1-(carboxymethyl)cyclohexane-1-carboxylic acid

• ChemBase ID: 169531
• Molecular Formular: C9H14O4
• Molecular Mass: 186.20506
• Monoisotopic Mass: 186.08920893
• SMILES: C1CCCC(C1)(CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C1(CCCCC1)CC(=O)O
• InChI: InChI=1S/C9H14O4/c10-7(11)6-9(8(12)13)4-2-1-3-5-9/h1-6H2,(H,10,11)(H,12,13)
• InChIKey: SDAXMMUAZRUWNL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(carboxymethyl)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: 1-(carboxymethyl)cyclohexane-1-carboxylic acid
• Synonyms: 1-Carboxycyclohexaneacetic Acid; NSC 90823; 1-Cyanocyclohexaneacetic Acid; Gabapentin Related Compound B; Gabapentin Related Compound E

Database IDs

• CAS Number: 133481-09-1; 67950-95-2
• PubChem SID: 162263663
• PubChem CID: 260003

CALCULATED PROPERTIES

• Acid pKa: 4.2357955
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.119734675
• LogD (pH = 7.4): -3.038147
• Log P: 1.5704978
• Molar Refractivity: 44.6133 cm^3
• Polarizability: 17.71063 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; Chloroform; Methanol
• Apperance: Pale Beige to Pale Grey Solid; White Solid
• Melting Point: 130-132°C; 98-100°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G117290

A Gabapentin analogue.

Toronto Research Chemicals - G117278

A Gabapentin analogue for treatment of neurological disorders.

REFERENCES

• Edafiogho, I., et al.: J. Med. Chem., 34, 387 (1991)
• Alexander, M., et al.: Eur. J. Med. Chem., 31, 787(1991)
• Obniska, J., et al.: Pharmacol. Rep., 57, 170 (2005)
• 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)