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Molbank, Volume 2015, Issue 2 (June 2015) – 15 articles

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698 KiB  
Short Note
(S)-N-(N-(((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)sulfamoyl)-5-oxopyrrolidine-2-carboxamide
by Ravil N. Khaybullin, Xiao Liang and Xin Qi
Molbank 2015, 2015(2), M864; https://doi.org/10.3390/M864 - 17 Jun 2015
Cited by 1 | Viewed by 3257
Abstract
Aminoacyl sulfamides represent a family of high-affinity inhibitors of the specific aminoacyl tRNA synthetase activity. In this paper we describe the synthesis of a novel sulfamide adenosine derivative 4 bearing pyroglutamyl fragment (pGlu-SA). Full article
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642 KiB  
Short Note
1-[3-(2-Methyl-4-phenylquinolin-3-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-propane-1-one
by Allaoua Kedjadja, Elhadj Kolli, Abdelmalek Bouraiou and Rachid Merdes
Molbank 2015, 2015(2), M863; https://doi.org/10.3390/M863 - 16 Jun 2015
Cited by 1 | Viewed by 3095
Abstract
A novel compound, 1-[3-(2-methyl-4-phenylquinolin-3-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-propane-1-one (3) has been synthesized by cyclocondensation of (E)-1-(2-methyl-4-phenylquinolin-3-yl)-3-phenylprop-2-en-1-one (2) and hydrazine hydrate in propionic acid. The structure of this compound was established by elemental analysis, IR, 1H-NMR, 13C-NMR and MS data. Full article
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676 KiB  
Short Note
2-Fluoro-N-methyl-N-{[(3S*,4S*)-4-(2-methylphenoxy)-3,4-dihydro-1H-isochromen-3-yl]methyl}ethanamine
by Catharina Neudorfer, Karem Shanab, Wolfgang Holzer, Christina Rami-Mark, Markus Mitterhauser, Wolfgang Wadsak and Helmut Spreitzer
Molbank 2015, 2015(2), M862; https://doi.org/10.3390/M862 - 11 Jun 2015
Cited by 10 | Viewed by 2807
Abstract
Starting from N-methyl-1-[(3S*,4S*)-4-(2-methylphenoxy)-3,4-dihydro-1H-isochromen-3-yl]methanamine (1) target compound 2 is prepared in a mild, direct alkylation approach with 2-fluoroethyl trifluoromethanesulfonate. Full article
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668 KiB  
Short Note
Methyl 3,4-Dicarboxy-3-hydroxyeicosanoate
by Yoshihito Shiono, Tetsuya Murayama and Takuya Koseki
Molbank 2015, 2015(2), M861; https://doi.org/10.3390/M861 - 29 May 2015
Cited by 1 | Viewed by 3238
Abstract
Methyl 3,4-dicarboxy-3-hydroxyeicosanoate (1) was isolated from the acetone extract of the fruiting bodies of Ciborinia camelliae Kohn. The planar structure of 1 was elucidated by spectroscopic methods. Full article
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360 KiB  
Short Note
2-Methylsulfanylbenzo[f]isoquinoline
by Faisal Jamshaid, Musharraf N. Khan and Karl Hemming
Molbank 2015, 2015(2), M860; https://doi.org/10.3390/M860 - 27 May 2015
Cited by 3 | Viewed by 3324
Abstract
S-Methylation of a 4-(naphth-2-yl)-β-thiolactam gives an intermediate 4-(naphth-2-yl) substituted 1-azetine which undergoes a [2+2] ring-opening followed by electrocyclic ring closure of the resulting 2-azadiene to give a benzo[f]isoquinoline. Full article
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656 KiB  
Short Note
3-({5-Bromo-4-[pyrrolidin-1-yl]pyrimidin-2-yl}amino)phenol
by Alan M. Jones
Molbank 2015, 2015(2), M859; https://doi.org/10.3390/M859 - 21 May 2015
Cited by 2 | Viewed by 3317
Abstract
Re-investigation of the 1H-NMR spectrum reported for 15-bromo-4-oxa-2,9-diaza-1(2,4)-pyrimidine-3(1,3)-benzenacyclononaphane (2) prepared via a Mitsunobu- mediated macroether cyclisation led to a proposed structural isomer (3). The title compound (3) was prepared via a two-step protocol and assigned using 1H, 13C-NMR and LC-MS. Full article
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667 KiB  
Short Note
