3-bromo-5-chloro-N-[4-chloro-3-(4-chlorobenzoyl)phenyl]-2-hydroxybenzamide

• ChemBase ID: 179786
• Molecular Formular: C20H11BrCl3NO3
• Molecular Mass: 499.56924
• Monoisotopic Mass: 496.89878826
• SMILES: c1(C(=O)Nc2cc(C(=O)c3ccc(cc3)Cl)c(cc2)Cl)c(c(cc(c1)Cl)Br)O
• Canonical SMILES: Clc1ccc(cc1)C(=O)c1cc(ccc1Cl)NC(=O)c1cc(Cl)cc(c1O)Br
• InChI: InChI=1S/C20H11BrCl3NO3/c21-16-8-12(23)7-15(19(16)27)20(28)25-13-5-6-17(24)14(9-13)18(26)10-1-3-11(22)4-2-10/h1-9,27H,(H,25,28)
• InChIKey: CHWKQPBTHUPXCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-5-chloro-N-[4-chloro-3-(4-chlorobenzoyl)phenyl]-2-hydroxybenzamide
• IUPAC Traditional name: 3-bromo-5-chloro-N-[4-chloro-3-(4-chlorobenzoyl)phenyl]-2-hydroxybenzamide
• Synonyms: Bromoxan

Database IDs

• PubChem SID: 164235696
• PubChem CID: 1648622

CALCULATED PROPERTIES

• Acid pKa: 6.076782
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.700738
• LogD (pH = 7.4): 5.5324883
• Log P: 6.801805
• Molar Refractivity: 116.1851 cm^3
• Polarizability: 43.742367 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Application(s): Anthelmintic

REFERENCES

• Mikhailitsyn FS, Petrov IuF, Bol'shakova AIu, Lebedeva MN, Lychko ND.
• Med.Parazitol.Parazit.Bolezni (1995, No. 3, 41-42, 1995)
• Technology in the manufacture of antiparasitic drugs. 4. Development of a procedure for preparing the anthelmintic bromoxan in micronized form and evaluation of its fasciolacide activity. (Russ. ).