Journal Description
Molbank
Molbank
is an international, peer-reviewed, open access journal comprised of a unique collection of one-compound-per-paper short notes on synthetic compounds and natural products published quarterly online by MDPI.
- Open Access— free for readers, with article processing charges (APC) paid by authors or their institutions.
- High Visibility: indexed within Scopus, ESCI (Web of Science), Reaxys, CAPlus / SciFinder, and other databases.
- Rapid Publication: manuscripts are peer-reviewed and a first decision is provided to authors approximately 15.5 days after submission; acceptance to publication is undertaken in 2.6 days (median values for papers published in this journal in the second half of 2023).
- Recognition of Reviewers: reviewers who provide timely, thorough peer-review reports receive vouchers entitling them to a discount on the APC of their next publication in any MDPI journal, in appreciation of the work done.
Impact Factor:
0.6 (2022)
Latest Articles
(E)-1-(4-Methoxyphenyl)-5-methyl-4-(1-phenyl-4-((2-(2,4,6-trichlorophenyl)hydrazineylidene)methyl)-1H-pyrazol-3-yl)-1H-1,2,3-triazole
Molbank 2024, 2024(2), M1798; https://doi.org/10.3390/M1798 (registering DOI) - 28 Mar 2024
Abstract
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The reaction of equimolar quantities of 3-(1-(4-methoxyphenyl)-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde and (2,4,6-trichlorophenyl)hydrazine in ethanol containing concentrated hydrochloric acid (0.2 mL; 37%) as a catalyst under reflux for 2 h yielded 1-(1-(benzofuran-2-yl)ethylidene)-2-(2,4,6-trichlorophenyl)hydrazine. The crude produced was purified by crystallization using dimethylformamide to provide
[...] Read more.
The reaction of equimolar quantities of 3-(1-(4-methoxyphenyl)-5-methyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde and (2,4,6-trichlorophenyl)hydrazine in ethanol containing concentrated hydrochloric acid (0.2 mL; 37%) as a catalyst under reflux for 2 h yielded 1-(1-(benzofuran-2-yl)ethylidene)-2-(2,4,6-trichlorophenyl)hydrazine. The crude produced was purified by crystallization using dimethylformamide to provide the title heterocycle in a 95% yield. The structure of the newly synthesized heterocycle was confirmed through X-ray diffraction and spectral analyses.
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Supplementary material:
Supplementary File 1 (ZIP, 2500 KiB)
Supplementary File 2 (MOL, 3 KiB)
Supplementary File 3 (INCHI, 934 B)
Supplementary File 4 (MOL, 3 KiB)
Supplementary File 5 (MOL, 3 KiB)
Supplementary File 6 (INCHI, 924 B)
Supplementary File 7 (MOL, 3 KiB)
Supplementary File 8 (MOL, 3 KiB)
Supplementary File 9 (INCHI, 1 KiB)
Supplementary File 10 (MOL, 3 KiB)
Supplementary File 11 (CIF, 2549 KiB)
Supplementary File 12 (CIF, 1317 KiB)
Supplementary File 13 (CIF, 1079 KiB)
Supplementary File 1 (ZIP, 2500 KiB)
Supplementary File 2 (MOL, 3 KiB)
Supplementary File 3 (INCHI, 934 B)
Supplementary File 4 (MOL, 3 KiB)
Supplementary File 5 (MOL, 3 KiB)
Supplementary File 6 (INCHI, 924 B)
Supplementary File 7 (MOL, 3 KiB)
Supplementary File 8 (MOL, 3 KiB)
Supplementary File 9 (INCHI, 1 KiB)
Supplementary File 10 (MOL, 3 KiB)
Supplementary File 11 (CIF, 2549 KiB)
Supplementary File 12 (CIF, 1317 KiB)
Supplementary File 13 (CIF, 1079 KiB)
Open AccessCommunication
Aza-Diphosphido-Bridged Di-Iron Complexes Related to the [FeFe]-Hydrogenases
by
Pankaj Das, Catherine Elleouet, François Y. Pétillon and Philippe Schollhammer
Molbank 2024, 2024(2), M1797; https://doi.org/10.3390/M1797 - 25 Mar 2024
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The reaction of the dianionic species [Fe2(CO)6(μ-PPh)2]2− with tBuN(CH2Cl)2 gives the di-iron carbonyl aza-diphosphido-bridged complex [Fe2(CO)6(µ-{P(Ph)CH2}2NtBu)] (1
