1-(cyanomethyl)cyclohexane-1-carbonitrile

• ChemBase ID: 169532
• Molecular Formular: C9H12N2
• Molecular Mass: 148.20498
• Monoisotopic Mass: 148.10004839
• SMILES: C1CCCC(C1)(CC#N)C#N
• Canonical SMILES: N#CC1(CCCCC1)CC#N
• InChI: InChI=1S/C9H12N2/c10-7-6-9(8-11)4-2-1-3-5-9/h1-6H2
• InChIKey: CYMZDPHCBAWUHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(cyanomethyl)cyclohexane-1-carbonitrile
• IUPAC Traditional name: 1-(cyanomethyl)cyclohexane-1-carbonitrile
• Synonyms: 1-Cyanocyclohexaneacetonitrile; 1-Cyanomethyl-1-cyclohexanenitrile; Gabapentin Related Bis-nitrile

Database IDs

• CAS Number: 4172-99-0
• PubChem SID: 162263664
• PubChem CID: 10920666

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6863954
• LogD (pH = 7.4): 1.6863954
• Log P: 1.6863954
• Molar Refractivity: 42.5719 cm^3
• Polarizability: 16.261257 Å^3
• Polar Surface Area: 47.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White to Pale Brown Solid
• Melting Point: 82-84°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G117280

An intermediate in the synthesis of Gabapentin.

REFERENCES

• Sit, S., et al.: J. Med. Chem., 33, 2982 (1990)
• O'Brien, P., et al.: J. Med. Chem., 37, 1810 (1990)
• Bryans, J., et al.: Med. Res. Rev., 19, 149 (1990)