Synthesis and Sympatholytic and Adrenomimetic Activities of Amino Amides and Amino Esters Based on 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-Benzodioxol-5-yl)tetrahydro-2H-pyran-4-carboxylic Acids
The reactions of 2-(1,3-benzodioxol-5-yl)acetonitrile with 1,4-dibromobuthane and 2,2′-bis(2-chloroethyl) ether gave 1-(1,3-benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2H-pyran-4-carbonitriles which were hydrolyzed in alkaline medium to the corresponding carboxylic acids, and the latter were converted to acid chlorides. 1-(1,3-Benzodioxol-5-yl)cyclopentane- and 4-(1,3-benzodioxol-5-yl)tetrahydro-2H-pyran-4-carbonyl chlorides reacted with N,N-dialkylaminoalkyl- and hetarylalkylamines, as well as with N,N-dialkylaminoalkanols and hetarylalkanols, to afford the target (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxamides and (1,3-benzodioxol-5-yl)cyclopentane(tetrahydropyran)carboxylates. The synthesized compounds were evaluated for their effects on the cardiovascular system and blood hemodynamics.
Authors
- A. S. Tsatinyan
- H. А. Panosyan (ORCID: https://orcid.org/0000-0001-8311-6276)
- G. G. Mkryan (ORCID: https://orcid.org/0000-0001-9879-9524)
- R. E. Margaryan (ORCID: https://orcid.org/0000-0002-5066-0870)
- А. А. Aghekyan (ORCID: https://orcid.org/0000-0001-6151-4951)
- M. S. Grigoryan (ORCID: https://orcid.org/0000-0002-6705-8536)
- S. A. Arutyunyan
- G. V. Stepanyan (ORCID: https://orcid.org/0009-0006-6649-4439)
Institutions
- Institute of Fine Organic Chemistry of Scientific - Technological Center of Organic and Pharmaceutical Chemistry (AM)
- National Academy of Sciences of Armenia (AM)
Publication Details
- Journal
- Russian Journal of Organic Chemistry
- Published
- 2025-03-01
- DOI
- https://doi.org/10.1134/s107042802560010x
- Primary Topic
- Synthesis and biological activity
- Type
- article
- Field-Weighted Citation Impact
- 0.00