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Search for "medicinal chemistry" in Full Text gives 472 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Models of necessity

  • Timothy Clark and
  • Martin G. Hicks

Beilstein J. Org. Chem. 2020, 16, 1649–1661, doi:10.3762/bjoc.16.137

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  • -atomic representation [73]. These force fields have attained a remarkable level of accuracy for proteins, so that force-field based simulations have become predictive in many fields of biology, medicinal chemistry and biophysics [74]. Models, approximations and paradigms Despite the many advances made
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Published 13 Jul 2020

Facile synthesis of 7-alkyl-1,2,3,4-tetrahydro-1,8-naphthyridines as arginine mimetics using a Horner–Wadsworth–Emmons-based approach

  • Rhys A. Lippa,
  • John A. Murphy and
  • Tim N. Barrett

Beilstein J. Org. Chem. 2020, 16, 1617–1626, doi:10.3762/bjoc.16.134

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  • acquiring HRMS data. Funding Financial support for this work was provided by GSK via the GSK/University of Strathclyde Centre for Doctoral Training in Synthetic and Medicinal Chemistry. We thank EPSRC for further funding via Prosperity Partnership EP/S035990/1.
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Published 08 Jul 2020

Photocatalyzed syntheses of phenanthrenes and their aza-analogues. A review

  • Alessandra Del Tito,
  • Havall Othman Abdulla,
  • Davide Ravelli,
  • Stefano Protti and
  • Maurizio Fagnoni

Beilstein J. Org. Chem. 2020, 16, 1476–1488, doi:10.3762/bjoc.16.123

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  • ; phenanthridines; photocatalysis; radicals; visible light; Introduction Phenanthrenes are widely investigated compounds, due to the impressive number of diverse applications involving this scaffold, ranging from medicinal chemistry [1] to materials sciences, including their use in optoelectronics [2][3] and in
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Review
Published 25 Jun 2020

One-step route to tricyclic fused 1,2,3,4-tetrahydroisoquinoline systems via the Castagnoli–Cushman protocol

  • Aleksandar Pashev,
  • Nikola Burdzhiev and
  • Elena Stanoeva

Beilstein J. Org. Chem. 2020, 16, 1456–1464, doi:10.3762/bjoc.16.121

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  • for the construction of these heteropolycycles is of great significance to both organic and medicinal chemistry. The Castagnoli–Cushman reaction (CCR) between cyclic enolizable anhydrides (such as succinic (5) [9], glutaric (6) [10], and the corresponding oxygen (7) [11], sulfur (8) [11], and nitrogen
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Published 24 Jun 2020

One-pot synthesis of 1,3,5-triazine-2,4-dithione derivatives via three-component reactions

  • Gui-Feng Kang and
  • Gang Zhang

Beilstein J. Org. Chem. 2020, 16, 1447–1455, doi:10.3762/bjoc.16.120

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  • benign methodologies for the generation of structurally diverse triazinethione derivatives is still challenging in organic synthetic chemistry and medicinal chemistry. Multicomponent reactions (MCRs) gained much interest among synthetic organic chemists as well as in combinatorial chemistry and drug
  • anticancer [10][11], antimicrobial [12], antiviral agents [13][14], and eosinophilia inhibitors [15]. Therefore, it is highly desirable to develop efficient and practical synthetic methods for triazinethione architectures and to expand the structure diversity of this class of compounds for medicinal
  • chemistry demands. Several methods were reported for the synthesis of triazinethione analogs. One of the most popular methods involved the reaction of a carboximidamide [16], or urea [17] with isothiocyanates. The C=S bond in the latter is highly polar, with the carbon atom always positive and therefore
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Published 24 Jun 2020

Synthesis of 3-substituted isoxazolidin-4-ols using hydroboration–oxidation reactions of 4,5-unsubstituted 2,3-dihydroisoxazoles

  • Lívia Dikošová,
  • Júlia Laceková,
  • Ondrej Záborský and
  • Róbert Fischer

Beilstein J. Org. Chem. 2020, 16, 1313–1319, doi:10.3762/bjoc.16.112

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  • and 4 (Figure 1), would be of particular interest in modern medicinal chemistry as eventual heterocyclic substructures. Results and Discussion At the beginning of our investigations, we envisaged that the above-mentioned 3-substituted 4-hydroxyisoxazolidines bearing no substituent at C5 could be
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Published 16 Jun 2020

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

  • Alexander V. Nyuchev,
  • Ting Wan,
  • Borja Cendón,
  • Carlo Sambiagio,
  • Job J. C. Struijs,
  • Michelle Ho,
  • Moisés Gulías,
  • Ying Wang and
  • Timothy Noël

