3-Substituted 2-phenyl-indoles: Privileged structures for medicinal chemistry

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

3-Substituted 2-phenyl-indoles : Privileged structures for medicinal chemistry. / Johansson, Karl Henrik; Jørgensen, T.B.; Gloriam, D.E.; Bräuner-Osborne, Hans; Pedersen, D.S.

In: R S C Advances, Vol. 3, No. 3, 21.01.2013, p. 945-960.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Johansson, KH, Jørgensen, TB, Gloriam, DE, Bräuner-Osborne, H & Pedersen, DS 2013, '3-Substituted 2-phenyl-indoles: Privileged structures for medicinal chemistry', R S C Advances, vol. 3, no. 3, pp. 945-960. https://doi.org/10.1039/c2ra21902f

APA

Johansson, K. H., Jørgensen, T. B., Gloriam, D. E., Bräuner-Osborne, H., & Pedersen, D. S. (2013). 3-Substituted 2-phenyl-indoles: Privileged structures for medicinal chemistry. R S C Advances, 3(3), 945-960. https://doi.org/10.1039/c2ra21902f

Vancouver

Johansson KH, Jørgensen TB, Gloriam DE, Bräuner-Osborne H, Pedersen DS. 3-Substituted 2-phenyl-indoles: Privileged structures for medicinal chemistry. R S C Advances. 2013 Jan 21;3(3):945-960. https://doi.org/10.1039/c2ra21902f

Author

Johansson, Karl Henrik ; Jørgensen, T.B. ; Gloriam, D.E. ; Bräuner-Osborne, Hans ; Pedersen, D.S. / 3-Substituted 2-phenyl-indoles : Privileged structures for medicinal chemistry. In: R S C Advances. 2013 ; Vol. 3, No. 3. pp. 945-960.

Bibtex

@article{eacd8bec4c3646918ac15865dec28f93,
title = "3-Substituted 2-phenyl-indoles: Privileged structures for medicinal chemistry",
abstract = "Privileged structures have been used in drug discovery targeting G protein-coupled receptors (GPCR) and other protein classes for more than 20 years. Their rich activity profiles and drug-like characteristics lend themselves to increased productivity in hit identification and lead optimisation. Recently we discovered two allosteric modulators 1 and 2 for the G protein-coupled receptor GPRC6A incorporating the privileged 2-phenyl-indole scaffold, functionalised at the 3-position. In order to develop new potential GPRC6A ligands we engaged in the development of synthetic routes to provide 2-phenyl-indoles with a variety of substituents at the indole 3-position. Herein we describe the development of optimised and efficient synthetic routes to a series of new 2-phenyl-indole building blocks 3 to 9 and show that these can be used to generate a broad variety of 3-substituted 2-phenyl-indoles of interest to medicinal chemists.",
author = "Johansson, {Karl Henrik} and T.B. J{\o}rgensen and D.E. Gloriam and Hans Br{\"a}uner-Osborne and D.S. Pedersen",
year = "2013",
month = jan,
day = "21",
doi = "10.1039/c2ra21902f",
language = "English",
volume = "3",
pages = "945--960",
journal = "RSC Advances",
issn = "2046-2069",
publisher = "RSC Publishing",
number = "3",

}

RIS

TY - JOUR

T1 - 3-Substituted 2-phenyl-indoles

T2 - Privileged structures for medicinal chemistry

AU - Johansson, Karl Henrik

AU - Jørgensen, T.B.

AU - Gloriam, D.E.

AU - Bräuner-Osborne, Hans

AU - Pedersen, D.S.

PY - 2013/1/21

Y1 - 2013/1/21

N2 - Privileged structures have been used in drug discovery targeting G protein-coupled receptors (GPCR) and other protein classes for more than 20 years. Their rich activity profiles and drug-like characteristics lend themselves to increased productivity in hit identification and lead optimisation. Recently we discovered two allosteric modulators 1 and 2 for the G protein-coupled receptor GPRC6A incorporating the privileged 2-phenyl-indole scaffold, functionalised at the 3-position. In order to develop new potential GPRC6A ligands we engaged in the development of synthetic routes to provide 2-phenyl-indoles with a variety of substituents at the indole 3-position. Herein we describe the development of optimised and efficient synthetic routes to a series of new 2-phenyl-indole building blocks 3 to 9 and show that these can be used to generate a broad variety of 3-substituted 2-phenyl-indoles of interest to medicinal chemists.

AB - Privileged structures have been used in drug discovery targeting G protein-coupled receptors (GPCR) and other protein classes for more than 20 years. Their rich activity profiles and drug-like characteristics lend themselves to increased productivity in hit identification and lead optimisation. Recently we discovered two allosteric modulators 1 and 2 for the G protein-coupled receptor GPRC6A incorporating the privileged 2-phenyl-indole scaffold, functionalised at the 3-position. In order to develop new potential GPRC6A ligands we engaged in the development of synthetic routes to provide 2-phenyl-indoles with a variety of substituents at the indole 3-position. Herein we describe the development of optimised and efficient synthetic routes to a series of new 2-phenyl-indole building blocks 3 to 9 and show that these can be used to generate a broad variety of 3-substituted 2-phenyl-indoles of interest to medicinal chemists.

UR - http://www.scopus.com/inward/record.url?scp=84870911301&partnerID=8YFLogxK

U2 - 10.1039/c2ra21902f

DO - 10.1039/c2ra21902f

M3 - Journal article

AN - SCOPUS:84870911301

VL - 3

SP - 945

EP - 960

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 3

ER -

ID: 45588602