On the Amazing Reactivity of the Ranelate Ion: New Applications of an Old Antiosporotic Drug
Ranelate ion, the major component of an old antiosporotic drug, exhibits a unusual chemical structure encompassing a thiophene ring with two carboxylic groups, a cyanonitrile substituent, and a nitrile diacetate group; it undergoes decarboxylation at the thiophene carbon‐5 position in acidic solutio...
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Veröffentlicht in: | ChemistrySelect (Weinheim) 2019-12, Vol.4 (47), p.13926-13931 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Ranelate ion, the major component of an old antiosporotic drug, exhibits a unusual chemical structure encompassing a thiophene ring with two carboxylic groups, a cyanonitrile substituent, and a nitrile diacetate group; it undergoes decarboxylation at the thiophene carbon‐5 position in acidic solutions, yielding a photoreactive (H5Ran) species which converts into a remarkably stable blue dithiophene dye in the presence of UV light and air.
Ranelic acid exhibits a unusual chemical structure encompassing a thiophene ring with two carboxylic groups, a cyanonitrile substituent, and a nitrile diacetate group; in acidic solutions it undergoes decarboxylation at the thiophene carbon‐5 position, releasing carbon dioxyde and generating a photoreactive (H5Ran) species which converts, in the presence of UV light and air, into a remarkably stable blue dithiophene dye, keeping the several substituents in a rather symmetric arrangement. |
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ISSN: | 2365-6549 2365-6549 |
DOI: | 10.1002/slct.201904149 |