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Molbank, Volume 2010, Issue 1 (March 2010)

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Open AccessShort Note 1-(6-Ethoxy-6-oxohexyl)-4-methylquinolinium Iodide
Molbank 2010, 2010(1), M647; https://doi.org/10.3390/M647
Received: 17 December 2009 / Accepted: 22 December 2009 / Published: 25 December 2009
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Abstract
The N-ethoxycarbonylhexyl quaternary salt of lepidine has been synthesized in one step in 56% yield. 1H and 13C NMR data are reported. Full article
Open AccessShort Note 3-Methyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxylic Acid
Molbank 2010, 2010(1), M648; https://doi.org/10.3390/M648
Received: 1 December 2009 / Accepted: 24 December 2009 / Published: 6 January 2010
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Abstract
3-Methyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxylic acid was synthesized chemoselectively from 3-formyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxylic acid, using Et3SiH/I2 as a reducing agent. The title compound was characterized by IR, 1H NMR, 13C NMR and LCMS. Full article
Open AccessShort Note 2-(4-Pyridyl)-1,3-di(4-picolyl)imidazolidine
Molbank 2010, 2010(1), M649; https://doi.org/10.3390/M649
Received: 5 January 2010 / Accepted: 13 January 2010 / Published: 22 January 2010
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Abstract
The title compound was prepared by treatment of N,N’-di(4-picolyl¬amino)ethane with N,N-dimethylformamide dimethylacetal in toluene and it was characterized by elemental analysis, 1H NMR and 13C NMR. Full article
Open AccessShort Note 5-(3-Nitrophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde
Molbank 2010, 2010(1), M650; https://doi.org/10.3390/M650
Received: 11 December 2009 / Accepted: 15 January 2010 / Published: 22 January 2010
Cited by 1 | PDF Full-text (109 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A novel 1-formyl-2-pyrazoline was synthesized by reaction of an α,β- unsaturated ketone with hydrazine hydrate and formic acid. The structure of the title compound was established by UV, IR, 1H NMR, 13C NMR and microanalysis. Full article
Open AccessShort Note 2-[4-[Bis(2-chloroethyl)amino]benzyl]-5,5-dimethyl-2,5-dihydro-4H-benzo[e]isoindol-4-one (Cytotoxic Oxonaphthalene-Pyrroles, Part I)
Molbank 2010, 2010(1), M651; https://doi.org/10.3390/M651
Received: 4 December 2009 / Accepted: 12 January 2010 / Published: 22 January 2010
Cited by 3 | PDF Full-text (77 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A bis(chloroethyl)amine containing side chain is attached to an oxonaphthalene-annelated pyrrol in expectation of DNA alkylating properties. The cytotoxicity is evaluated against two cell lines, KB-31 and KB-8511, respectively. Full article
Open AccessShort Note 6-Oxo-3-phenyl-5,6-dihydropyridazine-1(4H)-carbohydrazide
Molbank 2010, 2010(1), M652; https://doi.org/10.3390/M652
Received: 17 November 2009 / Accepted: 22 December 2009 / Published: 26 January 2010
Cited by 3 | PDF Full-text (68 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
We report herein the synthesis of 6-oxo-3-phenyl-5,6-dihydropyridazine-1(4H)-carbohydrazide from β-benzoylpropionic acid and carbohydrazide by refluxing in absolute ethanol in presence of sodium acetate. The structure of the newly synthesized compound was established on the basis of IR, 1H-NMR, 13C-NMR and mass spectral data. Full article
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Open AccessShort Note 4,6-Diamino-5-(4-methylbenzylidene)pyrimidin-2(5H)-one
Molbank 2010, 2010(1), M653; https://doi.org/10.3390/M653
Received: 26 November 2009 / Accepted: 11 December 2009 / Published: 27 January 2010
Cited by 2 | PDF Full-text (98 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A new compound, 4,6-diamino-5-(methylbenzylidene)pyrimidin-2(5H)-one, was synthesized and its IR, 1H NMR,13C NMR and MS spectroscopic data are presented. Full article
Open AccessShort Note 1-[4-[Bis(2-chloroethyl)amino]benzyl]-5,5-dimethyl-2,5-dihydro-4H-benzo[e]isoindol-4-one (Cytotoxic Oxonaphthalene-pyrroles, Part II)
Molbank 2010, 2010(1), M654; https://doi.org/10.3390/M654
Received: 4 December 2009 / Accepted: 26 January 2010 / Published: 29 January 2010
Cited by 1 | PDF Full-text (152 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A bis(chloroethyl)amine-containing side chain is attached to an oxonaphthalene-annelated pyrrole in expectation of DNA alkylating properties. The cytotoxicity is evaluated against two cell lines, KB-31 and KB-8511, respectively. Full article
Open AccessShort Note Ethyl 2-[(Z)-2-(4-Cyanophenyl)-2-hydroxyvinyl]-4-(4-methoxyphenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate
Molbank 2010, 2010(1), M655; https://doi.org/10.3390/M655
Received: 22 December 2009 / Accepted: 19 January 2010 / Published: 29 January 2010
Cited by 2 | PDF Full-text (231 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A one-pot, two-step method has been developed for the synthesis of ethyl 2-[(Z)-2-(4-cyanophenyl)-2-hydroxyvinyl]-4-(4-methoxyphenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate, including a sulfide contraction step utilizing solution and solid phase synthesis Full article
Open AccessShort Note Manganese 5,10,15,20-Tetra(N-ethyl-3-carbazolyl) Porphyrin
Molbank 2010, 2010(1), M656; https://doi.org/10.3390/M656
Received: 18 December 2009 / Accepted: 22 January 2010 / Published: 29 January 2010
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Abstract
Manganese complex of 5,10,15,20-tetra(N-ethyl-3-carbazolyl) porphyrin was synthesized and characterized by electronic absorption spectrophotometry and cyclic voltammetry. The spectral data were in agreement with the proposed structure. The manganese complex exhibited a shift in the Soret band in comparison to the non-metallated
[...] Read more.