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The reaction of the dianionic species [Fe2(CO)6(μ-PPh)2]2− with tBuN(CH2Cl)2 gives the di-iron carbonyl aza-diphosphido-bridged complex [Fe2(CO)6(µ-{P(Ph)CH2}2NtBu)] (1). Attempts to prepare 1 by click-chemistry by reacting [Fe2(CO)6(μ-PHPh)2] with CH2O and tBuNH2 afforded a bis-phosphido compound [Fe2(CO)6(µ-P(Ph)CH2NHtBu)2] (2) which exists as two, syn and anti, isolable isomers depending on the relative orientation of the groups carried by the phosphorus atoms. In the presence of HBF4.Et2O, in dichloromethane, 1 leads to the stabilized ammonium species [Fe2(CO)6(µ-{P(Ph)CH2}2NHtBu)](BF4) (3). The derivatives 1–3 were characterized by IR and 1H, 31P-{1H} NMR spectroscopies. Their structures in a solid state were determined by X-ray diffraction analyses, which accord with their spectroscopic characteristics.
Full article
Figure 1
Open AccessCommunication
Three-Step Synthesis of N-(7-chloro-4-morpholinoquinolin-2-yl)benzamide from 4,7-Dichloroquinoline
by
Deiby F. Aparicio Acevedo, Marlyn C. Ortiz Villamizar and Vladimir V. Kouznetsov
Molbank 2024, 2024(1), M1796; https://doi.org/10.3390/M1796 - 21 Mar 2024
Abstract
The quinoline derivative, N-(7-chloro-4-morpholinoquinolin-2-yl)benzamide, was synthesized in a conventional three-step procedure from 4,7-dichloroquinoline using a N-oxidation reaction/C2-amide formation reaction/C4 SNAr reaction sequence. The structure of the compound was fully characterized by FT-IR, 1H-, 13C-NMR, DEPT-135°, and ESI-MS
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The quinoline derivative, N-(7-chloro-4-morpholinoquinolin-2-yl)benzamide, was synthesized in a conventional three-step procedure from 4,7-dichloroquinoline using a N-oxidation reaction/C2-amide formation reaction/C4 SNAr reaction sequence. The structure of the compound was fully characterized by FT-IR, 1H-, 13C-NMR, DEPT-135°, and ESI-MS techniques. Its physicochemical parameters (Lipinski’s descriptors) were also calculated using the online SwissADME database. Such derivatives are relevant therapeutic agents exhibiting potent anticancer, antibacterial, antifungal, and antiparasitic properties.
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(This article belongs to the Section Organic Synthesis)
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Open AccessCommunication
Structural Characterization of 4-(4-Nitrophenyl)thiomorpholine, a Precursor in Medicinal Chemistry
by
Paul R. Palme, Richard Goddard, Peter Imming and Rüdiger W. Seidel
Molbank 2024, 2024(1), M1795; https://doi.org/10.3390/M1795 - 20 Mar 2024
Abstract
4-(4-nitrophenyl)thiomorpholine, the title compound, has been used as a precursor for the corresponding 4-thiomorpholinoaniline, which is a useful building block in medicinal chemistry. The crystal and molecular structures of the title compound, however, have not been described thus far. We synthesized the title
[...] Read more.
4-(4-nitrophenyl)thiomorpholine, the title compound, has been used as a precursor for the corresponding 4-thiomorpholinoaniline, which is a useful building block in medicinal chemistry. The crystal and molecular structures of the title compound, however, have not been described thus far. We synthesized the title compound by means of a nucleophilic aromatic substitution reaction of 4-fluoronitrobenzene and thiomorpholine and structurally characterized it by X-ray crystallography, DFT calculations, and Hirshfeld surface analysis. In the crystal, the molecule exhibits an approximately CS-symmetric structure, with the nitrogen-bound 4-nitrophenyl group in a quasi axial position on the six-membered thiomorpholine ring in a low-energy chair conformation. The solid-state structure of the title compound is markedly different from that of its morpholine analogue. This can be ascribed to the formation of centrosymmetric dimers through intermolecular C–H···O weak hydrogen bonds involving the methylene groups adjacent to the sulfur atom and face-to-face aromatic stacking.
