Journal of Fluorine Chemistry, volume 239, pages 109639

Next generation organofluorine containing blockbuster drugs

Jianlin Han ¹

Attila Márió Remete ²

Luca S Dobson ³

Lorand Kiss ²

Kunisuke Izawa ⁴

Hiroki Moriwaki ⁴

Vadim A. Soloshonok ^{5, 6}

David O’Hagan ³

Hide authors affiliations Show authors affiliations: 6 affiliations

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China. |

Institute of Pharmaceutical Chemistry and Interdisciplinary Excellence Centre, Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary |

School of Chemistry, University of St Andrews, St Andrews , Fife, KY16 9ST, UK |

⁴

Hamari Chemicals Ltd., 1-19-40, Nankokita, Suminoe-ku, Osaka, 559-0034, Japan |

⁵

Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizábal 3, 20018, San Sebastián, Spain |

⁶

IKERBASQUE, Basque Foundation for Science María Díaz de Haro 3, Plaza Bizkaia 48013 Bilbao Spain |

Publication type: Journal Article

Publication date: 2020-11-01

Elsevier

Journal: Journal of Fluorine Chemistry

Quartile SCImago

Quartile WOS

Impact factor: 1.9

ISSN: 00221139

DOI: 10.1016/j.jfluchem.2020.109639

Copy DOI

Organic Chemistry

Biochemistry

Inorganic Chemistry

Physical and Theoretical Chemistry

Environmental Chemistry

Abstract

Abstract The role of organo-fluorine compounds in modern health, food and energy related industries is widely-appreciated. The unique properties that fluorine imparts to organic molecules, stemming from its high electronegativity and stability when bound to carbon, finds it increasingly being used in the development of new bioactivities. Around 25 % of the current blockbuster drugs contain fluorine and this number is increasing to well above 30 % for recent FDA approvals. In this Review we highlight a selection of the most successful organo-fluorine drugs, that have achieved blockbuster status, namely, sitagliptin (diabetes), sofosbuvir (hepatitis C), emtricitabine (HIV), glecaprevir/pibrentasvir (hepatitis C), elvitegravir (HIV), dolutegravir (HIV), bictegravir (HIV), efavirenz (HIV), enzalutamide (prostate cancer), aubagio (immunomodulatory) and paliperidone palmitate (schizophrenia). For each compound we discuss their discovery, their relevant disease state and how they are made, emphasizing the source of fluorine-containing moieties, and where known, their mode of action.

By date By citations

Top-30

Citations by journals

	2 4 6 8 10 12 14 16 18 20
Journal of Fluorine Chemistry	Journal of Fluorine Chemistry, 19, 9.9% Journal of Fluorine Chemistry 19 publications, 9.9%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 12, 6.25% European Journal of Organic Chemistry 12 publications, 6.25%
Chemistry - A European Journal	Chemistry - A European Journal, 11, 5.73% Chemistry - A European Journal 11 publications, 5.73%
Organic Letters	Organic Letters, 10, 5.21% Organic Letters 10 publications, 5.21%
Journal of Organic Chemistry	Journal of Organic Chemistry, 9, 4.69% Journal of Organic Chemistry 9 publications, 4.69%
Chemical Record	Chemical Record, 8, 4.17% Chemical Record 8 publications, 4.17%
Beilstein Journal of Organic Chemistry	Beilstein Journal of Organic Chemistry, 6, 3.13% Beilstein Journal of Organic Chemistry 6 publications, 3.13%
Angewandte Chemie	Angewandte Chemie, 6, 3.13% Angewandte Chemie 6 publications, 3.13%
Molecules	Molecules, 6, 3.13% Molecules 6 publications, 3.13%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 6, 3.13% Angewandte Chemie - International Edition 6 publications, 3.13%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 4, 2.08% Organic and Biomolecular Chemistry 4 publications, 2.08%
Chinese Chemical Letters	Chinese Chemical Letters, 4, 2.08% Chinese Chemical Letters 4 publications, 2.08%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 4, 2.08% Organic Chemistry Frontiers 4 publications, 2.08%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 3, 1.56% Advanced Synthesis and Catalysis 3 publications, 1.56%
Pharmaceuticals	Pharmaceuticals, 3, 1.56% Pharmaceuticals 3 publications, 1.56%
Tetrahedron	Tetrahedron, 3, 1.56% Tetrahedron 3 publications, 1.56%
Asian Journal of Organic Chemistry	Asian Journal of Organic Chemistry, 3, 1.56% Asian Journal of Organic Chemistry 3 publications, 1.56%
Chemical Communications	Chemical Communications, 3, 1.56% Chemical Communications 3 publications, 1.56%
Chemical Science	Chemical Science, 3, 1.56% Chemical Science 3 publications, 1.56%
Russian Chemical Bulletin	Russian Chemical Bulletin, 2, 1.04% Russian Chemical Bulletin 2 publications, 1.04%
Symmetry	Symmetry, 2, 1.04% Symmetry 2 publications, 1.04%
Molecular Diversity	Molecular Diversity, 2, 1.04% Molecular Diversity 2 publications, 1.04%
Mendeleev Communications	Mendeleev Communications, 2, 1.04% Mendeleev Communications 2 publications, 1.04%
Helvetica Chimica Acta	Helvetica Chimica Acta, 2, 1.04% Helvetica Chimica Acta 2 publications, 1.04%
New Journal of Chemistry	New Journal of Chemistry, 2, 1.04% New Journal of Chemistry 2 publications, 1.04%
Synlett	Synlett, 2, 1.04% Synlett 2 publications, 1.04%
Nature Chemistry	Nature Chemistry, 2, 1.04% Nature Chemistry 2 publications, 1.04%
ChemistrySelect	ChemistrySelect, 2, 1.04% ChemistrySelect 2 publications, 1.04%
Current Green Chemistry	Current Green Chemistry, 1, 0.52% Current Green Chemistry 1 publication, 0.52%
	2 4 6 8 10 12 14 16 18 20

