4-amino-N-(5,6-dimethoxypyrimidin-4-yl)(2H4)benzene-1-sulfonamide

• ChemBase ID: 177847
• Molecular Formular: C12H14N4O4S
• Molecular Mass: 310.32896
• Monoisotopic Mass: 310.07357595
• SMILES: c1c(ccc(c1)S(=O)(=O)Nc1c(c(ncn1)OC)OC)N
• Canonical SMILES: COc1c(OC)ncnc1NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
• InChIKey: PJSFRIWCGOHTNF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)(^2H₄)benzene-1-sulfonamide
• IUPAC Traditional name: 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)(^2H₄)benzenesulfonamide
• Synonyms: 4,5-Dimethoxy-6-sulfanilamidopyrimidine-d4; 4-Sulfanilamido-5,6-dimethoxypyrimidine-d4; Fanasil-d4; Fanasulf-d4; Orthosulfin-d4; Ro 4-4393-d4; Sanasil-d4; Sulfadoxin-d4; Sulforthomidine-d4; WR 4073-d4; Sulfadoxine-d4; 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide-d4; N1-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide-d4

Database IDs

• PubChem SID: 164233757
• PubChem CID: 71752229

CALCULATED PROPERTIES

• Acid pKa: 6.1161876
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.499187
• LogD (pH = 7.4): -0.2197638
• Log P: 0.58204734
• Molar Refractivity: 77.8083 cm^3
• Polarizability: 29.716686 Å^3
• Polar Surface Area: 116.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S699071

Labelled Sulfadoxine (S699070). Used as an antibacterial.

REFERENCES

• Kapoor, V.K., et al.: Anal. Profiles Drug Subs., 17, 571 (1988)