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

• ChemBase ID: 177970
• Molecular Formular: C11H11N3O2S
• Molecular Mass: 249.28894
• Monoisotopic Mass: 249.05719761
• SMILES: c1cccc(n1)NS(=O)(=O)c1ccc(cc1)N
• Canonical SMILES: Nc1ccc(cc1)S(=O)(=O)Nc1ccccn1
• InChI: InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
• InChIKey: GECHUMIMRBOMGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(pyridin-2-yl)(^2H₄)benzene-1-sulfonamide
• IUPAC Traditional name: 4-amino-N-(pyridin-2-yl)(^2H₄)benzenesulfonamide
• Synonyms: 4-Amino-N-2-pyridinyl(benzene-d4)sulfonamide; 2-Sulfanilamidopyridine-d4; 2-Sulfapyridine-d4; Adiplon-d4; Coccoclase-d4; Dagenan-d4; Eubasin; -d4 Eubasinum-d4; Haptocil-d4; Sulfidine-d4; Sulphapyridine-d4; Thioseptal-d4; Trianon-d4; Sulfapyridine-d4

Database IDs

• CAS Number: 1189863-86-2
• PubChem SID: 164233880
• PubChem CID: 46782961

CALCULATED PROPERTIES

• Acid pKa: 6.2384915
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.94377524
• LogD (pH = 7.4): 0.24198662
• Log P: 1.0087702
• Molar Refractivity: 65.7472 cm^3
• Polarizability: 25.471718 Å^3
• Polar Surface Area: 85.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 168-174°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S699082

Used in treatment of dermatitis herpetiformis; antibacterial.

REFERENCES

• Wien, R., et al.: J. Pharmacol. Exp. Ther., 84, 211 (1945)
• Stone, O.J., et al.: Med. Hypotheses, 31, 99 (1945)
• Elder, M.J., et al.: Br. J. Ophthalmol., 80, 549 (1945)