4-amino-N-(pyrimidin-2-yl)(1,2,3,4,5,6-13C6)benzene-1-sulfonamide

• ChemBase ID: 157477
• Molecular Formular: C10H10N4O2S
• Molecular Mass: 256.23292903
• Monoisotopic Mass: 256.07257561
• SMILES: c1cnc(nc1)NS(=O)(=O)[13c]1[13cH][13cH][13c]([13cH][13cH]1)N
• Canonical SMILES: N[13c]1[13cH][13cH][13c]([13cH][13cH]1)S(=O)(=O)Nc1ncccn1
• InChI: InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)/i2+1,3+1,4+1,5+1,8+1,9+1
• InChIKey: SEEPANYCNGTZFQ-AHBHZWPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(pyrimidin-2-yl)(1,2,3,4,5,6-^1^3C₆)benzene-1-sulfonamide
• IUPAC Traditional name: 4-amino-N-(pyrimidin-2-yl)(1,2,3,4,5,6-^1^3C₆)benzenesulfonamide
• Synonyms: 4-Amino-N-(2-pyrimidinyl)benzene-13C6-sulfonamide; N1-(Pyrimidin-2-yl)sulfanilamide13C6; Sulfadiazine-(phenyl-13C6); 4-Amino-N-2-pyrimidinylbenzenesulfonamide-13C6; 2-(4-Aminobenzenesulfonamido-13C6)pyrimidine; 2-Sulfanilylaminopyrimidine-13C6; Adiazin-13C6; Adiazine-13C6; Debenal-13C6; Liquadiazine-13C6; Microsulfon-13C6; Sulfazine-13C6; Sulfolex-13C6; Sulfadiazine-13C6; 4-氨基-N-(2-嘧啶基)苯-13C6-磺酰胺; N1-(嘧啶-2-基)磺胺13C6; 磺胺嘧啶-苯基-13C6

Database IDs

• CAS Number: 1189426-16-1
• MDL Number: MFCD16652577
• PubChem SID: 162251614
• PubChem CID: 46782960

CALCULATED PROPERTIES

• Acid pKa: 6.9899154
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.3748896
• LogD (pH = 7.4): -0.053857565
• Log P: 0.3872608
• Molar Refractivity: 64.2009 cm^3
• Polarizability: 24.589895 Å^3
• Polar Surface Area: 97.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (Hot)
• Apperance: White Solid
• Melting Point: 260-262°C (dec.)
• Mass Shift: M+6

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Light Sensitive
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-42/43
• Safety Statements: 26-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): 13C6C4H10N4O2S

DETAILS

Sigma Aldrich - 32518

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

Toronto Research Chemicals - S699052

The isotopically labelled drug Sulfadiazine. Antibacterial.

REFERENCES

• Bohni, et al.: Chemotherapy, 14, 195 (1969)
• Carr, et al.: Antimicrob. Agents Chemother., 4, 585 (1969)
• Stober, H., et al.: Anal. Profiles Drug Subs., 11, 523 (1969)