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(This article belongs to the Section Structure Determination)
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Open AccessCommunication
Butyl (2,2-Dibutoxybutanoyl)-ʟ-Tryptophanate
by
Diego Quiroga and Ericsson Coy-Barrera
Molbank 2024, 2024(1), M1794; https://doi.org/10.3390/M1794 - 19 Mar 2024
Abstract
The multicomponent reaction between ʟ-tryptophan 1, 2-oxobutanoic acid 2, and 1-butanol in the presence of SiMe3Cl was studied using microwave irradiation conditions. The main product was identified as an unreported acetal-containing compound, namely, butyl (2,2-dibutoxybutanoyl)-ʟ-tryptophanate (3), yielding
[...] Read more.
The multicomponent reaction between ʟ-tryptophan 1, 2-oxobutanoic acid 2, and 1-butanol in the presence of SiMe3Cl was studied using microwave irradiation conditions. The main product was identified as an unreported acetal-containing compound, namely, butyl (2,2-dibutoxybutanoyl)-ʟ-tryptophanate (3), yielding 89%. NMR experiments demonstrated that the adjacent methylene protons of the acetal group appeared as two signals exhibiting their behavior as diastereotopic protons. DFT/B3LYP calculations revealed an asymmetric molecular structure with specific angles, leading to an explanation of the NMR results. The calculated chemical shifts showed slight differences with the experimental values and suggested magnetic anisotropy and inductive deprotection around the methylene hydrogen atoms in the acetal location. The reaction mechanism was proposed in which SiMe3Cl plays a crucial role by promoting water removal through key steps.
Full article
(This article belongs to the Section Organic Synthesis)
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Open AccessCommunication
Synthesis and In Vitro Antibacterial Evaluation of Mannich Base Nitrothiazole Derivatives
by
Phelelisiwe S. Dube, Dylan Hart, Lesetja J. Legoabe, Audrey Jordaan, Digby F. Warner and Richard M. Beteck
Molbank 2024, 2024(1), M1793; https://doi.org/10.3390/M1793 - 18 Mar 2024
Abstract
Nitrothiazole derivatives have been reported to exhibit activity against aerobic, anaerobic, and microaerophilic bacteria. This activity profile makes the nitrothiazole compound class an ideal lead source against Mycobacterium tuberculosis, which flourishes in varied environments with different oxygen concentrations. In this work, we
[...] Read more.
Nitrothiazole derivatives have been reported to exhibit activity against aerobic, anaerobic, and microaerophilic bacteria. This activity profile makes the nitrothiazole compound class an ideal lead source against Mycobacterium tuberculosis, which flourishes in varied environments with different oxygen concentrations. In this work, we investigated six nitrothiazole derivatives for antitubercular activity. The compounds exhibited potent activity, with compounds 9 and 10 possessing an equipotent MIC90 value of 0.24 µM. The compounds were investigated for cytotoxicity against HEK293 cells and hemolysis against red blood cells, and they demonstrated no cytotoxicity nor hemolytic effects, suggesting they possess inherent antitubercular activity.
Full article
(This article belongs to the Topic Towards the Sustainable Synthesis of Biologically Active Molecules in Green Solvents)
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Open AccessShort Note
5-(9-(p-Tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde
by
Nikita S. Gudim, Ekaterina A. Knyazeva and Oleg A. Rakitin
Molbank 2024, 2024(1), M1792; https://doi.org/10.3390/M1792 - 14 Mar 2024
Abstract
Donor–π spacer–acceptor (D–π–A) dyes are among the most attractive structures for the design of organic dye-sensitized solar cells (DSSCs). Typically, the key intermediates for these sensitizers are D–π compounds containing an aldehyde group to which an anchor acceptor group is attached via the
[...] Read more.
