SYNTHESIS OF 2,2-DIMETHYL-1,2-DIHYDROBENZO[<i>f</i>]ISOQUINOLINES DISPLAYING ANTIFUNGAL ACTIVITY

Authors

  • О. В. Сурикова Perm State Pharmaceutical Academy, Perm 614990
  • А. В. Зачиняева S. M. Kirov Military Medical Academy, Saint Petersburg 194044
  • А. Г. Михайловский Perm State Pharmaceutical Academy, Perm 614990
  • Я. В. Зачиняев St Petersburg State Transport University, Saint Petersburg 190031

DOI:

https://doi.org/10.1007/6202

Keywords:

2, 2-dimethyl-1, 2-dihydrobenzo[f]isoquinoline, (2, 3, 4-tetrahydrobenzo[f]isoquinolin-4-yl)-2-thioacetic acid, 4-tetrahydrobenzo[f]isoquinolin-4-yl)acetic acid and its esters, malonic acid, thioglycolic acid, activation of azomethine by iodomethylation, reaction with 1, 3-indanedione, antifungal action

Abstract

The reaction of 2,2-dimethyl-1,2-dihydrobenzo[f]isoquinoline with malonic acid gave (2,2‑dimethyl-1,2,3,4-tetrahydrobenzo[f]isoquinolin-4-yl)acetic acid, the acid chloride of which readily forms esters with alcohols and phenols. Reaction of the same azomethine with thioglycolic acid leads to (2,2-di-methyl-1,2,3,4-tetrahydro-benzo[f]isoquinolin-4-yl)thioacetic acid. Activation of the initial azomethine by iodomethylation enables reaction with 1,3‑indanedione to be carried out. The obtained substances display antifungal action.

How to Cite
Surikova, O. V.; Zachinyaeva, A. V.; Mikhailovskii, A. G.;  Zachinyaev, Ya. V.  Chem. Heterocycl. Compd. 2011, 46, 1471. [Khim. Geterotsikl. Soedin. 2010, 1821.]

For this article in the English edition see DOI

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Published

2021-03-19

Issue

No. 12 (2010)

Section

Original Papers