Crystal chemistry of the antibiotic doripenem.

doi:10.1002/jps.24166

Paper

Crystal chemistry of the antibiotic doripenem.

Published Nov 1, 2014 · V. Colombo, N. Masciocchi, G. Palmisano

Journal of pharmaceutical sciences

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12

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0

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Abstract

Doripenem, an ultrabroad spectrum-injectable antibiotic belonging to the wide class of carbapenem beta-lactams, is commonly marketed as powders of a pure monohydrate phase. Here, we have selectively prepared another hydrated phase (a dihydrate) and determined the crystal structure of both forms by state-of-the art powder diffraction methods. Both phases crystallize in the monoclinic P21 space group, and, to some extent, are structurally related. Moreover, by using variable temperature diffractometric analyses, we also discovered a crystalline anhydrous form of doripenem, the structure of which (with two crystallographically independent molecules in the monoclinic P21 space group) remains so far unknown. The thermal interconversion among these phases was further studied by thermogravimetry, differential scanning calorimetry, and thermodiffractometric analyses, and their (metric or stereochemical) mutual relations fully analyzed. The complete structural characterization of the two hydrated phases allows the use of accurate whole pattern profile-fitting procedures for quantitative analyses of these drugs in polycrystalline, or even amorphous, matrices, opening the way to industrial process control and legal protection. © 2014 Wiley Periodicals, Inc. and the American Pharmacists Association J Pharm Sci 103:3641-3647, 2014.

Study Snapshot

The crystal structure of doripenem, an ultrabroad spectrum-injectable antibiotic, reveals its structural relatedness to other carbapenem beta-lactams, offering potential for industrial process control and legal protection.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Crystal chemistry of the antibiotic doripenem.

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References

A New Microcrystalline Phytosterol Polymorph Generated Using CO2-Expanded Solvents

The DELOS process creates a more crystalline and smaller -sitosterol polymorph, potentially enhancing its physiological efficacy and health benefits.

Description and survey of methodologies for the determination of amorphous content via X-ray powder diffraction

All methods for determining amorphous content in crystalline samples using X-ray diffraction produce reasonable results, but the study highlights the strengths, deficiencies, and applicability of each approach.

Characterization of the antibiotic doripenem using physicochemical methods: chromatography, spectrophotometry, spectroscopy and thermal analysis

Physicochemical methods, such as TLC and HPLC, can effectively identify doripenem, with thermal analysis showing three mass loss steps at 128, 178, and 276 oC.

Carbapenems: Past, Present, and Future

Carbapenem antibiotics are versatile and potent, with their resistance to -lactamases and ability to inhibit -lactamases being key factors in their expansion and clinical use.

An overview of recent studies on the analysis of pharmaceutical polymorphs.

Solid-state analytical techniques can effectively characterize pharmaceutical solids and monitor their transformations, such as amorphization, crystallization, hydrate formation/dehydration, and cocrystal formation.

Citations

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