Beilstein J. Org. Chem. 2020, 16, 1305–1312, doi:10.3762/bjoc.16.111

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  • could be useful in medicinal chemistry applications. In addition, although no beneficial effect could be achieved in flow by the addition of bases, we proved this has a significant effect on the reaction in batch, leading to higher yields. This discovery will be useful for the development of future
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Published 15 Jun 2020

Anthelmintic drug discovery: target identification, screening methods and the role of open science

  • Frederick A. Partridge,
  • Ruth Forman,
  • Carole J. R. Bataille,
  • Graham M. Wynne,
  • Marina Nick,
  • Angela J. Russell,
  • Kathryn J. Else and
  • David B. Sattelle

Beilstein J. Org. Chem. 2020, 16, 1203–1224, doi:10.3762/bjoc.16.105

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  • can progress to trials as it would be a new mechanism of action for an anthelmintic, although some mitochondrial uncouplers, such as the veterinary medicine closantel, are active against Fasciola hepatica [168]. Recently, a medicinal chemistry effort was undertaken to determine the anthelmintic
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Published 02 Jun 2020

Synthesis and anticancer activity of bis(2-arylimidazo[1,2-a]pyridin-3-yl) selenides and diselenides: the copper-catalyzed tandem C–H selenation of 2-arylimidazo[1,2-a]pyridine with selenium

  • Mio Matsumura,
  • Tsutomu Takahashi,
  • Hikari Yamauchi,
  • Shunsuke Sakuma,
  • Yukako Hayashi,
  • Tadashi Hyodo,
  • Tohru Obata,
  • Kentaro Yamaguchi,
  • Yasuyuki Fujiwara and
  • Shuji Yasuike

Beilstein J. Org. Chem. 2020, 16, 1075–1083, doi:10.3762/bjoc.16.94

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  • medicinal chemistry [19][20]. A number of clinically used drugs and clinical candidates, such as zolpidem, alpidem, saripidem, zolimidine, necopidem, and GSK812397 contain the imidazo[1,2-a]pyridine scaffold [21][22][23][24][25][26]. 3-(Arylselanyl)imidazo[1,2-a]pyridines IV were reported to act as
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Published 20 May 2020

Copper-based fluorinated reagents for the synthesis of CF2R-containing molecules (R ≠ F)

  • Louise Ruyet and
  • Tatiana Besset

Beilstein J. Org. Chem. 2020, 16, 1051–1065, doi:10.3762/bjoc.16.92

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  • the CF2SO2Ph group was further demonstrated by its conversion into the high value-added CF2H moiety after treatment with Mg/AcOH/AcONa. An in situ-generated copper-based CF2CH3 reagent A strong interest was dedicated to the CF2CH3 residue, an important moiety in medicinal chemistry [63]. Among the
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Published 18 May 2020

Copper-catalysed alkylation of heterocyclic acceptors with organometallic reagents

  • Yafei Guo and
  • Syuzanna R. Harutyunyan

Beilstein J. Org. Chem. 2020, 16, 1006–1021, doi:10.3762/bjoc.16.90

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  • alkenylaluminium and alkylaluminium reagents to the β-substituted unsaturated conjugated lactams 25 was utilized (Scheme 7B) [32]. Chiral lactones are yet another interesting class of heterocyclic substrates that have attracted great attention because of their usefulness in both organic synthesis and medicinal
  • chemistry. The copper-catalysed ACA of organozinc reagents to 5,6-dihydro-2-pyranone is one of the best methods to obtain chiral lactones. During the past two decades, the research groups of Chan, Hoveyda (who applied an approach depending on the trapping by an aldehyde), Mauduit, and Wang reported a
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Published 14 May 2020

Synthesis of new asparagine-based glycopeptides for future scanning tunneling microscopy investigations

  • Laura Sršan and
  • Thomas Ziegler

Beilstein J. Org. Chem. 2020, 16, 888–894, doi:10.3762/bjoc.16.80

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  • highly important for resolving some of the most challenging topics in medicinal chemistry [4][6][7]. Due to the microheterogeneity of naturally occurring glycopeptides, which is the reason for the hampered isolation of these structures in a pure form from biological material, there is a great interest in
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Published 30 Apr 2020

Diversity-oriented synthesis of 17-spirosteroids

  • Benjamin Laroche,
  • Thomas Bouvarel,
  • Martin Louis-Sylvestre and
  • Bastien Nay

Beilstein J. Org. Chem. 2020, 16, 880–887, doi:10.3762/bjoc.16.79

Graphical Abstract
  • biologically validated scaffolds [8][9][10], referred to as privileged structures in medicinal chemistry [11][12][13][14]. Spanning unexplored chemical space, DOS strategies have been successfully applied to the generation of biologically active libraries for screening, leading to the discovery of medicinally
  • ) and lynestrenol (2). By using the sequence of RCEYM/Diels–Alder reaction, we rapidly synthesized "17-spirosteroid" compounds, orthogonally linking a non-steroidal polycyclic moiety to the steroid part at position 17. Spirocyclic systems play an important role in current medicinal chemistry thanks to
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Published 28 Apr 2020

