Summary
UV irradiation of ethisterone (1) and norethisterone (2) in the solid state yielded one photoproduct each: 17,20-epoxy-17ξH-pregna-4,20-diene-3-one (3) and the dimerization product 17′-hydroxy-(13βH, 17′βH)-13,17-seco-[20, 21]bipregnayl-4,20,4′-trien-20′-in-3,17,3′-trione (4), respectively. Compounds3 and4 were characterized by their spectral and analytical data and further confirmed by the molecular packing of1 and2 in the crystal, as shown by X-ray crystallography.
Similar content being viewed by others
Literatur
Photochemische Studien, 64. Mitt: [3]; zugleich Acetylenchemie, 30. Mitt.; 29. Mitt: Reisch J., Gunaherath G. M. K. B. (im Druck) J. Heterocycl. Chem.
Teil der Diplomarbeit. Universität, Münster 1990
Reisch J., Iranshahi L., Ekiz-Gücer N. (1992) Liebigs Ann. Chem.: 1199; u. dort zit. Lit.
DAB 10 (1991)
Ekiz-Gücer N., Zappel J., Reisch J. (1991) Pharm. Acta Helv.66: 2
Bhacca N. S., Johnson L. F., Shoolery J. N. (1962) NMR-Spectra Catalog Ed. 1/2. National Press, USA
Byrn S. (1982) Solid State Chemistry of Drugs. Academic Press, New York, London, S. 267
Takács M., Reisch J., Gergely-Zobin A., Ekiz-Gücer N. (1990) Sci. Pharm.58: 289
Sheldrick G. M. (1989) SHELXTL PLUS. Siemens Analytical X-Ray Instruments, Madison, Wisconsin, USA
Ibers J. A., Hamilton W. C. (1974) International Tables for X-Ray Crystallography, Bd. 4. Kynoch Press, Birmingham
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Reisch, J., Zappel, J., Henkel, G. et al. Photochemische Studien, 65. Mitt.: Untersuchungen zur Photostabilität von Ethisteron und Norethisteron sowie deren Kristallstrukturen. Monatsh Chem 124, 1169–1175 (1993). https://doi.org/10.1007/BF00810025
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00810025