5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide hydrate

• ChemBase ID: 175088
• Molecular Formular: C13H10Cl2N2O5
• Molecular Mass: 345.1349
• Monoisotopic Mass: 343.99667679
• SMILES: c1c(cc(c(c1)O)C(=O)Nc1ccc(cc1Cl)[N+](=O)[O-])Cl.O
• Canonical SMILES: Clc1ccc(c(c1)C(=O)Nc1ccc(cc1Cl)[N+](=O)[O-])O.O
• InChI: InChI=1S/C13H8Cl2N2O4.H2O/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2-8(17(20)21)6-10(11)15;/h1-6,18H,(H,16,19);1H2
• InChIKey: ZBXRPLQCPHTHLM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide hydrate
• IUPAC Traditional name: niclosamide hydrate
• Synonyms: 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide Hydrate; 2',5-D733ichloro-4'-nitrosalicylanilide Hydrate; Bayluscid; Cestocid; Cestocide; Devermin; Devermine; Helmiantin; Iomesan; Lintex; Mansonil; Mato; N-(2-Chloro-4-nitrophenyl)-5-chlorosalicylamide Hydrate; Yomesan; Zestocarp; Niclosamide Monohydrate

Database IDs

• CAS Number: 73360-56-2
• PubChem SID: 164230998
• PubChem CID: 12296604

CALCULATED PROPERTIES

• Acid pKa: 6.8869996
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.892324
• LogD (pH = 7.4): 3.2899356
• Log P: 3.909639
• Molar Refractivity: 80.5067 cm^3
• Polarizability: 29.329649 Å^3
• Polar Surface Area: 95.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N395500

Niclosamide is used as an anthelmintic drug (Cestodes).

REFERENCES

• Loftsson, T., et al.: J. Pharm. Sci., 85, 1017 (1996)
• Malik, N., et al.: Anti. Cancer Drugs, 10, 767 (1996)
• El-Sayed, M., et al.: Pharm. Res., 18, 23 (1996)