Manganese complex of 5,10,15,20-tetra(N-ethyl-3-carbazolyl) porphyrin was synthesized and characterized by electronic absorption spectrophotometry and cyclic voltammetry. The spectral data were in agreement with the proposed structure. The manganese complex exhibited a shift in the Soret band in comparison to the non-metallated porphyrin and the extinction coefficient for the Soret band was on the order of 105 cm-1M-1. Trends observed in the oxidation and reduction potentials were consistent with the nature of the porphyrin. That is, the electron donating group in 5,10,15,20-tetra(N-ethyl-3-carbazolyl) porphyrin enhances oxidation and inhibits reduction. Full article
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Open AccessShort Note 5-Methyl-4-oxo-4,6-dihydro-3H-pyridazino[4,5-b]carbazole-1-carbonitrile
Molbank 2010, 2010(1), M657; https://doi.org/10.3390/M657
Received: 15 January 2010 / Accepted: 1 February 2010 / Published: 3 February 2010
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Abstract
The title compound was prepared in excellent yield from 5-methyl-4-oxo-4,6-dihydro-3H-pyridazino[4,5-b]carbazole-1-carbaldehyde by treatment with hydroxylamine hydrochloride in formic acid without isolation of the intermediate oxime. Full article
Open AccessShort Note (Benzoylamino)methyl 4-Hydroxybenzoate
Molbank 2010, 2010(1), M658; https://doi.org/10.3390/M658
Received: 14 January 2010 / Accepted: 22 February 2010 / Published: 25 February 2010
Cited by 3 | PDF Full-text (121 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
(Benzoylamino)methyl 4-hydroxybenzoate (“Benzamidomethylparaben”) (3) was obtained from a reaction of 4-hydroxybenzoic acid (2) with a dioxane suspension of (benzamidomethyl)triethylammonium chloride (1). The phenolic group in 2 cannot be benzamidomethylated with 1 in aqueous media. Full article
Open AccessShort Note N-[1-(2,5-Dimethyl-3-thienyl)ethylidene]-1,3-benzothiazol-2-amine
Molbank 2010, 2010(1), M659; https://doi.org/10.3390/M659
Received: 10 January 2010 / Accepted: 22 February 2010 / Published: 3 March 2010
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Abstract
The title compound, N-[1-(2,5-dimethyl-3-thienyl)ethylidene]-1,3-benzothiazol-2-amine has been synthesized by condensation of 2-aminobenzothiazole and 3-acetyl-2,5-dimethylthiophene in ethanol. The structure of this new compound was confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR and EI-MS spectral analysis. Full article
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Open AccessShort Note Aza-27-crown-9 Amino Acid
Molbank 2010, 2010(1), M660; https://doi.org/10.3390/M660
Received: 24 February 2010 / Accepted: 3 March 2010 / Published: 4 March 2010
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Abstract
A luminescent aza-27-crown-9 ether amino acid was prepared by a three-step reaction sequence. The compound signals ammonium ion binding by an increase in emission intensity. Full article
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Open AccessShort Note (2-Chlorophenyl)-3-methylchromeno[2,3-c]pyrazol-4(1H)-one
Molbank 2010, 2010(1), M661; https://doi.org/10.3390/M661
Received: 9 February 2010 / Accepted: 8 March 2010 / Published: 9 March 2010
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Abstract
The title compound was prepared by treatment of 1-(2-chlorophenyl)-3-methyl-2-pyrazolin-5-one with 2-chlorobenzoyl chloride / Ca(OH)2 in 1,4-dioxane and subsequent cyclization of the thus obtained 4-aroyl-5-hydroxypyrazole with sodium hydride in dry DMF. Detailed spectroscopic data (1H NMR, 13C NMR, 15N
[...] Read more.
