3-[(1S)-1-(dimethylamino)ethyl]phenyl N,N-diethylcarbamate

• ChemBase ID: 167289
• Molecular Formular: C15H24N2O2
• Molecular Mass: 264.36326
• Monoisotopic Mass: 264.18377802
• SMILES: c1cc(cc(c1)[C@@H](N(C)C)C)OC(=O)N(CC)CC
• Canonical SMILES: CCN(C(=O)Oc1cccc(c1)[C@@H](N(C)C)C)CC
• InChI: InChI=1S/C15H24N2O2/c1-6-17(7-2)15(18)19-14-10-8-9-13(11-14)12(3)16(4)5/h8-12H,6-7H2,1-5H3/t12-/m0/s1
• InChIKey: GRLIVEWNSBETGE-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S)-1-(dimethylamino)ethyl]phenyl N,N-diethylcarbamate
• IUPAC Traditional name: 3-[(1S)-1-(dimethylamino)ethyl]phenyl N,N-diethylcarbamate
• Synonyms: N,N-Diethylcarbamic Acid 3-[(1S)-1-(Dimethylamino)ethyl]phenyl Ester; Diethyl Rivastigmine

Database IDs

• CAS Number: 1230021-34-7
• PubChem SID: 162261422
• PubChem CID: 9823072

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.37266466
• LogD (pH = 7.4): 1.2708921
• Log P: 2.765901
• Molar Refractivity: 78.1192 cm^3
• Polarizability: 30.302822 Å^3
• Polar Surface Area: 32.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D444950

An impurity in Rivastigmine (R541000), a cholinesterase inhibitor.

REFERENCES

• Tse, F., et al.: Pharm. Res., 15, 1614 (1998)
• Melchiorre, C., et al.: J. Med. Chem., 47, 5945 (1998)
• Srinivasu, M., et al.: J. Pharm. Biomed. Anal., 37, 57 (1998)