Issue 8, 2012

Crystal structure of isotibolone: a major degradation product of tibolone

Abstract

Isotibolone is frequently found as an impurity in tibolone, a drug used for hormone reposition of post-menopause women, due to some inadequate tibolone synthesis or as a result of degradation during drug storage. The presence of isotibolone impurities should be detected and quantified in active pharmaceutical ingredient products of tibolone before its use in the manufacturing of medicaments. The X-ray powder diffraction technique offers the possibility of quantifying isotibolone amounts at different stages of drug production and storage, from the chemical synthesis to the final formulation. In the course of a study involving the quantitative analysis of isotibolone by X-ray powder diffraction, the authors determined the structure of the title compound using a recently developed approach (A. Gomez and S. Kycia, J. Appl. Crystallogr. 2011, 44, 708–713). The structure is monoclinic, space group P21 (4), with unit cell parameters a = 6.80704(7) Å, b = 20.73858(18) Å, c = 6.44900(6) Å, β = 76.4302(5)°, V = 884.980(15) Å3 and two molecules per unit cell (Z = 2). The molecules are hydrogen bonded in the ab plane forming layers that are held together in the crystal by van der Waals interactions along the c-axis.

Graphical abstract: Crystal structure of isotibolone: a major degradation product of tibolone

Supplementary files

Article information

Article type
Paper
Submitted
09 Nov 2011
Accepted
13 Jan 2012
First published
15 Feb 2012

CrystEngComm, 2012,14, 2826-2830

Crystal structure of isotibolone: a major degradation product of tibolone

A. Gomez, S. G. Antonio, G. L. Barros de Araujo, F. F. Ferreira and C. O. Paiva-Santos, CrystEngComm, 2012, 14, 2826 DOI: 10.1039/C2CE06504E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements