Chemical Reviews, volume 119, issue 23, pages 11857-11911

Reductive Amination in the Synthesis of Pharmaceuticals.

Afanasyev Oleg I ¹

Kuchuk Ekaterina ¹

Usanov Dmitry A. ²

Chusov Denis ^{1, 3, 4}

Hide authors affiliations Show authors affiliations: 4 affiliations

A. N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Vavilova St. 28, Moscow 119991, Russian Federation |

Broad Institute of MIT and Harvard, 415 Main Street, Cambridge, Massachusetts 02142, United States |

National Research University Higher School of Economics, Miasnitskaya Str. 20, Moscow 101000, Russian Federation |

⁴

Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya Street, Moscow 117198, Russian Federation |

Publication type: Journal Article

Publication date: 2019-10-21

American Chemical Society (ACS)

Journal: Chemical Reviews

Quartile SCImago

Quartile WOS

Impact factor: 62.1

ISSN: 00092665, 15206890

DOI: 10.1021/acs.chemrev.9b00383

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General Chemistry

Abstract

Reductive amination plays a paramount role in pharmaceutical and medicinal chemistry owing to its synthetic merits and the ubiquitous presence of amines among biologically active compounds. It is one of the key approaches to C-N bond construction due to its operational easiness and a wide toolbox of protocols. Recent studies show that at least a quarter of C-N bond-forming reactions in the pharmaceutical industry are performed via reductive amination. This Review concisely compiles information on 71 medical substances that are synthesized by reductive amination. Compounds are grouped according to the principle of action, which includes drugs affecting the central nervous system, drugs affecting the cardiovascular system, anticancer drugs, antibiotics, antiviral and antifungal medicines, drugs affecting the urinary system, drugs affecting the respiratory system, antidiabetic medications, drugs affecting the gastrointestinal tract, and drugs regulating metabolic processes. A general synthetic scheme is provided for each compound, and the description is focused on reductive amination steps. The green chemistry metric of reaction mass efficiency was calculated for all reactions.

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ACS Catalysis	ACS Catalysis, 24, 5.59% ACS Catalysis 24 publications, 5.59%
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RSC Advances	RSC Advances, 4, 0.93% RSC Advances 4 publications, 0.93%
Molecules	Molecules, 4, 0.93% Molecules 4 publications, 0.93%
Nature Communications	Nature Communications, 4, 0.93% Nature Communications 4 publications, 0.93%
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	5 10 15 20 25

Citations by publishers

	20 40 60 80 100 120
Wiley	Wiley, 116, 27.04% Wiley 116 publications, 27.04%
American Chemical Society (ACS)	American Chemical Society (ACS), 105, 24.48% American Chemical Society (ACS) 105 publications, 24.48%
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Elsevier	Elsevier, 61, 14.22% Elsevier 61 publications, 14.22%
Springer Nature	Springer Nature, 23, 5.36% Springer Nature 23 publications, 5.36%
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Taylor & Francis	Taylor & Francis, 3, 0.7% Taylor & Francis 3 publications, 0.7%
Thieme	Thieme, 3, 0.7% Thieme 3 publications, 0.7%
Bentham Science	Bentham Science, 1, 0.23% Bentham Science 1 publication, 0.23%
The Chemical Society of Japan	The Chemical Society of Japan, 1, 0.23% The Chemical Society of Japan 1 publication, 0.23%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 0.23% Shanghai Institute of Organic Chemistry 1 publication, 0.23%
American Association for the Advancement of Science (AAAS)	American Association for the Advancement of Science (AAAS), 1, 0.23% American Association for the Advancement of Science (AAAS) 1 publication, 0.23%
American Institute of Physics (AIP)	American Institute of Physics (AIP), 1, 0.23% American Institute of Physics (AIP) 1 publication, 0.23%
International Union of Crystallography (IUCr)	International Union of Crystallography (IUCr), 1, 0.23% International Union of Crystallography (IUCr) 1 publication, 0.23%
Hindawi Limited	Hindawi Limited, 1, 0.23% Hindawi Limited 1 publication, 0.23%
Pleiades Publishing	Pleiades Publishing, 1, 0.23% Pleiades Publishing 1 publication, 0.23%
Walter de Gruyter	Walter de Gruyter, 1, 0.23% Walter de Gruyter 1 publication, 0.23%
	20 40 60 80 100 120

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Afanasyev O. I. et al. Reductive Amination in the Synthesis of Pharmaceuticals. // Chemical Reviews. 2019. Vol. 119. No. 23. pp. 11857-11911.

GOST all authors (up to 50) Copy

Afanasyev O. I., Kuchuk E., Usanov D. A., Chusov D. Reductive Amination in the Synthesis of Pharmaceuticals. // Chemical Reviews. 2019. Vol. 119. No. 23. pp. 11857-11911.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.chemrev.9b00383

UR - https://doi.org/10.1021%2Facs.chemrev.9b00383

TI - Reductive Amination in the Synthesis of Pharmaceuticals.

T2 - Chemical Reviews

AU - Kuchuk, Ekaterina

AU - Chusov, Denis

AU - Afanasyev, Oleg I

AU - Usanov, Dmitry A.

PY - 2019

DA - 2019/10/21 00:00:00

PB - American Chemical Society (ACS)

SP - 11857-11911

IS - 23

VL - 119

SN - 0009-2665

SN - 1520-6890

ER -

BibTex |

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BibTex Copy

@article{2019_Afanasyev,

author = {Ekaterina Kuchuk and Denis Chusov and Oleg I Afanasyev and Dmitry A. Usanov},

title = {Reductive Amination in the Synthesis of Pharmaceuticals.},

journal = {Chemical Reviews},

year = {2019},

volume = {119},

publisher = {American Chemical Society (ACS)},

month = {oct},

url = {https://doi.org/10.1021%2Facs.chemrev.9b00383},

number = {23},

pages = {11857--11911},

doi = {10.1021/acs.chemrev.9b00383}

}

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Afanasyev, Oleg I., et al. “Reductive Amination in the Synthesis of Pharmaceuticals..” Chemical Reviews, vol. 119, no. 23, Oct. 2019, pp. 11857-11911. https://doi.org/10.1021%2Facs.chemrev.9b00383.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Chemical Reviews

Quartile SCImago

Quartile WOS

Impact factor

62.1

ISSN

00092665 (Print)
15206890 (Electronic)

Labs

Effective Catalysis Group

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