Synthesis and biological activity of 1-(aryloxy)-3-(6-chloro-4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-yl)propan-2-ols


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Abstract

Treatment of 1-(4-chlorobenzylamino)-2-methylpropan-2-ol with concentrated sulfuric acid at 0°C gave 6-chloro-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline which reacted with (aryloxymethyl)oxiranes to afford new propan-2-ol derivatives of the tetrahydroisoquinoline series, 1-(aryloxy)-3-(6-chloro-4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-yl)propan-2-ols. Some of the synthesized compounds or their hydrochlorides showed moderate adrenergic blocking and sympatholytic activities.

About the authors

A. A. Aghekyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Author for correspondence.
Email: aaghekyan@mail.ru
Armenia, pr. Azatutyan 26, Yerevan, 0014

G. G. Mkryan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: aaghekyan@mail.ru
Armenia, pr. Azatutyan 26, Yerevan, 0014

A. S. Tsatinyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: aaghekyan@mail.ru
Armenia, pr. Azatutyan 26, Yerevan, 0014

O. S. Noravyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: aaghekyan@mail.ru
Armenia, pr. Azatutyan 26, Yerevan, 0014

G. V. Gasparyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: aaghekyan@mail.ru
Armenia, pr. Azatutyan 26, Yerevan, 0014

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