2-Fluoro-N-methyl-N-({(3S,4S)-4-[2-(trifluoromethyl)phenoxy]-3,4-dihydro-1H-isochromen-3-yl}methyl)ethanamine
by Catharina Neudorfer, Karem Shanab, Wolfgang Holzer, Christina Rami-Mark, Markus Mitterhauser, Wolfgang Wadsak and Helmut Spreitzer
Molbank 2015, 2015(2), M858; https://doi.org/10.3390/M858 - 08 May 2015
Cited by 2 | Viewed by 3105
Abstract
Starting from N-methyl-1-{(3S,4S)-4-[2-(trifluoromethyl)phenoxy]-3,4-dihydro-1H-isochromen-3-yl}methanamine (1) target compound 2 is prepared using a mild, direct alkylation approach with 2-fluoroethyl trifluoromethanesulfonate. Full article
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723 KiB  
Short Note
Ethyl 2-hydroxy-2-phenyl-2-(thiazol-2-yl)acetate
by Carl J. Mallia, Lukas Englert, Gary C. Walter and Ian R. Baxendale
Molbank 2015, 2015(2), M857; https://doi.org/10.3390/M857 - 06 May 2015
Cited by 86 | Viewed by 3361
Abstract
This short note describes the synthesis of the title compound through spontaneous aerobic oxidation of ethyl 2-phenyl-2-(thiazol-2-yl)acetate. Due to the prevalence of such functional motifs in biologically active substances, we believe the oxidation encountered highlights an important degradation pathway worthy of note. Full article
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682 KiB  
Short Note
3-Chlorokenpaullone
by Oliver C. F. Orban, Ricarda S. Korn, Lisa Unger, Akim Yildiz and Conrad Kunick
Molbank 2015, 2015(2), M856; https://doi.org/10.3390/M856 - 30 Apr 2015
Cited by 4 | Viewed by 3599
Abstract
3-Chlorokenpaullone (9-bromo-3-chloro-7,12-dihydroindolo[3,2-d][1]benz­azepin-6(5H)-one) is a novel derivative of the protein kinase inhibitor kenpaullone. The title compound was synthesized by a Fischer indole reaction from 8-chloro-3,4-dihydro-1H-1-benzazepin-2,5-dione and 4-bromophenylhydrazine. It was characterized for structural identity by elemental analysis and spectroscopic [...] Read more.
3-Chlorokenpaullone (9-bromo-3-chloro-7,12-dihydroindolo[3,2-d][1]benz­azepin-6(5H)-one) is a novel derivative of the protein kinase inhibitor kenpaullone. The title compound was synthesized by a Fischer indole reaction from 8-chloro-3,4-dihydro-1H-1-benzazepin-2,5-dione and 4-bromophenylhydrazine. It was characterized for structural identity by elemental analysis and spectroscopic methods (IR, NMR, EI-MS) and checked for purity by HPLC. Full article
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679 KiB  
Short Note
(S)-2-Methyl-2-(4-methylpent-3-enyl)-6-(propan-2-ylidene)-3,4,6,7-tetrahydropyrano[4,3-g]chromen-9(2H)-one
by Yasmiwar Susilawati, Ricky Nugraha, Ahmad Muhtadi, Supriyatna Soetardjo and Unang Supratman
Molbank 2015, 2015(2), M855; https://doi.org/10.3390/M855 - 21 Apr 2015
Cited by 16 | Viewed by 4151
Abstract
A novel chromene, (S)-2-methyl-2-(4-methylpent-3-enyl)-6-(propan-2-ylidene)-3,4,6,7-tetrahydropyrano[4,3-g]chromen-9(2H)-one (1), was isolated from the leaves of Peperomia pellucida (Piperaceae). The chemical structure of 1 was determined by spectroscopic methods and comparison with those related compounds previously reported. Full article
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905 KiB  
Short Note
Methyl 2-[(2-{2-[(2-acetamidophenyl)ethynyl]benzamido} phenyl)ethynyl]benzoate
by Yosuke Demizu, Takashi Misawa, Nanako Yamagata, Mitsunobu Doi and Masaaki Kurihara
Molbank 2015, 2015(2), M854; https://doi.org/10.3390/M854 - 17 Apr 2015
Cited by 57 | Viewed by 3340
Abstract
The title compound was prepared by inducing amide bond formation between methyl 2-[(2-aminophenyl)ethynyl]benzoate and 2-[(2-acetamidophenyl)ethynyl]benzoic acid in the presence of dichlorotriphenylphosphorane. The structure of the synthesized compound was determined on the basis of its 1H-nuclear magnetic resonance (NMR), 13C-NMR, and mass [...] Read more.