Efficient synthesis of piperazinyl amides of 18β-glycyrrhetinic acid

  • Dong Cai,
  • ZhiHua Zhang,
  • Yufan Meng,
  • KaiLi Zhu,
  • LiYi Chen,
  • ChangXiang Yu,
  • ChangWei Yu,
  • ZiYi Fu,
  • DianShen Yang and
  • YiXia Gong

Beilstein J. Org. Chem. 2020, 16, 798–808, doi:10.3762/bjoc.16.73

Graphical Abstract
  • fisch root. 18β-glycyrrhetinic acid (1, Figure 1) was then obtained by hydrolysis of glycyrrhizin. 18β-glycyrrhetinic acid and its derivatives have been extensively investigated in medicinal chemistry for their various biological activities, including anti-inflammatory [1], antiulcer [2], antioxidative
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Published 21 Apr 2020

Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K2CO3/n-Bu4PBr in water

  • Thanigaimalai Pillaiyar,
  • Masoud Sedaghati and
  • Gregor Schnakenburg

Beilstein J. Org. Chem. 2020, 16, 778–790, doi:10.3762/bjoc.16.71

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  • Thanigaimalai Pillaiyar Masoud Sedaghati Gregor Schnakenburg PharmaCenter Bonn, Pharmaceutical Institute, Department of Pharmaceutical and Medicinal Chemistry, University of Bonn, An der Immenburg 4, D-53121 Bonn, Germany Institute of Inorganic Chemistry, University of Bonn, Gerhard-Domagk-Str. 1
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Published 20 Apr 2020

Microwave-assisted efficient and facile synthesis of tetramic acid derivatives via a one-pot post-Ugi cascade reaction

  • Yong Li,
  • Zheng Huang,
  • Jia Xu,
  • Yong Ding,
  • Dian-Yong Tang,
  • Jie Lei,
  • Hong-yu Li,
  • Zhong-Zhu Chen and
  • Zhi-Gang Xu

Beilstein J. Org. Chem. 2020, 16, 663–669, doi:10.3762/bjoc.16.63

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  • medicinal chemistry. Multicomponent reactions (MCRs) [22][23][24] are emerging tools for assembling complex molecules in a rapid and efficient manner. The four-component Ugi reaction followed by a suitable post modification of [25][26] has become a popular research field for diversity-oriented synthesis [27
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Published 09 Apr 2020

Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles

  • Ming-Xi Bi,
  • Shuai Liu,
  • Yangen Huang,
  • Xiu-Hua Xu and
  • Feng-Ling Qing

Beilstein J. Org. Chem. 2020, 16, 657–662, doi:10.3762/bjoc.16.62

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  • )propioloyl]indole and N-propargylindoles, respectively. Inspired by these elegant results, we became interested in the preparation of SCF3-substituted pyrrolo[1,2-a]indol-3-ones, which might be potentially useful in medicinal chemistry. Radical cascade reactions constitute highly efficient strategies for the
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Published 08 Apr 2020

Preparation and in situ use of unstable N-alkyl α-diazo-γ-butyrolactams in RhII-catalyzed X–H insertion reactions

  • Maria Eremeyeva,
  • Daniil Zhukovsky,
  • Dmitry Dar’in and
  • Mikhail Krasavin

Beilstein J. Org. Chem. 2020, 16, 607–610, doi:10.3762/bjoc.16.55

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  • substantially expanded, thereby making this approach more useful for potential medicinal chemistry exploration of these disubstituted γ-lactams. Previously reported uses of α-diazo-γ-butyrolactams 1 and 4. Generation and in situ RhII-catalyzed X–H insertion reactions of the diazo compounds 4a–c. Conditions
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Published 02 Apr 2020

Opening up connectivity between documents, structures and bioactivity

  • Christopher Southan

Beilstein J. Org. Chem. 2020, 16, 596–606, doi:10.3762/bjoc.16.54

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  • accelerate the progress and impact of medicinal chemistry. To achieve this the community needs to increase the outward flow of experimental results locked-up in millions of published PDFs into structured open databases that explicitly capture the connectivity between structures, documents and bioactivity
  • distillation. This report will outline the principles of connectivity capture, selected sources, progress, impediments and prospects for their amelioration. Review Defining terms It is necessary to outline the topics covered: Medicinal chemistry: As directed towards drug discovery this needs no introduction
  • scale via an application programming interface (API) or a resource description framework (RDF). Papers as documents: This typically refers to research papers from journals but increasingly needs to encompass their associated supplementary data. Note also that by far the majority of medicinal chemistry
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Published 02 Apr 2020

