SYNTHESIS OF 10-ALKYLSULFANYL-SUBSTITUTED PYRIDO[4',3':4,5]THIENO[3,2-<i>d</i>]PYRIMIDINES ANNULATED WITH PYRAN, CYCLOHEXANE, AND CYCLOPENTANE RINGS

Authors

  • Ерванд Г. Пароникян A. L. Mndzoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014
  • Шушаник Ш. Дашян A. L. Mndzoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014
  • Нуне С. Минасян Molecular Structure Research Center, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014
  • Грачя М. Степанян A. L. Mndzoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014
  • Евгений В. Бабаев Moscow M. V. Lomonosov State University, 1 Leninskie Gory, Moscow 119991

DOI:

https://doi.org/10.1007/3195

Keywords:

10-alkylsulfanyl-8-oxothieno[3, 2-d]pyrimidines, carbon disulfide, functionalized pyrimidines, antimicrobial activity, regioselectivity

Abstract

We propose a single-step procedure for the synthesis of 8-oxo-10-sulfanylpyrido[4',3':4,5]thieno[3,2-d]pyrimidines, annulated with pyran, cyclohexane, or cyclopentane rings. The alkylation of these compounds in aqueous DMF solution of KOH at room temperature was shown to proceed regioselectively and led to the formation of S-substituted products. Amino- and alkoxy-substituted derivatives of tetracyclic thieno[3,2-d]pyrimidines were synthesized. The antimicrobial activity of the obtained compounds was studied on Gram-positive staphylococci and Gram-negative rods.

Authors: Ervand G. Paronikyan, Shushanik Sh. Dashyan*, Nune S. Minasyan, Grachya M. Stepanyan, Evgene V. Babaev

 

Author Biographies

Ерванд Г. Пароникян, A. L. Mndzoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014

Ерванд Гарникович Пароникян

зав. лаборатории ИТОХ, д.х.н. проф.

Шушаник Ш. Дашян, A. L. Mndzoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014

Шушаник Шамировна Дашян

младший научный сотрудник ИТОХ

Нуне С. Минасян, Molecular Structure Research Center, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014

Нуне Сергоевна Минасян

младший научный сотрудник

Грачя М. Степанян, A. L. Mndzoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, 26 Azatutyan Ave., Yerevan 0014

Грачя Мовсесович Степанян

старший научный сотрудник

Евгений В. Бабаев, Moscow M. V. Lomonosov State University, 1 Leninskie Gory, Moscow 119991

Евгений Вениаминович Бабаев

ведущий научный сотрудник, д.х.н

Downloads

Published

2016-05-05

Issue

Vol. 52 No. 5 (2016)

Section

Original Papers