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Studies on calpain inhibitors. Synthesis of partially reduced isoquinoline-1-thione derivatives and conversion to functionalized 1-chloroisoquinolines
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Mar2008, Vol. 49 Issue 14, p2275-2279. 5p. - Publication Year :
- 2008
-
Abstract
- Abstract: Sequential treatment of a (3-substituted-1-thioxo-1,2,3,4-tetrahydroisoquinolin-4-ylidene)acetic acid with thionyl chloride and a nucleophile did not give the expected ester or amide, but a derivative of 2-(3-substituted-1-chloroisoquinolin-4-yl)acetic acid, constituting a simple procedure for the synthesis of functionalized 1-chloroisoquinolines, which can be useful synthetic intermediates. The different reactivity between lactams and thiolactams has been computationally modelled. The activity as calpain inhibitors of both thiolactams and chloroisoquinoline has been measured, finding that some of these compounds are inhibitors in the micromolar range. [Copyright &y& Elsevier]
- Subjects :
- *ACETIC acid
*CALPAIN
*ISOQUINOLINE
*LACTAMS
Subjects
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 49
- Issue :
- 14
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 31247607
- Full Text :
- https://doi.org/10.1016/j.tetlet.2008.02.023