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A Microplate Assay to Assess Chemical Effects on RBL-2H3 Mast Cell Degranulation: Effects of Triclosan without Use of an Organic Solvent
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A Microplate Assay to Assess Chemical Effects on RBL-2H3 Mast Cell Degranulation: Effects of Triclosan without Use of an Organic Solvent

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Triclosan.

Ana I Ramos1, Susana S Braga, Filipe A Almeida Paz

  • 1Department of Chemistry, University of Aveiro, CICECO, 3810-193 Aveiro, Portugal.

Acta Crystallographica. Section C, Crystal Structure Communications
|August 5, 2009
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of 5-chloro-2-(2,4-dichlorophenoxy)phenol, a biocide. Its molecular arrangement maximizes hydrogen bonds, forming chains parallel to the c axis.

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Area of Science:

  • Crystallography
  • Biochemistry
  • Organic Chemistry

Background:

  • 5-chloro-2-(2,4-dichlorophenoxy)phenol is a biologically active molecule with known biocide properties.
  • Understanding the solid-state structure of bioactive compounds is crucial for predicting their behavior and interactions.

Purpose of the Study:

  • To elucidate the crystal structure of 5-chloro-2-(2,4-dichlorophenoxy)phenol.
  • To investigate the intermolecular interactions, specifically hydrogen bonding, in the crystalline state.
  • To correlate structural features with the molecule's biological activity.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed to determine the crystal structure.
  • The crystal system and space group were identified as chiral trigonal P3(1).
  • Analysis of the molecular conformation and hydrogen bonding network was conducted.

Main Results:

  • The compound crystallizes in the chiral trigonal space group P3(1) with one molecule per asymmetric unit.
  • The two aromatic rings adopt a nearly perpendicular orientation, similar to biological adducts.
  • A chain of molecules aligned parallel to the c axis was observed, stabilized by O-H...O hydrogen bonds with a C(2) graph-set motif.

Conclusions:

  • The crystal structure reveals a specific arrangement that facilitates extensive hydrogen bonding.
  • The perpendicular orientation of aromatic rings and the resulting hydrogen bond network are key structural features.
  • These findings provide insights into the molecular basis of the biocide activity of 5-chloro-2-(2,4-dichlorophenoxy)phenol.