4,5-dichloro(1,2,3,4,5,6-13C6)benzene-1,3-disulfonamide

• ChemBase ID: 167173
• Molecular Formular: C6H6Cl2N2O4S2
• Molecular Mass: 311.11476903
• Monoisotopic Mass: 309.93473307
• SMILES: [13c]1([13cH][13c]([13c]([13c]([13cH]1)S(=O)(=O)N)Cl)Cl)S(=O)(=O)N
• Canonical SMILES: Cl[13c]1[13cH][13c]([13cH][13c]([13c]1Cl)S(=O)(=O)N)S(=O)(=O)N
• InChI: InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14)/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: GJQPMPFPNINLKP-IDEBNGHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,5-dichloro(1,2,3,4,5,6-^1^3C₆)benzene-1,3-disulfonamide
• IUPAC Traditional name: 4,5-dichloro(1,2,3,4,5,6-^1^3C₆)benzene-1,3-disulfonamide
• Synonyms: 1,3-Disulfamoyl-4,5-dichlorobenzene-13C6; 1,3-Disulfamyl-4,5-dichlorobenzene-13C6; 3,4-Dichloro-5-sulfamylbenzenesulfonamide-13C6; 4,5-Dichloro-1,3-disulfamoylbenzene-13C6; 4,5-Dichloro-m-benzenedisulfonamide-13C6; Antidrasi-13C6; CB 8000-13C6; Daramide-13C6; Daranide-13C6; Dichlofenamide-13C6; Dichlorophenamide-13C6; Dichlorphenamide-13C6; Diclofenamid-13C6; Glaucol-13C6; Oratrol-13C6; Diclofenamide-13C6

Database IDs

• PubChem SID: 162261306
• PubChem CID: 71315998

CALCULATED PROPERTIES

• Acid pKa: 8.442037
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.3929572
• LogD (pH = 7.4): 0.35977012
• Log P: 0.3933967
• Molar Refractivity: 59.9834 cm^3
• Polarizability: 25.071486 Å^3
• Polar Surface Area: 120.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D436532

Labelled Diclofenamide, a potent carbonic anhydrase inhibitor. Diclofenamide may provide a therapeutic strategy in the inhibition of the human cytosolic isoforms I and II and transmembrane tumor-associated isoenzymes IX and XII. Diclofenamide has been sho

REFERENCES

• Brzozowski, Z. et al.: Eur. J. Med. Chem., 46, 3656 (2010)
• Tawil, R. et al.: Ann. Neurol., 47, 46 (2010)
• Casey, J. et al.: J. Med. Chem., 47, 2337 (2010)