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Related Experiment Videos

[(Z)-broparestrol].

P N Rodier1, R Ceolin, P Dubois

  • 1Laboratoire de Chimie Minérale, Faculté des Sciences Pharmaceutiques et Biologiques, Châtenay-Malabry, France.

Acta Crystallographica. Section C, Crystal Structure Communications
|September 15, 1989
PubMed
Summary

This study details the crystal structure of the (Z)-isomer of 1-(2-Bromo-1,2-diphenylethenyl)-4-ethylbenzene. Understanding its geometry is crucial for its antiestrogenic and estrogenic activities.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Medicinal Chemistry

Background:

  • The (Z)-isomer of 1-(2-Bromo-1,2-diphenylethenyl)-4-ethylbenzene is a component of Broparestrol, used in dermatology.
  • This isomer exhibits antiestrogenic and potentially estrogenic properties.

Purpose of the Study:

  • To determine the precise molecular geometry of the (Z)-isomer.
  • To establish a structure-activity relationship for its biological effects.

Main Methods:

  • Single crystal X-ray diffraction analysis was performed.
  • The crystal structure was solved and refined to R = 0.031 for 2764 reflections.

Main Results:

  • The crystal structure was determined to be triclinic, space group P1.
  • Phenyl rings are twisted out of the ethylene plane by dihedral angles ranging from 47.77 to 57.86 degrees.
  • Van der Waals interactions are the primary cohesive forces in the crystal structure.

Conclusions:

  • The determined geometry provides essential information for understanding the antiestrogenic and estrogenic activities.
  • This structural data aids in the development of related compounds with specific biological activities.

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