TITLE:
Molecular Modeling and Synthesis of Ethyl Benzyl Carbamates as Possible Ixodicide Activity
AUTHORS:
Vázquez-Valadez Víctor Hugo, Hernández-S. Manuel Alejandro, Velázquez-S. Ana María, Rosales-H. María, Leyva-R. Marco Antonio, Prado-O. María Guadalupe, Muñoz-G. Marco Antonio, Alba-H. Fernando, Abrego Víctor, Cruz-A. Diego, Ángeles Enrique
KEYWORDS:
N-Carbamates, Ixodicide, Molecular Modeling
JOURNAL NAME:
Computational Chemistry,
Vol.7 No.1,
December
21,
2018
ABSTRACT: Carbamates are molecules that have different types of biological activities and
provide a particular chemical control against ticks. The new structures of the
proposed compounds were optimized and synthetized respectively, through a
molecular model using the methods:PM3, HF and DFT applying the B3LYP
functional, with the basis 6-31+G(d) and 6-311+G(d,p), BVP86 and PBEPBE
with 6-31+G(d) and the vibrational frequencies computed. These calculated
frequencies were compared with the experimental ones to determine the most
accurate level of theory for the prediction of vibrational frequencies of the
compounds. The best results were obtained through HF/631+G(d). Additionally,
we report a modification to obtain this type of compounds, and based on
the amino-dehalogenation of ethyl chloroformate, different benzyl ethyl carbamates
were synthesized modifying the base molecule. The performances obtained
were compared to others already reported. The methodology used allowed
us to synthesize new carbamates using benzylamine derivatives through
a modification on the basic catalysis of the addition-elimination reaction.