛昔康-d3; 4-羟基-2-(甲基-d3)-1,1-二氧代-苯并[e]-1,2-噻嗪-3-羧酸(5-甲基-2-噻唑基)酰胺

Database IDs

• CAS Number: 942047-63-4
• MDL Number: MFCD08063461
• PubChem SID: 162251102; 24860901
• PubChem CID: 54682543

CALCULATED PROPERTIES

• Acid pKa: 4.47116
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.53962874
• LogD (pH = 7.4): -0.97548914
• Log P: 1.6005814
• Molar Refractivity: 88.6249 cm^3
• Polarizability: 33.15393 Å^3
• Polar Surface Area: 99.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 249-251°C
• Mass Shift: M+3

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C14H10D3N3O4S2

DETAILS

Sigma Aldrich - 34109

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - M216102

Labelled form of Meloxicam. Preferential cyclooxygenase (COX-2) inhibitor. Used as an anti-inflammatory.

REFERENCES

• Hawkey, C., et al.: Br. J. Rheumatol., 35, Suppl. 1, 1 (1996)
• Fleischmann, R., et al.: Expert Opin. Pharmacother., 3, 1501 (1996)