ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Crystal Structure of l-[2-(Phenylcarbamoyloxy)ethyl]piperidinium Chloride

J. Sivý, V. Vrábel, and M. Renčová

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, SK-832 32 Bratislava

Abstract: The title compound C₁₄H₂₁ClN₂O₂ possesses a local anesthetic and antiarrhythmic activity and consists of a phenylcarbamate moiety and an ethylpiperidine skeleton in which the N atom is protonated. The piperidinium and the phenylcarbamate groups are in a gauche conformation for both molecules in the asymmetric unit. The carbamate group in both molecules is approximately coplanar with the phenyl ring, but there is no indication for any significant conjugation between the two groups. The molecules associate in pairs due to hydrogen bonding with the chloride anions with both NH groups of the cation acting as H-bond donors.

Full paper in Portable Document Format: 541a19.pdf

Chemical Papers 54 (1) 19–23 (2000)