Synthesis and Antioxidant Activity (4-(Benzo[d][1,3]-dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylsubstituted Aryloxypropanolamines, Aminoamides and Sulfanilamides

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Abstract

Alkylation of 3,4-methylenedioxyphenylacetоnitrile with 2,2-dichlorodiethyl ether gave the corresponding nitrile the reduction of which with lithium aluminum hydride isolated (4-(benzo[d][1,3]dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylamine. The interaction of the latter with aryloxymethyloxiranes gave the corresponding 1-((4-(benzo[d][1,3]dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylamino)-3-aryloxypropan-2-ols. By the reaction of the same amine with chloroacetyl chloride isolated chloroacetamide, the interaction of which with a variety of secondary amines and heterylthiols synthesized the corresponding substituted amino- and sulfanylacetamides - derivatives of (4-(benzo[d][1,3]dioxol-6-yl)-tetrahydro-2H-pyran-4-yl)methylamine. The antioxidant activity of the obtained compounds was studied.

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Zh. S. Arustamyan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Author for correspondence.
Email: aaghekyan@mail.ru
ORCID iD: 0000-0002-0541-5315
Armenia, Yerevan

R. E. Margaryan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: aaghekyan@mail.ru
ORCID iD: 0000-0002-5066-0870
Armenia, Yerevan

G. G. Mkryan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: aaghekyan@mail.ru
ORCID iD: 0000-0001-9879-9524
Armenia, Yerevan

A. A. Aghekyan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: aaghekyan@mail.ru
ORCID iD: 0000-0001-6151-4951
Armenia, Yerevan

G. A. Panosyan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: aaghekyan@mail.ru
Armenia, Yerevan

Zh. M. Buniatyan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: aaghekyan@mail.ru
ORCID iD: 0000-0001-8311-6276
Armenia, Yerevan

R. E. Muradyan

The Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: aaghekyan@mail.ru
ORCID iD: 0000-0002-4110-9454
Armenia, Yerevan

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