Studies on the chemistry of thienoannelated O,N- and S,N-containing heterocycles. 17. Preparation of 1H-thieno[2,3-b][1,4]thiazine-1-carboxarnides as smooth muscle relaxants
✍ Scribed by Maria E. Schreder; Thomas Erker
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2000
- Tongue
- English
- Weight
- 373 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
A new series of substituted thieno[1,4]thiazines with an urea moiety has been designed. The synthesis and results of replacement of the quinoline and indoline moieties of lead structure 1 are described. The key step in preparation was the substitution with 4‐nitrophenyl chloroformate to obtain the required reactivity for substitution with diamines. Structural modifications of the amino side chain with the aim of finding tissue specific compounds were carried out. Pharmacological testings explored the presumed calcium‐channel‐antagonistic and potassium‐channel‐opening activities.
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## Abstract A facile synthesis of the imidazo[1,5‐__d__]thieno[2,3‐__b__][1,4]thiazine ring system is described. Reaction of 6‐benzyl‐2,3‐dihydro‐1__H__‐thieno[2,3‐__b__][1,4]thiazine‐2‐one (**1**) with potassium __tert__‐butoxide and diethylchlorophosphate gave intermediate **2** which resulted in
## Abstract Substituted thieno[1,4]thiazine derivatives have been synthesized. They are thienoanalogues of compound 3 [2], a potent cerebral protectant and calcium antagonist. Research activities concentrate on the preparation of structurally modified compounds of 3 to minimize its undesirable symp
## Abstract For Abstract see ChemInform Abstract in Full Text.