Structural feature evolution - from fluids to the solid phase - and crystal morphology study of LASSBio 1601: a cyclohexyl-N-acylhydrazone derivative

Author(s)

Costa, Fanny Nascimento ^[1] ; da Silva, Tiago F. ^{[2, 3]} ; Silva, Eduardo Miguez B. ^[4] ; Barroso, Regina C. R. ^[5] ; Braz, Delson ^[6] ; Barreiro, Eliezer J. ^{[2, 3]} ; Lima, Lidia Moreira ^{[2, 3]} ; Punzo, Francesco ^[7] ; Ferreira, Fabio Furlan ^[1]

Affiliation

^[1] Univ Fed ABC, CCNH, BR-09210580 Santo Andre, SP - Brazil

^[2] Fed Univ Rio de Janeiro UFRJ, Inst Biomed Sci, LASSBio, BR-21941902 Rio De Janeiro, RJ - Brazil

^[3] Fed Univ Rio de Janeiro UFRJ, Inst Chem, Grad Program Chem, Rio De Janeiro, RJ - Brazil

^[4] Fed Univ Rio de Janeiro UFRJ, Macromol Inst IMA, Rio De Janeiro, RJ - Brazil

^[5] State Univ Rio de Janeiro UERJ, Inst Phys, Rio De Janeiro - Brazil

^[6] Fed Univ Rio de Janeiro UFRJ, Program Nucl Engn PEN COPPE, Rio De Janeiro - Brazil

^[7] Univ Catania, Sez Chim, Dipartimento Sci Farmaco, I-95125 Catania - Italy

• Document type: Journal article
• Source: RSC ADVANCES; v. 5, n. 50, p. 39889-39898, 2015.
• Web of Science Citations: 5

Abstract

LASSBio-1601, a cyclohexyl-N-acylhydrazone derivative, was synthesized as part of a research program to develop a series of anti-inflammatory and analgesic compounds. A complete knowledge of the structure, including stereochemistry, is essential to lead optimization in drug discovery. In this work different techniques were used to obtain detailed information on the evolution of the structural characteristics of this compound from fluids to the solid state, in order to shed some light on the conformation of the molecule in different physical states. By quoting the aforementioned structural analysis, a crystal morphology prediction, compared with the experimentally inferred SEM images, has been performed to analyze potentially alternative routes useful for pharmaceutical tableting. (AU)

• FAPESP's process: 08/10537-3 - Study of crystalline pharmaceuticals polymorphs by X-ray powder diffraction and the Rietveld method
• Grantee: Fabio Furlan Ferreira
• Support Opportunities: Research Grants - Young Investigators Grants