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

• ChemBase ID: 177846
• Molecular Formular: C12H14N4O4S
• Molecular Mass: 310.32896
• Monoisotopic Mass: 310.07357595
• SMILES: c1c(ccc(c1)S(=O)(=O)Nc1nc(nc(c1)OC)OC)N
• Canonical SMILES: COc1nc(OC)nc(c1)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
• InChIKey: ZZORFUFYDOWNEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)(^2H₄)benzene-1-sulfonamide
• IUPAC Traditional name: 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)(^2H₄)benzenesulfonamide
• Synonyms: 4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide-d4; N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide-d4; 2,4-Dimethoxy-6-sulfanilamido-1,3-diazine-d4; NSC 683544-d4; Neostreptal-d4; Omnibon-d4; Persulfen-d4; Redifal-d4; Sulfadimethoxine-d4

Database IDs

• PubChem SID: 164233756
• PubChem CID: 45040436

CALCULATED PROPERTIES

• Acid pKa: 6.9052706
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.2458984
• LogD (pH = 7.4): 0.777843
• Log P: 1.2608334
• Molar Refractivity: 77.7543 cm^3
• Polarizability: 29.719563 Å^3
• Polar Surface Area: 116.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Warm Methanol
• Apperance: Off-White Solid
• Melting Point: 192-195°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S699061

The isotopically labelled antibacterial drug Sulfadimethoxine.

REFERENCES

• Seki, et al.: Arzneim.-Forsch., 15, 1441 (1965)
• Bohni, et al.: Chemotherapy, 14, 195 (1965)