Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives

Youngjae Kim, Minjoo Kim, Mooseong Park, Jinsung Tae, Du Jong Baek, Ki Duk Park, Hyunah Choo

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A novel molecular scaffold, dihydropyridothienopyrimidin-4,9-dione, was synthesized from benzylamine or p-methoxybenzylamine in six steps involving successive ring closure to form a fused ring system composed of dihydropyridone, thiophene and pyrimidone. The pharmacological versatility of the dihydropyridothenopyrimidin-4,9-dione scaffold was demonstrated by inhibitory activity against metabotropic glutamate receptor subtype 1 (mGluR1), which shows that the title compounds can serve as an interesting scaffold for the discovery of potential bioactive molecules for the treatment of human diseases.

Original languageEnglish
Pages (from-to)5074-5084
Number of pages11
JournalMolecules
Volume20
Issue number3
DOIs
Publication statusPublished - 2015 Mar 1

Fingerprint

Pyrimidinones
Thiophenes
Dione
Scaffolds
Pharmacology
Derivatives
glutamates
rings
versatility
synthesis
activity (biology)
thiophenes
closures
Metabotropic Glutamate Receptors
molecules
Molecules
metabotropic glutamate receptor type 1
benzylamine
4-methoxybenzylamine

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Kim, Y., Kim, M., Park, M., Tae, J., Baek, D. J., Park, K. D., & Choo, H. (2015). Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives. Molecules, 20(3), 5074-5084. https://doi.org/10.3390/molecules20035074
Kim, Youngjae ; Kim, Minjoo ; Park, Mooseong ; Tae, Jinsung ; Baek, Du Jong ; Park, Ki Duk ; Choo, Hyunah. / Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives. In: Molecules. 2015 ; Vol. 20, No. 3. pp. 5074-5084.
@article{36c34b35dad5435dbd5b50a57ecfc1b4,
title = "Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives",
abstract = "A novel molecular scaffold, dihydropyridothienopyrimidin-4,9-dione, was synthesized from benzylamine or p-methoxybenzylamine in six steps involving successive ring closure to form a fused ring system composed of dihydropyridone, thiophene and pyrimidone. The pharmacological versatility of the dihydropyridothenopyrimidin-4,9-dione scaffold was demonstrated by inhibitory activity against metabotropic glutamate receptor subtype 1 (mGluR1), which shows that the title compounds can serve as an interesting scaffold for the discovery of potential bioactive molecules for the treatment of human diseases.",
author = "Youngjae Kim and Minjoo Kim and Mooseong Park and Jinsung Tae and Baek, {Du Jong} and Park, {Ki Duk} and Hyunah Choo",
year = "2015",
month = "3",
day = "1",
doi = "10.3390/molecules20035074",
language = "English",
volume = "20",
pages = "5074--5084",
journal = "Molecules",
issn = "1420-3049",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "3",

}

Kim, Y, Kim, M, Park, M, Tae, J, Baek, DJ, Park, KD & Choo, H 2015, 'Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives', Molecules, vol. 20, no. 3, pp. 5074-5084. https://doi.org/10.3390/molecules20035074

Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives. / Kim, Youngjae; Kim, Minjoo; Park, Mooseong; Tae, Jinsung; Baek, Du Jong; Park, Ki Duk; Choo, Hyunah.

In: Molecules, Vol. 20, No. 3, 01.03.2015, p. 5074-5084.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of novel dihydropyridothienopyrimidin-4,9-dione derivatives

AU - Kim, Youngjae

AU - Kim, Minjoo

AU - Park, Mooseong

AU - Tae, Jinsung

AU - Baek, Du Jong

AU - Park, Ki Duk

AU - Choo, Hyunah

PY - 2015/3/1

Y1 - 2015/3/1

N2 - A novel molecular scaffold, dihydropyridothienopyrimidin-4,9-dione, was synthesized from benzylamine or p-methoxybenzylamine in six steps involving successive ring closure to form a fused ring system composed of dihydropyridone, thiophene and pyrimidone. The pharmacological versatility of the dihydropyridothenopyrimidin-4,9-dione scaffold was demonstrated by inhibitory activity against metabotropic glutamate receptor subtype 1 (mGluR1), which shows that the title compounds can serve as an interesting scaffold for the discovery of potential bioactive molecules for the treatment of human diseases.

AB - A novel molecular scaffold, dihydropyridothienopyrimidin-4,9-dione, was synthesized from benzylamine or p-methoxybenzylamine in six steps involving successive ring closure to form a fused ring system composed of dihydropyridone, thiophene and pyrimidone. The pharmacological versatility of the dihydropyridothenopyrimidin-4,9-dione scaffold was demonstrated by inhibitory activity against metabotropic glutamate receptor subtype 1 (mGluR1), which shows that the title compounds can serve as an interesting scaffold for the discovery of potential bioactive molecules for the treatment of human diseases.

UR - http://www.scopus.com/inward/record.url?scp=84929603562&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84929603562&partnerID=8YFLogxK

U2 - 10.3390/molecules20035074

DO - 10.3390/molecules20035074

M3 - Article

VL - 20

SP - 5074

EP - 5084

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 3

ER -