ISSN:
1573-1111
Keywords:
analgesic
;
acetaminophen
;
paracetamol
;
cyclodextrin
;
inclusion complex
;
X-ray diffraction
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Single crystals of a 1 : 1 complex betweenβ-cyclodextrin (β-CD) and the analgesicacetaminophen (paracetamol) have been prepared and themode of inclusion of the drug has been determined fromX-ray data collected at 293 K. Complexcharacterization by UV and thermogravimetric analysesyielded the compositionβ-(CDβacetaminophenβ13.3H2O. The complex crystallizes in the space group C2 with a =19.207(7), b = 24.48(1), c =15.700(4)Å, β = 109.52(2)° and Z = 4complex units in the crystal unit cell. The hostmolecules form dimeric motifs withC2 crystallographic symmetry which pack in thechannel mode. Guest molecules residing in the hostdimer are disordered, each acetaminophen moleculebeing statistically distributed over two sites withequal occupancy. In each case, the guest hydroxylgroup is located at the host primary face while theacetamide residue lies at the dimer interface. TwoC2-related water molecules are trapped inside thehost cavity, being hydrogen bonded to theC2-related carbonyl groups of one of thedisordered guest conformers. Structural features ofthe complex are discussed with reference to recentspectroscopic and other studies aimed at elucidatingthe nature of the interaction between acetaminophenand β-CD.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1008178505660
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