(2Z)-1-(2,4-dichlorophenyl)-3-(dimethylamino)-2-(1H-imidazol-2-yl)prop-2-en-1-one

• ChemBase ID: 167148
• Molecular Formular: C14H13Cl2N3O
• Molecular Mass: 310.17852
• Monoisotopic Mass: 309.04356741
• SMILES: c1c(ccc(c1Cl)C(=O)/C(=C\N(C)C)/c1ncc[nH]1)Cl
• Canonical SMILES: CN(/C=C(\C(=O)c1ccc(cc1Cl)Cl)/c1ncc[nH]1)C
• InChI: InChI=1S/C14H13Cl2N3O/c1-19(2)8-11(14-17-5-6-18-14)13(20)10-4-3-9(15)7-12(10)16/h3-8H,1-2H3,(H,17,18)/b11-8+
• InChIKey: GYDFEBIHEZWNJY-DHZHZOJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-1-(2,4-dichlorophenyl)-3-(dimethylamino)-2-(1H-imidazol-2-yl)prop-2-en-1-one
• IUPAC Traditional name: (2Z)-1-(2,4-dichlorophenyl)-3-(dimethylamino)-2-(1H-imidazol-2-yl)prop-2-en-1-one
• Synonyms: (2Z)-1-(2,4-Dichlorophenyl)-3-(dimethylamino)-2-(1H-imidazol-2-yl)-2-propen-1-one

Database IDs

• CAS Number: 252950-15-5
• PubChem SID: 162261281
• PubChem CID: 69311345

CALCULATED PROPERTIES

• Acid pKa: 11.72082
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.667708
• LogD (pH = 7.4): 3.0034678
• Log P: 3.0104733
• Molar Refractivity: 81.3067 cm^3
• Polarizability: 30.753086 Å^3
• Polar Surface Area: 48.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - D435810

Intermediate in the preparation of glycogen synthase kinase-3 (GSK-3) inhibitors.

REFERENCES

• Wang., et al.: Anal. BioChem., 220, 397 (1994)