Donor–π spacer–acceptor (D–π–A) dyes are among the most attractive structures for the design of organic dye-sensitized solar cells (DSSCs). Typically, the key intermediates for these sensitizers are D–π compounds containing an aldehyde group to which an anchor acceptor group is attached via the Knoevenagel reaction. In this communication, 5-(9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-1,4-methanocarbazol-6-yl)thiophene-2-carbaldehyde was prepared via the Suzuki cross-coupling reaction. The structure of the newly synthesized compound was established by means of high-resolution mass spectrometry, 1H NMR, 13C NMR, IR, and UV–Vis spectroscopy. The title compound would be used in the synthesis of sensitizers for DSSCs.
Full article
(This article belongs to the Section Organic Synthesis)
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Scheme 1
Open AccessShort Note
1-(3,4-Dimethoxyphenyl)-3-(4-methoxyphenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1-one
by
Anna Nacher-Luis and Isidro M. Pastor
Molbank 2024, 2024(1), M1791; https://doi.org/10.3390/M1791 - 12 Mar 2024
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The study of new catalytic protocols for the synthesis of organic compounds with a more sustainable perspective is of interest. The use of ionic organic solids, such as 1,3-bis(carboxymethyl)imidazolium chloride as a catalyst has allowed the Michael addition of N-heterocycles to chalcones. This
[...] Read more.
The study of new catalytic protocols for the synthesis of organic compounds with a more sustainable perspective is of interest. The use of ionic organic solids, such as 1,3-bis(carboxymethyl)imidazolium chloride as a catalyst has allowed the Michael addition of N-heterocycles to chalcones. This methodology has been applied to the unique preparation of the potential bioactive compound 1-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1-one with moderate yield, due to the retro-Michael reaction. Both synthetic reactions (i.e., preparation of chalcone and triazole Michael-addition to chalcone) have good green metrics.
Full article
Scheme 1
Open AccessShort Note
(E)-1-(1-(Benzofuran-2-yl)ethylidene)-2-(2,4,6-trichlorophenyl)hydrazine
by
Bakr F. Abdel-Wahab, Hanan A. Mohamed, Benson M. Kariuki and Gamal A. El-Hiti
Molbank 2024, 2024(1), M1790; https://doi.org/10.3390/M1790 - 11 Mar 2024
Abstract
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The reaction of a mixture of equimolar quantities of 2-acetylbenzofuran and (2,4,6-trichlorophenyl)hydrazine in ethanol containing concentrated hydrochloric acid (0.2 mL; 37%) as a catalyst under reflux for two hours yielded 1-(1-(benzofuran-2-yl)ethylidene)-2-(2,4,6-trichlorophenyl)hydrazine. The crude product was purified by crystallization using dimethylformamide to provide the
[...] Read more.
The reaction of a mixture of equimolar quantities of 2-acetylbenzofuran and (2,4,6-trichlorophenyl)hydrazine in ethanol containing concentrated hydrochloric acid (0.2 mL; 37%) as a catalyst under reflux for two hours yielded 1-(1-(benzofuran-2-yl)ethylidene)-2-(2,4,6-trichlorophenyl)hydrazine. The crude product was purified by crystallization using dimethylformamide to provide the title heterocycle in a 90% yield. The structure of the new heterocycle was confirmed through X-ray diffraction and spectral analyses.
Full article
Graphical abstract
Open AccessShort Note
1-(2,4-Dinitrophenyl)-2-((Z)-2-((E)-4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-ylidene)hydrazine
by
Bakr F. Abdel-Wahab, Hanan A. Mohamed, Benson M. Kariuki and Gamal A. El-Hiti
Molbank 2024, 2024(1), M1789; https://doi.org/10.3390/M1789 - 11 Mar 2024
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The reaction of (E)-2-(4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one and (2,4-dinitrophenyl)hydrazine in boiling ethanol containing hydrochloric acid (0.2 mL; 37%) for 1.5 h gave 1-(2,4-dinitrophenyl)-2-(2-(4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-ylidene)hydrazine in a 90% yield. Various spectral analyses, including NMR, and X-ray crystallography established the structure of the newly synthesized hydrazone.
