N-[(1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl]formamide

• ChemBase ID: 169414
• Molecular Formular: C13H21NO
• Molecular Mass: 207.31194
• Monoisotopic Mass: 207.1623143
• SMILES: [C@]12(C[C@H]3C[C@@](C1)(C[C@@](C2)(C3)NC=O)C)C
• Canonical SMILES: O=CN[C@]12C[C@H]3C[C@@](C2)(C[C@@](C1)(C3)C)C
• InChI: InChI=1S/C13H21NO/c1-11-3-10-4-12(2,6-11)8-13(5-10,7-11)14-9-15/h9-10H,3-8H2,1-2H3,(H,14,15)/t10-,11+,12-,13-
• InChIKey: NYQWYYMEIBHRSB-WNGYAQOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl]formamide
• IUPAC Traditional name: N-[(1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl]formamide
• Synonyms: N-(3,5-Dimethyltricyclo[3.3.1.13,7]dec-1-yl)formamide; 1-Formylamino-3,5-dimethyladamantane; N-(3,5-Dimethyladamantan-1-yl)formamide; N-Formyl Memantine

Database IDs

• CAS Number: 351329-88-9
• PubChem SID: 162263546
• PubChem CID: 7071577

CALCULATED PROPERTIES

• Acid pKa: 16.247177
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8361846
• LogD (pH = 7.4): 1.8361896
• Log P: 1.8361896
• Molar Refractivity: 59.4391 cm^3
• Polarizability: 23.693762 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F700740

N-Formyl Memantine is an impurity of Memantine (M218000). Memantine impurity E per USP.

REFERENCES

• Gerzon, K., et al.: J. Med. Chem., 6, 760 (1963)