Summary.
GABA-receptor-ligands are still very interesting in drug-development. Usually benzodiazepines are used in the treatment but they have serious side-effects. Thus, a recently synthesized quioxaline derivative which showed reduced side-effects in an animal model was used as a model-substance. The cyclus was modified to optimize the pharmacological profile. Accordingly, a series of imidazo-thieno-thiazines was synthesized starting from 5-acetyl-2-chloro-3-nitrothiophene to yield 6-ethyl-2,3-dihydro-1H-thieno[2,3-b][1,4]thiazine-2-one. Reaction with potassium tert-butoxide and diethylchlorophosphate gave an intermediate, which resulted in the desired ring system after adding the corresponding isocyanides and potassium tert-butoxide.
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Corresponding author. E-mail: thomas.erker@univie.ac.at
Received August 6, 2002; accepted August 13, 2002
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Erker, T., Trinkl, K. Studies on the Chemistry of Thienoannelated O,N- and S,N-Containing Heterocycles, 28 [1]. Synthesis of Imidazo[1,5-d]thieno[2,3-b][1,4]thiazine Derivatives as GABA-Receptor Ligands. Monatshefte für Chemie 134, 439–444 (2003). https://doi.org/10.1007/s00706-002-0541-4
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DOI: https://doi.org/10.1007/s00706-002-0541-4