(5Z)-2-(4-chlorophenyl)-5-[(4-methoxyphenyl)methylidene]-4,5-dihydro-1,3-thiazol-4-one

• ChemBase ID: 164718
• Molecular Formular: C17H12ClNO2S
• Molecular Mass: 329.80068
• Monoisotopic Mass: 329.02772731
• SMILES: c1(ccc(cc1)C1=NC(=O)/C(=C/c2ccc(cc2)OC)/S1)Cl
• Canonical SMILES: COc1ccc(cc1)/C=C/1\SC(=NC1=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C17H12ClNO2S/c1-21-14-8-2-11(3-9-14)10-15-16(20)19-17(22-15)12-4-6-13(18)7-5-12/h2-10H,1H3/b15-10-
• InChIKey: BYPSEBXZQCBFIP-GDNBJRDFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z)-2-(4-chlorophenyl)-5-[(4-methoxyphenyl)methylidene]-4,5-dihydro-1,3-thiazol-4-one
• IUPAC Traditional name: (5Z)-2-(4-chlorophenyl)-5-[(4-methoxyphenyl)methylidene]-1,3-thiazol-4-one
• Synonyms: (5Z)-2-(4-chlorophenyl)-5-[(4-methoxyphenyl)methylene]-4(5H)-thiazolone; CAY10649; (Z)-2-(4-Chlorophenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one

Database IDs

• CAS Number: 1272519-89-7
• PubChem SID: 162258853
• PubChem CID: 46898079

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.0446105
• LogD (pH = 7.4): 4.0446105
• Log P: 4.0446105
• Molar Refractivity: 91.3399 cm^3
• Polarizability: 34.655354 Å^3
• Polar Surface Area: 38.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C427750

A novel class of potent direct 5-lipoxygenase (5-LO) inhibitors bearing a thiazolinone-scaffold. These disubstituted thiazolinones may possess potential for intervention with inflammatory and allergic diseases and certain cancer types.Anti-inflammatory ag

REFERENCES

• Werz, O., et al.: Pharmacol. Ther., 112, 701 (2006)
• Franke, L., et al.: J. Med. Chem., 50, 2640 (2006)
• Hofmann, B., et al.: ChemMedChem., 3, 1535 (2006)
• Menna, C., et al.: Curr. Pharm. Des., 16, 725 (2006)