The title compound was prepared by treatment of 1-(2-chlorophenyl)-3-methyl-2-pyrazolin-5-one with 2-chlorobenzoyl chloride / Ca(OH)2 in 1,4-dioxane and subsequent cyclization of the thus obtained 4-aroyl-5-hydroxypyrazole with sodium hydride in dry DMF. Detailed spectroscopic data (1H NMR, 13C NMR, 15N NMR, IR, MS) are presented. Full article
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Open AccessShort Note Luminescent Lariat Aza-Crown Ether
Molbank 2010, 2010(1), M662; https://doi.org/10.3390/M662
Received: 24 February 2010 / Accepted: 9 March 2010 / Published: 10 March 2010
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Abstract
Lariat ethers are interesting recognition motifs in supramolecular chemistry. The synthesis of a luminescent lariat ether with triglycol chain by azide–alkyne (Huisgen) cycloaddition is presented. Full article
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Open AccessShort Note Luminescent Lariat Aza-Crown Ether Carboxylic Acid
Molbank 2010, 2010(1), M663; https://doi.org/10.3390/M663
Received: 24 February 2009 / Accepted: 11 March 2010 / Published: 12 March 2010
Cited by 1 | PDF Full-text (86 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Lariat ethers are interesting recognition motifs in supramolecular chemistry. The synthesis of a luminescent lariat aza-crown ether with a carboxyl group appended by azide-alkyne (Huisgen) cycloaddition is presented. Full article
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Open AccessShort Note 1,3,5-Tris-(2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-1,2,3,4,5,6-hexahydro-s-triazine
Molbank 2010, 2010(1), M664; https://doi.org/10.3390/M664
Received: 18 September 2009 / Accepted: 8 October 2009 / Published: 16 March 2010
Cited by 1 | PDF Full-text (62 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A new compound, 1,3,5-tris-(2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-1,2,3,4,5,6-hexahydro-s-triazine was obtained by the reaction of ortho-phenylenediamine 1 with 1,3,5-triacryl-1,2,3,4,5,6-hexahydro-1,3,5-triazine 2. Spectroscopic (IR, 1H-NMR, 13C-NMR and MS) data are supplied to support the proposed structure for the title compound. Full article
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Open AccessShort Note 1-{[(3,4-Dimethylisoxazol-5-yl)imino]methyl}-2-naphthol
Molbank 2010, 2010(1), M665; https://doi.org/10.3390/M665
Received: 1 February 2010 / Accepted: 12 March 2010 / Published: 16 March 2010
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Abstract
The title compound, 1-{[(3,4-dimethylisoxazol-5-yl)imino]methyl}-2-naphthol has been synthesized by condensation of 5-amino-3,4-dimethylisoxazole and 2-hydroxy-1-naphthaledhyde in ethanol. The structure of this new compound was confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR and EI-MS spectral analysis. Full article
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Open AccessShort Note 5-[(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
Molbank 2010, 2010(1), M666; https://doi.org/10.3390/M666
Received: 1 March 2010 / Accepted: 16 March 2010 / Published: 17 March 2010
PDF Full-text (51 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The title compound, 5-[(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione, has been synthesized by condensation of 1,3-diethyl-2-thiobarbituric acid and 3,5-dimethyl-1-phenylpyrazole-4-carbaldehyde in ethanol in the presence of pyridine. The structure of this new compound was confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR and EI-MS spectral analysis. Full article
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Open AccessShort Note 5,5'-(1,4-Phenylenedimethylylidene)bis(1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione)
Molbank 2010, 2010(1), M667; https://doi.org/10.3390/M667
Received: 1 March 2010 / Accepted: 16 March 2010 / Published: 17 March 2010
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Abstract
A novel compound, 5,5'-(1,4-phenylenedimethylylidene)bis(1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione) (3) has been synthesized by condensation of 1,3-diethyl-2-thiobarbituric acid and terephthalaldehyde in anhydrous ethanol in the presence of pyridine. The structure of this compound was established by elemental analysis, IR, 1H-NMR, 13C-NMR and EI-MS spectral analysis. Full article
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Open AccessShort Note 2-{5-(1,3-Benzodioxol-5-yl)-1-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-4,5-dihydro-1H-pyrazol-3-yl}pyrazine
Molbank 2010, 2010(1), M668; https://doi.org/10.3390/M668
Received: 9 March 2010 / Accepted: 17 March 2010 / Published: 19 March 2010
PDF Full-text (104 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
A simple method for the synthesis of a pyrazolyl thiazole derivative containing a piperonal moiety was developed. Thus, 2-{5-(1,3-benzodioxol-5-yl)-1-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-4,5-dihydro-1H-pyrazol-3-yl}pyrazine was synthesized using microwave irradiation and characterized by NMR, IR and LCMS data. Full article
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