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Morphine hydro-chloride anhydrate.

Thomas Gelbrich1, Doris E Braun, Ulrich J Griesser

  • 1Institute of Pharmacy, University of Innsbruck, Innrain 52c, 6020 Innsbruck, Austria.

Acta Crystallographica. Section E, Structure Reports Online
|March 12, 2013
PubMed
Summary
This summary is machine-generated.

This study examines the molecular salt of morphine, confirming its morphinium ion conformation aligns with prior research. Crystal analysis reveals helical chains formed by hydrogen bonds between morphine cations and chloride anions.

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Area of Science:

  • Crystallography
  • Medicinal Chemistry
  • Structural Biology

Background:

  • Morphine, a potent opioid analgesic, has a complex molecular structure that influences its pharmacological activity.
  • Understanding the crystalline structure of morphine salts is crucial for pharmaceutical formulation and drug delivery.
  • Previous crystallographic studies have established baseline conformations for morphine.

Purpose of the Study:

  • To determine the crystal structure and hydrogen bonding patterns of the molecular salt (5α,6α)-7,8-didehydro-4,5-epoxy-17-methyl-morphinan-3,6-diol hydrochloride.
  • To compare the morphinium ion conformation in the title salt with previously reported morphine structures.
  • To elucidate the intermolecular interactions within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed on the title molecular salt.
  • The crystal structure was solved and refined to determine atomic positions and bond lengths.
  • Hydrogen bonding networks (N-H⋯Cl and O-H⋯Cl) were identified and analyzed.

Main Results:

  • The morphinium ion conformation in the title salt is consistent with established morphine conformations.
  • The crystal structure features a helical chain arrangement of cations and chloride anions along the b-axis.
  • Similar one-dimensional packing modes were observed between the title salt and morphine monohydrate.

Conclusions:

  • The crystallographic data confirms the structural integrity of the morphinium ion in the hydrochloride salt.
  • Hydrogen bonding plays a significant role in organizing the crystal structure of this morphine salt.
  • The observed packing similarities suggest conserved intermolecular interactions in different morphine crystalline forms.