Regio- and stereoselective synthesis of new ensembles of diversely functionalized 1,3-thiaselenol-2-ylmethyl selenides by a double rearrangement reaction

  • Svetlana V. Amosova,
  • Andrey A. Filippov,
  • Nataliya A. Makhaeva,
  • Alexander I. Albanov and
  • Vladimir A. Potapov

Beilstein J. Org. Chem. 2020, 16, 515–523, doi:10.3762/bjoc.16.47

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  • are important features of this approach. The obtained compounds represent novel ensembles of functionalized unsaturated five-membered heterocycles containing one sulfur atom and two selenium atoms of different nature (Schemes 8–11), which are valuable scaffolds for organic synthesis and medicinal
  • chemistry. Monitoring the reaction of thiaselenole 1 with KSeCN by 1H NMR spectroscopy (in accordance with the data of Table 1). Reaction conditions: compound 1 (0.5 mmol), KSeCN (0.5 mmol), MeCN (2.5 mL), 0 °C. Possible formation of reaction products starting from 1 via seleniranium 2 or thiiranium cations
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Published 27 Mar 2020

Recent developments in photoredox-catalyzed remote ortho and para C–H bond functionalizations

  • Rafia Siddiqui and
  • Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 248–280, doi:10.3762/bjoc.16.26

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  • products was assembled with moderate to high yields using this powerful synthetic strategy, and the scope of the reaction can be seen in Scheme 12. C–H trifluoromethylation The introduction of a CF3 group into pharmaceutical agents can enhance their performance in medicinal chemistry [129][130][131]. In
  • trifluoromethanesulfonyl chloride, which is easier to handle and cost-efficient. By using this methodology, they prepared diverse trifluoromethylated derivatives, which have applications in medicinal chemistry. The mechanism of the reaction involves the excitation of the photocatalyst 13, generating 92. The reduction of
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Published 26 Feb 2020

Combination of multicomponent KA2 and Pauson–Khand reactions: short synthesis of spirocyclic pyrrolocyclopentenones

  • Riccardo Innocenti,
  • Elena Lenci,
  • Gloria Menchi and
  • Andrea Trabocchi

Beilstein J. Org. Chem. 2020, 16, 200–211, doi:10.3762/bjoc.16.23

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  • structure in three single steps (Scheme 1b). This unprecedent molecular scaffold represents a valuable template for medicinal chemistry purpose, as the pyrrolocyclopentenone core is contained in a variety of bioactive molecules [49][50], and can serve as an advanced intermediate for the synthesis of
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Published 12 Feb 2020

Synthesis of 3-alkenylindoles through regioselective C–H alkenylation of indoles by a ruthenium nanocatalyst

  • Abhijit Paul,
  • Debnath Chatterjee,
  • Srirupa Banerjee and
  • Somnath Yadav

Beilstein J. Org. Chem. 2020, 16, 140–148, doi:10.3762/bjoc.16.16

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  • -withdrawing and electron-donating groups on the indole moiety. Additionally, a “robustness screen” has also been employed to demonstrate the tolerance of several functional groups relevant to medicinal chemistry. With respect to the Ru nanocatalyst, it has been demonstrated that it is recoverable and
  • tolerated several functional groups, including bromine and nitrile units, which provide ample scope for further manipulation of the products from the perspective of medicinal chemistry. The catalyst can be easily recovered and recycled in a colloidal solid form, enabling catalytic recycling and reusability
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Published 29 Jan 2020

Functionalization of the imidazo[1,2-a]pyridine ring in α-phosphonoacrylates and α-phosphonopropionates via microwave-assisted Mizoroki–Heck reaction

  • Damian Kusy,
  • Agata Wojciechowska,
  • Joanna Małolepsza and
  • Katarzyna M. Błażewska

Beilstein J. Org. Chem. 2020, 16, 15–21, doi:10.3762/bjoc.16.3

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  • of compounds from a common precursor and enables efficient generation of new chemical entities. Imidazo[1,2-a]pyridine constitutes an appealing scaffold in medicinal chemistry. It is present in a number of compounds, which exhibit many interesting biological properties. Its privileged character is
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Published 03 Jan 2020

Synthesis and optoelectronic properties of benzoquinone-based donor–acceptor compounds

  • Daniel R. Sutherland,
  • Nidhi Sharma,
  • Georgina M. Rosair,
  • Ifor D. W. Samuel,
  • Ai-Lan Lee and
  • Eli Zysman-Colman

Beilstein J. Org. Chem. 2019, 15, 2914–2921, doi:10.3762/bjoc.15.285

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  • benzoquinones have found utility in a variety of different fields, such as medicinal chemistry [3], natural products [4], dyes [5], ligands [6][7][8][9], oxidation chemistry [10], functional materials [11], and molecular electronics [12][13]. Due to their myriad applications, one of our groups recently
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Published 04 Dec 2019
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