4-amino-N-(6-methoxypyrimidin-4-yl)(2H4)benzene-1-sulfonamide

• ChemBase ID: 178002
• Molecular Formular: C11H12N4O3S
• Molecular Mass: 280.30298
• Monoisotopic Mass: 280.06301126
• SMILES: c1(cc(ncn1)OC)NS(=O)(=O)c1ccc(cc1)N
• Canonical SMILES: COc1ncnc(c1)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)
• InChIKey: WMPXPUYPYQKQCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(6-methoxypyrimidin-4-yl)(^2H₄)benzene-1-sulfonamide
• IUPAC Traditional name: 4-amino-N-(6-methoxypyrimidin-4-yl)(^2H₄)benzenesulfonamide
• Synonyms: 4-Amino-N-(6-methoxy-pyrimidin-4-yl)benzenesulfonamide-d4; 4-Methoxy-6-sulfanilamidopyrimidine-d4; 4-Sulfanilamido-6-methoxypyrimidine-d4; 6-Methoxy-4-sulfanilamidopyrimidine-d4; DJ 1550-d4; DS 36-d4; Daimeton-d4; ICI 32525-d4; N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide-d4; Ro 4-3476; Sulfamonomethoxin-d4; Sulfamonomethoxine-d4

Database IDs

• PubChem SID: 164233912
• PubChem CID: 57369413

CALCULATED PROPERTIES

• Acid pKa: 7.148648
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.73055434
• LogD (pH = 7.4): 0.37544724
• Log P: 0.73971856
• Molar Refractivity: 71.3451 cm^3
• Polarizability: 27.159855 Å^3
• Polar Surface Area: 107.2 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S699147

Labelled Sulfamonomethoxine. Protein binding. Inhibitor of enzyme. Sulfamonomethoxine and Trimethoprim are used for treating porcine unknown hyperpyrexia.

REFERENCES

• Bridges, et al.: Biochem. J., et al.: 96, 829 (1965)
• Hong, Y.-L., et al.: Antimicrob. Agents Chemother., 39, 1756 (1995)