Full article
Graphical abstract
Open AccessCommunication
Bis(2,2,6,6-tetramethyl-1-(λ1-oxidaneyl)piperidin-4-yl) 3,3′-((2-hydroxyethyl)azanediyl)dipropionate
by
Roman P. Kustin, Oleg V. Levin, Sofia S. Filippova and Elena V. Alekseeva
Molbank 2024, 2024(1), M1788; https://doi.org/10.3390/M1788 - 08 Mar 2024
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TEMPO-containing conductive polymers are used in organic electronics due to their electrochemical properties. One of significant limitations in developing such materials is the structural modification by several TEMPO moieties. Here, we report a synthesis of the first-generation dendrimer containing two TEMPO fragments, bis(2,2,6,6-tetramethyl-1-(λ
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TEMPO-containing conductive polymers are used in organic electronics due to their electrochemical properties. One of significant limitations in developing such materials is the structural modification by several TEMPO moieties. Here, we report a synthesis of the first-generation dendrimer containing two TEMPO fragments, bis(2,2,6,6-tetramethyl-1-(λ1-oxidaneyl)piperidin-4-yl) 3,3′-((2-hydroxyethyl)azanediyl)dipropionate, that can be implemented into a conductive polymer structure. The resulting product was characterized using 1H and 13C nuclear magnetic resonance spectroscopy (NMR) and high-resolution mass spectroscopy (HRMS).
Full article
Scheme 1
Open AccessCommunication
Synthesis and Monoamine Oxidase Inhibition Properties of 4-(2-Methyloxazol-4-yl)benzenesulfonamide
by
Anton A. Shetnev, Julia A. Efimova, Mikhail K. Korsakov, Anél Petzer and Jacobus P. Petzer
Molbank 2024, 2024(1), M1787; https://doi.org/10.3390/M1787 - 06 Mar 2024
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4-(2-Methyloxazol-4-yl)benzenesulfonamide was synthesized by the reaction of 4-(2-bromoacetyl)benzenesulfonamide with an excess of acetamide. The compound was evaluated as a potential inhibitor of human monoamine oxidase (MAO) A and B and was found to inhibit these enzymes with IC50 values of 43.3 and
[...] Read more.
4-(2-Methyloxazol-4-yl)benzenesulfonamide was synthesized by the reaction of 4-(2-bromoacetyl)benzenesulfonamide with an excess of acetamide. The compound was evaluated as a potential inhibitor of human monoamine oxidase (MAO) A and B and was found to inhibit these enzymes with IC50 values of 43.3 and 3.47 μM, respectively. The potential binding orientation and interactions of the inhibitor with MAO-B were examined by molecular docking, and it was found that the sulfonamide group binds and interacts with residues of the substrate cavity. 4-(2-Methyloxazol-4-yl)benzenesulfonamide showed no cytotoxic effect against human stromal bone cell line (HS-5) in the concentration range of 1–100 µmol. Thus, the new selective MAO-B inhibitor was identified, which may be used as the lead compound for the development of antiparkinsonian agents.
Full article
Figure 1
Open AccessShort Note
2-((5-(3-(2-Fluorophenyl)acryloyl)-4-methylthiazol-2-yl)amino)isoindoline-1,3-dione
by
Olha-Maria Fedusevych, Andrii Lozynskyi, Marta Sulyma and Roman Lesyk
Molbank 2024, 2024(1), M1785; https://doi.org/10.3390/M1785 - 06 Mar 2024
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In this work, the title compound was synthesized via the Claisen–Schmidt condensation of a 2-((5-acetyl-4-methylthiazol-2-yl)amino)isoindoline-1,3-dione with 2-fluorobenzaldehyde. The structure of the synthesized compound (yield 62%) was confirmed by 1H, 13C NMR, and LC–MS spectra. According to US NCI protocols, the compound
[...] Read more.
In this work, the title compound was synthesized via the Claisen–Schmidt condensation of a 2-((5-acetyl-4-methylthiazol-2-yl)amino)isoindoline-1,3-dione with 2-fluorobenzaldehyde. The structure of the synthesized compound (yield 62%) was confirmed by 1H, 13C NMR, and LC–MS spectra. According to US NCI protocols, the compound displayed a high level of antimitotic activity against tested human tumor cells, with mean GI50/TGI values of 15.72/50.68 μM. The drug-like properties of the synthesized compound were evaluated using SwissAdme, revealing satisfactory drug-like parameters, and it presents interest for the design of new synthetic agents with biological activity.
