Next Article in Journal
Hydrazonoyl Chlorides as Precursors for Synthesis of Novel Bis-Pyrrole Derivatives
Next Article in Special Issue
Formation and Transformation Behavior of Sodium Dehydroacetate Hydrates
Previous Article in Journal
Pharmacokinetic and Metabolic Characteristics of Herb-Derived Khellactone Derivatives, A Class of Anti-HIV and Anti-Hypertensive: A Review
Article Menu
Issue 3 (March) cover image

Export Article

Open AccessArticle
Molecules 2016, 21(3), 328; doi:10.3390/molecules21030328

Structure, Solubility and Stability of Orbifloxacin Crystal Forms: Hemihydrate versus Anhydrate

1
Institute of Chemistry, Federal University of Alfenas, Rua Gabriel Monteiro da Silva, 700, Alfenas-MG 37130-000, Brazil
2
Faculty of Pharmaceutical Sciences, Federal University of Alfenas; Rua Gabriel Monteiro da Silva, 700, Alfenas-MG 37130-000, Brazil
3
Faculty of Pharmacy, Federal University of Bahia, Campus Ondina, Rua Barão de Jeremoabo, 147, Ondina, Salvador-BA 40170-115, Brazil
*
Author to whom correspondence should be addressed.
Academic Editors: Sohrab Rohani and Derek J. McPhee
Received: 18 January 2016 / Revised: 5 February 2016 / Accepted: 23 February 2016 / Published: 9 March 2016
(This article belongs to the Special Issue Crystallization of Pharmaceuticals)
View Full-Text   |   Download PDF [4449 KB, uploaded 9 March 2016]   |  

Abstract

Orbifloxacin (ORBI) is a widely used antimicrobial drug of the fluoroquinolone class. In the official pharmaceutical compendia the existence of polymorphism in this active pharmaceutical ingredient (API) is reported. No crystal structure has been reported for this API and as described in the literature, its solubility is very controversial. Considering that different solid forms of the same API may have different physicochemical properties, these different solubilities may have resulted from analyses inadvertently carried out on different polymorphs. The solubility is the most critical property because it can affect the bioavailability and may compromise the quality of a drug product. The crystalline structure of ORBI determined by SCXRD is reported here for the first time. The structural analysis reveals that the ORBI molecule is zwitterionic and hemihydrated. ORBI hemihydrated form was characterized by the following techniques: TG/DTA, FTIR-ATR, and PXRD. A second crystalline ORBI form is also reported: the ORBI anhydrous form was obtained by heating the hemihydrate. These ORBI solid forms were isomorphous, since no significant change in unit cell and space group symmetry were observed. The solid-state phase transformation between these forms is discussed and the equilibrium solubility data were examined in order to check the impact of the differences observed in their crystalline structures. View Full-Text
Keywords: orbifloxacin; crystalline structure; solubility; stability orbifloxacin; crystalline structure; solubility; stability
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Santos, O.M.M.; Freitas, J.T.J.; Cazedey, E.C.L.; Araújo, M.B.; Doriguetto, A.C. Structure, Solubility and Stability of Orbifloxacin Crystal Forms: Hemihydrate versus Anhydrate. Molecules 2016, 21, 328.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top