N-{5-chloro-4-[(4-chlorophenyl)(cyano)methyl]-2-methylphenyl}-2-hydroxy-3,5-diiodobenzamide sodium

• ChemBase ID: 164924
• Molecular Formular: C22H14Cl2I2N2NaO2
• Molecular Mass: 686.06347
• Monoisotopic Mass: 684.84194834
• SMILES: c1(cc(c(c(c1)C(=O)Nc1cc(c(cc1C)C(c1ccc(cc1)Cl)C#N)Cl)O)I)I.[Na]
• Canonical SMILES: N#CC(c1cc(C)c(cc1Cl)NC(=O)c1cc(I)cc(c1O)I)c1ccc(cc1)Cl.[Na]
• InChI: InChI=1S/C22H14Cl2I2N2O2.Na/c1-11-6-15(17(10-27)12-2-4-13(23)5-3-12)18(24)9-20(11)28-22(30)16-7-14(25)8-19(26)21(16)29;/h2-9,17,29H,1H3,(H,28,30)
• InChIKey: OSRFZYBZFCOAGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{5-chloro-4-[(4-chlorophenyl)(cyano)methyl]-2-methylphenyl}-2-hydroxy-3,5-diiodobenzamide sodium
• IUPAC Traditional name: closantel sodium
• Synonyms: N-[5-Chloro-4-[(4-chlorophenyl)cyanomethyl]-2-methylphenyl]-2-hydroxy-3,5-diiodo-benzamide Monosodium Salt; Closantel Sodium Salt

Database IDs

• CAS Number: 61438-64-0
• PubChem SID: 162259058
• PubChem CID: 68534624

CALCULATED PROPERTIES

• Acid pKa: 6.412171
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.6637597
• LogD (pH = 7.4): 6.7181993
• Log P: 7.7134523
• Molar Refractivity: 139.9046 cm^3
• Polarizability: 52.6206 Å^3
• Polar Surface Area: 73.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >230°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C587390

A broad-spectrum anthelmintic, used against nematode infection.

REFERENCES

• Van Gyseghem, E., et al.: J. Pharm. Biomed. Anal., 41, 751 (2006)
• De Spiegeleer, B., et al.: J. Pharm. Biomed. Anal., 44, 254 (2006)
• Fleischer, R., et al.: J. Biol. Chem., 282, 8583 (2006)
• Borgsteede, F., et al.: Vet. Parasitol., 155, 235 (2006)