Full article
Figure 1
Open AccessShort Note
Bis(N-tert-butylacetamido)(dimethylamido)(chloro)titanium
by
Dennis M. Seth, Jr. and Rory Waterman
Molbank 2024, 2024(1), M1786; https://doi.org/10.3390/M1786 - 06 Mar 2024
Abstract
The titanium amidate compound bis(N-tert-butylacetamido)(dimethylamido)(chloro)titanium was synthesized by the protonolysis of tris(dimethylamido)(chloro)titanium and structurally characterized by 1H and 13C NMR spectroscopy as well as X-ray diffraction. The compound does not appear to react cleanly nor readily with routine alkylating
[...] Read more.
The titanium amidate compound bis(N-tert-butylacetamido)(dimethylamido)(chloro)titanium was synthesized by the protonolysis of tris(dimethylamido)(chloro)titanium and structurally characterized by 1H and 13C NMR spectroscopy as well as X-ray diffraction. The compound does not appear to react cleanly nor readily with routine alkylating agents such as sec-butyllithium, benzyl potassium, or trimethylsilyl methyllithium.
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(This article belongs to the Section Structure Determination)
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Open AccessShort Note
(10E,15Z)-12-(Dimethylsulfonio)-9,13-dihydroxyoctadeca-10,15-dienoate
by
Haruka Nishino, Bo-Tao Zhang, Hajime Uchida, Michiya Kamio, Hiroshi Nagai and Masayuki Satake
Molbank 2024, 2024(1), M1784; https://doi.org/10.3390/M1784 - 03 Mar 2024
Abstract
A novel oxylipin, okeanoate (1), was isolated from the Okinawan cyanobacterium Okeania hirsuta. The structure of 1 was elucidated based on spectroscopic data including 1D and 2D NMR, as well as high-resolution mass spectrometry. This is the first oxylipin with
[...] Read more.
A novel oxylipin, okeanoate (1), was isolated from the Okinawan cyanobacterium Okeania hirsuta. The structure of 1 was elucidated based on spectroscopic data including 1D and 2D NMR, as well as high-resolution mass spectrometry. This is the first oxylipin with a dimethylsulfonium moiety in the middle of the hydrocarbon chain.
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(This article belongs to the Section Natural Products)
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Open AccessShort Note
3-(2-Chloroethoxy)-1-(4-methoxyphenyl)-1H-pyrazole-4-carbaldehyde
by
Gabrielė Varvuolytė, Aurimas Bieliauskas, Neringa Kleizienė, Asta Žukauskaitė and Algirdas Šačkus
Molbank 2024, 2024(1), M1782; https://doi.org/10.3390/M1782 - 01 Mar 2024
Abstract
Herein, we describe the synthesis of 3-(2-chloroethoxy)-1-(4-methoxyphenyl)-1H-pyrazole-4-carbaldehyde via the Vilsmeier-Haack reaction. The structure of this previously unreported compound is thoroughly elucidated through NMR, FT-IR spectroscopy and HRMS spectrometry.
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(This article belongs to the Section Organic Synthesis)
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Open AccessCommunication
Synthesis of (Z)-3-Allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one and Determination of Its Crystal Structure
by
Bastien Moreno, Isabelle Jourdain, Michael Knorr, Sarra Boudriga, Carsten Strohmann and Tobias Schrimpf
Molbank 2024, 2024(1), M1783; https://doi.org/10.3390/M1783 - 01 Mar 2024
Abstract
To extend the existing library of arylidenerhodanines which display a potential biological activity, 3-N-allylrhodanine 1 was condensed under Knoevenagel conditions with p-nitrobenzaldehyde in acetic acid to afford the π-conjugated heterocyclic compound 3-allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 2. Compound 2 was characterized by IR
[...] Read more.
To extend the existing library of arylidenerhodanines which display a potential biological activity, 3-N-allylrhodanine 1 was condensed under Knoevenagel conditions with p-nitrobenzaldehyde in acetic acid to afford the π-conjugated heterocyclic compound 3-allyl-5-(4-nitrobenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 2. Compound 2 was characterized by IR and NMR spectroscopy, and its UV-vis spectrum was compared with that of compound 3-allyl-5-(4-methoxybenzylidene)-2-sulfanylidene-1,3-thiazolidin-4-one 3. The molecular structure is ascertained by a single-crystal X-ray diffraction study performed at 100 K.
