4-(aminomethyl)benzonitrile

• ChemBase ID: 32919
• Molecular Formular: C8H8N2
• Molecular Mass: 132.16252
• Monoisotopic Mass: 132.06874827
• SMILES: c1(ccc(cc1)CN)C#N
• Canonical SMILES: NCc1ccc(cc1)C#N
• InChI: InChI=1S/C8H8N2/c9-5-7-1-2-8(6-10)4-3-7/h1-4H,5,9H2
• InChIKey: LFIWXXXFJFOECP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(aminomethyl)benzonitrile
• IUPAC Traditional name: 4-(aminomethyl)benzonitrile
• Synonyms: 4-(Aminomethyl)-benzonitrile; 4-Cyanobenzylamine; 4-Cyanobenzylamine; 4-(Aminomethyl)benzonitrile 98%; 4-(Aminomethyl)benzonitrile; α-Amino-p-tolunitrile; p-Cyanobenzylamine; p-Cyanophenylmethylamine; 4-(aminomethyl)benzonitrile

Database IDs

• CAS Number: 10406-25-4
• MDL Number: MFCD00025578
• PubChem SID: 160996226
• PubChem CID: 82608

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.0230615
• LogD (pH = 7.4): -1.013218
• Log P: 0.95511043
• Molar Refractivity: 40.253 cm^3
• Polarizability: 15.538655 Å^3
• Polar Surface Area: 49.81 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil
• Melting Point: 19-20°C
• Boiling Point: 160°C/16mm
• Hydrophobicity(logP): 0.527

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold; IRRITANT-HARMFUL
• TSCA Listed: false

Product Information

• Purity: 95%; 98%

DETAILS

Toronto Research Chemicals - C962285

Intermediate in the preparation of Ximelagatran.

REFERENCES

• Smits, R., et al.: J. Med. Chem., 51, 7855 (2008)
• Sander, K., et al.: Bioorg. Med. Chem., 17, 7186 (2008)
• Selness, S., et al.: Bioorg. Med. Chem. Lett., 19, 5851 (2008)