4-(2-bromoacetyl)(2H4)benzonitrile

• ChemBase ID: 162737
• Molecular Formular: C9H6BrNO
• Molecular Mass: 224.05404
• Monoisotopic Mass: 222.96327582
• SMILES: c1c(ccc(c1)C(=O)CBr)C#N
• Canonical SMILES: BrCC(=O)c1ccc(cc1)C#N
• InChI: InChI=1S/C9H6BrNO/c10-5-9(12)8-3-1-7(6-11)2-4-8/h1-4H,5H2
• InChIKey: LJANCPRIUMHGJE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-bromoacetyl)(^2H₄)benzonitrile
• IUPAC Traditional name: 4-(2-bromoacetyl)(^2H₄)benzonitrile
• Synonyms: 2-Bromo-1-(4-cyanophenyl)ethanone-d4; 2-Bromo-4'-cyanoacetophenone-d4; 2-Bromo-p-cyanoacetophenone-d4; 4-(2-Bromoacetyl)benzonitrile-d4; 4-(2'-Bromoacetyl)benzonitrile-d4; 4-(Bromoacetyl)benzonitrile-d4; 4-Cyanophenacyl-d4 bromide; NSC 157569-d4; p-Cyano-α-bromoacetophenone-d4; p-Cyano-ω-bromoacetophenone-d4; p-Cyanophenacyl-d4 Bromide; α-Bromo-4-cyanoacetophenone-d4; 4-(2-Bromoacetyl)benzonitrile-d4

Database IDs

• PubChem SID: 162256872
• PubChem CID: 71314210

CALCULATED PROPERTIES

• Acid pKa: 15.353402
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1098287
• LogD (pH = 7.4): 2.1098285
• Log P: 2.1098287
• Molar Refractivity: 49.9191 cm^3
• Polarizability: 18.663954 Å^3
• Polar Surface Area: 40.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B679277

Useful for the irreversible inhibitory activity of Glycogen synthase kinase 3 (GSK-3). Phenylhalomethylketones can be used in the study of novel GSK-3 inhibitors.

REFERENCES

• Perez, D. et al.; J. Med. Chem. 54, 4042 (2011)