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(This article belongs to the Section Organic Synthesis)
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Supplementary material:
Supplementary File 1 (PDF, 1128 KiB)
Supplementary File 2 (MOL, 3 KiB)
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Supplementary File 1 (PDF, 1128 KiB)
Supplementary File 2 (MOL, 3 KiB)
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Open AccessCommunication
5-Fluorouracil/Coumarin and 5-Fluorouracil/Chromone Hybrids: Synthesis and Drug-Likeness Modeling
by
Laura Giraldo-Arroyave, Andrés F. Yepes and Wilson Cardona-Galeano
Molbank 2024, 2024(1), M1779; https://doi.org/10.3390/M1779 - 28 Feb 2024
Abstract
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A series of 5-fluorouracil/coumarin and 5-fluorouracil/chromone hybrids were synthesized with good yields using click chemistry as the key step. The structures of these compounds and all intermediates were elucidated by spectroscopic analysis. Furthermore, pharmacokinetic and drug-like computations taken together indicated that the novel
[...] Read more.
A series of 5-fluorouracil/coumarin and 5-fluorouracil/chromone hybrids were synthesized with good yields using click chemistry as the key step. The structures of these compounds and all intermediates were elucidated by spectroscopic analysis. Furthermore, pharmacokinetic and drug-like computations taken together indicated that the novel hybrids have a strong possibility to advance to further biological studies.
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Supplementary material:
Supplementary File 1 (PDF, 703 KiB)
Supplementary File 2 (MOL, 3 KiB)
Supplementary File 3 (INCHI, 807 B)
Supplementary File 4 (MOL, 3 KiB)
Supplementary File 5 (MOL, 2 KiB)
Supplementary File 6 (INCHI, 500 B)
Supplementary File 7 (MOL, 2 KiB)
Supplementary File 8 (ZIP, 8385 KiB)
Supplementary File 1 (PDF, 703 KiB)
Supplementary File 2 (MOL, 3 KiB)
Supplementary File 3 (INCHI, 807 B)
Supplementary File 4 (MOL, 3 KiB)
Supplementary File 5 (MOL, 2 KiB)
Supplementary File 6 (INCHI, 500 B)
Supplementary File 7 (MOL, 2 KiB)
Supplementary File 8 (ZIP, 8385 KiB)
Open AccessShort Note
2-Methyl-4-Oxo-4,5-Dihydro-1H-Pyrrole-3-Carboxylic Acid Phenylamide
by
Plamen Angelov and Pavel Yanev
Molbank 2024, 2024(1), M1778; https://doi.org/10.3390/M1778 - 28 Feb 2024
Abstract
2-Methyl-4-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid phenylamide was obtained as a single product in an experiment on the cyclization modes of a glycine-derived enamino amide. High yield and operational simplicity are the main features of the presented synthetic procedure. Additionally, this result extends our previous
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2-Methyl-4-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid phenylamide was obtained as a single product in an experiment on the cyclization modes of a glycine-derived enamino amide. High yield and operational simplicity are the main features of the presented synthetic procedure. Additionally, this result extends our previous observations on the cyclization reactions of similarly functionalized enamines, by revealing the preferred cyclization pathway under Boc-deprotection conditions.
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(This article belongs to the Section Organic Synthesis)
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Open AccessShort Note
1,4-Bis(2-((1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl)piperazine
by
Nikolai S. Li-Zhulanov, Artem D. Rogachev, Yuri V. Gatilov, Konstantin P. Volcho and Nariman F. Salakhutdinov
Molbank 2024, 2024(1), M1780; https://doi.org/10.3390/M1780 - 28 Feb 2024
Abstract
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The reaction of (−)-nopol mesylate with piperazine in acetonitrile under reflux, afforded symmetric 1,4-bis(2-((1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl)piperazine in a good yield. The compound was fully characterized and its structure was confirmed using X-ray diffraction analysis.
Full article
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