Conformational impact of aliphatic side chains in local anaesthetics: benzocaine, butamben and isobutamben

  • Chem Commun (Camb). 2020 Jun 7;56(45):6094-6097. doi: 10.1039/d0cc00760a.
A Insausti  1 ,  C Calabrese ,  M Parra ,  I Usabiaga ,  M Vallejo-López ,  P Écija ,  F J Basterretxea ,  J-U Grabow ,  W Caminati ,  A Lesarri ,  E J Cocinero
Affiliations
  • 1. Departamento de Química Física, Facultad de Ciencia y Tecnología, Universidad del País Vasco (UPV/EHU), Leioa, 48940, Spain. [email protected].
PMID: 32352456 DOI: 10.1039/d0cc00760a
Abstract

We studied the impact of aliphatic side chains on the stability and conformational landscape of the local anaesthetics benzocaine, butamben and isobutamben, combining high-resolution rotational spectroscopy in the microwave and millimetre regions and molecular modelling. The study reveals the connections between alkyl chain flexibility and molecular conformations.

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