Citations by publishers

	10 20 30 40 50 60 70
Wiley	Wiley, 62, 32.29% Wiley 62 publications, 32.29%
Elsevier	Elsevier, 41, 21.35% Elsevier 41 publications, 21.35%
American Chemical Society (ACS)	American Chemical Society (ACS), 26, 13.54% American Chemical Society (ACS) 26 publications, 13.54%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 20, 10.42% Royal Society of Chemistry (RSC) 20 publications, 10.42%
Springer Nature	Springer Nature, 13, 6.77% Springer Nature 13 publications, 6.77%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 12, 6.25% Multidisciplinary Digital Publishing Institute (MDPI) 12 publications, 6.25%
Beilstein-Institut	Beilstein-Institut, 6, 3.13% Beilstein-Institut 6 publications, 3.13%
Thieme	Thieme, 3, 1.56% Thieme 3 publications, 1.56%
Taylor & Francis	Taylor & Francis, 2, 1.04% Taylor & Francis 2 publications, 1.04%
Bentham Science	Bentham Science, 1, 0.52% Bentham Science 1 publication, 0.52%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 0.52% Shanghai Institute of Organic Chemistry 1 publication, 0.52%
Frontiers Media S.A.	Frontiers Media S.A., 1, 0.52% Frontiers Media S.A. 1 publication, 0.52%
Cold Spring Harbor Laboratory	Cold Spring Harbor Laboratory, 1, 0.52% Cold Spring Harbor Laboratory 1 publication, 0.52%
International Union of Crystallography (IUCr)	International Union of Crystallography (IUCr), 1, 0.52% International Union of Crystallography (IUCr) 1 publication, 0.52%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 0.52% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 0.52%
	10 20 30 40 50 60 70

We do not take into account publications without a DOI.
Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
Statistics recalculated weekly.

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Han J. et al. Next generation organofluorine containing blockbuster drugs // Journal of Fluorine Chemistry. 2020. Vol. 239. p. 109639.

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Han J., Remete A. M., Dobson L. S., Kiss L., Izawa K., Moriwaki H., Soloshonok V. A., O’Hagan D. Next generation organofluorine containing blockbuster drugs // Journal of Fluorine Chemistry. 2020. Vol. 239. p. 109639.

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RIS Copy

TY - JOUR

DO - 10.1016/j.jfluchem.2020.109639

UR - https://doi.org/10.1016/j.jfluchem.2020.109639

TI - Next generation organofluorine containing blockbuster drugs

T2 - Journal of Fluorine Chemistry

AU - Han, Jianlin

AU - Remete, Attila Márió

AU - Dobson, Luca S

AU - Kiss, Lorand

AU - Izawa, Kunisuke

AU - Moriwaki, Hiroki

AU - Soloshonok, Vadim A.

AU - O’Hagan, David

PY - 2020

DA - 2020/11/01 00:00:00

PB - Elsevier

SP - 109639

VL - 239

SN - 0022-1139

ER -

BibTex

Cite this

BibTex Copy

@article{2020_Han,

author = {Jianlin Han and Attila Márió Remete and Luca S Dobson and Lorand Kiss and Kunisuke Izawa and Hiroki Moriwaki and Vadim A. Soloshonok and David O’Hagan},

title = {Next generation organofluorine containing blockbuster drugs},

journal = {Journal of Fluorine Chemistry},

year = {2020},

volume = {239},

publisher = {Elsevier},

month = {nov},

url = {https://doi.org/10.1016/j.jfluchem.2020.109639},

pages = {109639},

doi = {10.1016/j.jfluchem.2020.109639}

}

Found error?

Publisher

Elsevier

Journal

Journal of Fluorine Chemistry

Quartile SCImago

Quartile WOS

Impact factor

1.9

ISSN

00221139 (Print)