The title compound was prepared by inducing amide bond formation between methyl 2-[(2-aminophenyl)ethynyl]benzoate and 2-[(2-acetamidophenyl)ethynyl]benzoic acid in the presence of dichlorotriphenylphosphorane. The structure of the synthesized compound was determined on the basis of its 1H-nuclear magnetic resonance (NMR), 13C-NMR, and mass spectral data. Furthermore, the compound’s crystal structure is also reported. Full article
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759 KiB  
Short Note
6-(1,3-Dihydroxy-3-phenylpropylidene)-5-hydroxy-2,2,4-trimethylcyclohex-4-ene-1,3-dione
by Fernando Echeverri, Juan F. Gil, Winston Quiñones and Edwin Correa
Molbank 2015, 2015(2), M853; https://doi.org/10.3390/M853 - 13 Apr 2015
Cited by 2 | Viewed by 3212
Abstract
A novel compound involved in the aroma of the fruit Campomanesia lineatifolia was isolated; the structure was determined by spectroscopic methods, mainly 1D and 2D NMR. Full article
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645 KiB  
Short Note
N-benzyl-(3E,5E)-3,5-bis(2-hydroxybenzylidene)-4-piperidone
by Yum Eryanti, Tati Herlina, Adel Zamri, Yoshihito Shiono, Khalijah Awang, Siti Nadiah Abdul Halim and Unang Supratman
Molbank 2015, 2015(2), M852; https://doi.org/10.3390/M852 - 02 Apr 2015
Cited by 2 | Viewed by 4038
Abstract
A novel N-benzyl-(3E,5E)-3,5-bis(2-hydroxybenzylidene)-4-piperidone (3), was synthesized in good yield by a condensation reaction of 2-hydroxybenzaldehyde (1) and N-benzyl-4-piperidone (2) under microwave irradiation in the presence of 10% NaOH solution. The chemical [...] Read more.
A novel N-benzyl-(3E,5E)-3,5-bis(2-hydroxybenzylidene)-4-piperidone (3), was synthesized in good yield by a condensation reaction of 2-hydroxybenzaldehyde (1) and N-benzyl-4-piperidone (2) under microwave irradiation in the presence of 10% NaOH solution. The chemical structure was assigned on the basis of UV-visible, IR, 1H-NMR, 13C-NMR and mass spectral data. Full article
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349 KiB  
Short Note
[(3-Chlorobenzamido)methyl]triethylammonium Chloride
by Pranvera Breznica-Selmani, Kristina Mladenovska, Zoran Kavrakovski, Bozhana Mikhova, Gerald Draeger and Emil Popovski
Molbank 2015, 2015(2), M851; https://doi.org/10.3390/M851 - 01 Apr 2015
Cited by 1 | Viewed by 3791
Abstract
We report the synthesis of [(3-chlorobenzamido)methyl]triethylammonium chloride in a reaction of N-(chloromethyl)-3-chlorobenzamide and triethylamine in dry acetone. The structure of the newly synthesized compound was characterized with 1H-NMR, 13C-NMR, FTIR and Mass spectroscopy. Full article
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750 KiB  
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N,N',N"-Tris[(5-methoxy-1H-indol-3-yl)ethyl]benzene-1,3,5-tricarboxamide
by Ute Schmidt, Manuel Stapf and Monika Mazik
Molbank 2015, 2015(2), M850; https://doi.org/10.3390/M850 - 30 Mar 2015
Cited by 4 | Viewed by 3726
Abstract
The title indole-based compound that enforces tripodal topology and is potential applicable for the use as artificial receptor, was prepared by a simple reaction of 1,3,5-benzenetricarbonyl trichloride with 5-methoxytryptamine. The compound was characterized by elemental analysis, 1H-NMR, 13C-NMR and mass spectrometry. Full article
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