Histaminol and Its Complexes with Copper(II) – Studies in Solid State and Solution

Histaminol [4(5)‐(β‐hydroxyethyl)imidazole, 4‐(1H‐imidazol‐2‐yl)ethanol, L] is an analogue of histamine and its minor metabolite. So far its properties have not been studied in detail due to the synthetic difficulties. Here, the structure and acid‐base properties of histaminol, as well as the result...

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Bibliographic Details
Published in:European journal of inorganic chemistry 2018-03, Vol.2018 (12), p.1399-1408
Main Authors: Maślewski, Piotr, Wyrzykowski, Dariusz, Witwicki, Maciej, Dołęga, Anna
Format: Article
Language:English
Subjects:
Complex formation
Coordination compounds
Copper
Copper compounds
Crystal structure
EPR spectroscopy
Ethanol
Histaminol
Imidazole
Inorganic chemistry
Solid state
Stability constants
X‐ray diffraction
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Summary:Histaminol [4(5)‐(β‐hydroxyethyl)imidazole, 4‐(1H‐imidazol‐2‐yl)ethanol, L] is an analogue of histamine and its minor metabolite. So far its properties have not been studied in detail due to the synthetic difficulties. Here, the structure and acid‐base properties of histaminol, as well as the results of studies on its copper(II) complexes in solid state and aqueous solution are reported. Stability constants of the histaminol–CuII system are measured and each stage of the complex formation is illustrated with the relevant crystal structure and the EPR spectrum. Histaminol L is found in nature as a metabolite of histamine. Its pKa value is reported, and the formation of complexes between CuII and histaminol in aqueous solution is characterized by stepwise stability constants. The molecular structures of [CuL(H2O)(NO3)2], [CuL2(NO3)2] and [CuL4](NO3)2 are determined by X‐ray diffraction and for all species solid state EPR spectra are analyzed.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.201701411