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Molecules, Volume 5, Issue 4 (April 2000), Pages 637-700, Articles M144-M161

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Open AccessArticle Cycloaddition Reactions of C,N-Diphenylnitrone to Methylene-γ-butyrolactones
Molecules 2000, 5(4), 637-647; doi:10.3390/50400637
Received: 6 March 2000 / Accepted: 21 March 2000 / Published: 2 April 2000
Cited by 9 | PDF Full-text (121 KB) | HTML Full-text | XML Full-text
Abstract
Cycloaddition of C,N-diphenylnitrone to α-methylene-γ-butyrolactone afforded two diastereomeric 5-spirosubstituted isoxazolidines with high selectivity. Structural assignment was ascertained by NMR studies and an X-ray diffraction experiment on a single crystal of the major isomer and the diastereoselectivity was rationalized on examination of the alternative
[...] Read more.
Cycloaddition of C,N-diphenylnitrone to α-methylene-γ-butyrolactone afforded two diastereomeric 5-spirosubstituted isoxazolidines with high selectivity. Structural assignment was ascertained by NMR studies and an X-ray diffraction experiment on a single crystal of the major isomer and the diastereoselectivity was rationalized on examination of the alternative transition states leading to the two diastereoisomers. Full article
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Open AccessArticle Insecticidal Activity of Cyanohydrin and Monoterpenoid Compounds
Molecules 2000, 5(4), 648-654; doi:10.3390/50400648
Received: 29 February 2000 / Accepted: 24 March 2000 / Published: 3 April 2000
Cited by 17 | PDF Full-text (28 KB) | HTML Full-text | XML Full-text
Abstract
The insecticidal activities of several cyanohydrins, cyanohydrin esters and monoterpenoid esters (including three monoterpenoid esters of a cyanohydrin) were evaluated. Topical toxicity to Musca domestica L. adults was examined, and testing of many compounds at 100 mg/fly resulted in 100% mortality. Topical LD
[...] Read more.
The insecticidal activities of several cyanohydrins, cyanohydrin esters and monoterpenoid esters (including three monoterpenoid esters of a cyanohydrin) were evaluated. Topical toxicity to Musca domestica L. adults was examined, and testing of many compounds at 100 mg/fly resulted in 100% mortality. Topical LD50 values of four compounds for M. domestica were calculated. Testing of many of the reported compounds to brine shrimp (Artemia franciscana Kellog) resulted in 100% mortality at 10 ppm, and two compounds caused 100% mortality at 1 ppm. Aquatic LC50 values were calculated for five compounds for larvae of the yellow fever mosquito (Aedes aegypti (L.)). Monoterpenoid esters were among the most toxic compounds tested in topical and aquatic bioassays. Full article
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Open AccessArticle Synthesis and Elastase Inhibitory Evaluation of Phosphate Esters and Mixed Phosphate Anhydride of Penam Sulfones
Molecules 2000, 5(4), 655-656; doi:10.3390/50400655
Received: 1 April 2000 / Accepted: 3 April 2000 / Published: 5 April 2000
PDF Full-text (10 KB) | HTML Full-text | XML Full-text
Abstract
The evaluation of human leucocite elastase inhibition by phosphate esters (1-2) and phosphate mixed anhydride (3) of penicillin sulfones and their precursor sulfides is described. Full article
Open AccessArticle Thermolysis of Semicarbazones to the Corresponding Azines Through Reactive N-Substituted Isocyanate Intermediates
Molecules 2000, 5(4), 657-664; doi:10.3390/50400657
Received: 3 January 2000 / Revised: 2 April 2000 / Accepted: 4 April 2000 / Published: 7 April 2000
Cited by 15 | PDF Full-text (25 KB) | HTML Full-text | XML Full-text
Abstract
Thermolysis of semicarbazones (I) to azines (II) occurs through reactive N-substituted isocyanate intermediates (Ia) which can be converted in situ to carbamates and Nsubstituted ureas. Full article
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Open AccessArticle Facile Synthesis of (R,R) and of (R,S) Tricarballylic Acid Anhydride and Imide Derivatives
Molecules 2000, 5(4), 665-673; doi:10.3390/50400665
Received: 17 May 1999 / Revised: 23 March 2000 / Accepted: 3 April 2000 / Published: 15 April 2000
Cited by 5 | PDF Full-text (52 KB) | HTML Full-text | XML Full-text
Abstract
The diastereomeric mixture of (R)-2-(methoxycarbonylmethyl)-N-(R)-1-(1-phenylethyl) succinimide 11s and (S)-2-(methoxycarbonylmethyl)-N-(R)-1-(1-phenylethyl) succinimide 11a was synthesized by reaction of 2-(carboxymethyl)succinic anhydride 6 with (R)-(α)-methylbenzylamine in dry THF/room temperature/24 hrs. The diastereomeric mixture of 1-[(R)-(α)-Methylbenzylamideformyl)]propane-2,3-dicarboxylic
[...] Read more.
The diastereomeric mixture of (R)-2-(methoxycarbonylmethyl)-N-(R)-1-(1-phenylethyl) succinimide 11s and (S)-2-(methoxycarbonylmethyl)-N-(R)-1-(1-phenylethyl) succinimide 11a was synthesized by reaction of 2-(carboxymethyl)succinic anhydride 6 with (R)-(α)-methylbenzylamine in dry THF/room temperature/24 hrs. The diastereomeric mixture of 1-[(R)-(α)-Methylbenzylamideformyl)]propane-2,3-dicarboxylic acid anhydride 9s and 1-[(R)-(α)-methylbenzylamideformyl)]propane-2,3-dicarboxylic acid anhydride 9a was isolated as an intermediate under the reaction conditions. This diastereomeric mixture 9s/9a was also prepared by a different route via reaction of 1-(chloroformyl)propane-2,3-dicarboxylic acid anydride 12 with (R)-(α)-methylbenzylamine in the presence of DMA at 0oC for 24 hrs. Full article
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Open AccessArticle Synthesis of a Highly Functionalized Triquinane: Studies Towards a Total Synthesis of Subergorgic Acid and Its Analogues
Molecules 2000, 5(4), 674-698; doi:10.3390/50400674
Received: 14 March 2000 / Accepted: 14 April 2000 / Published: 20 April 2000
Cited by 3 | PDF Full-text (107 KB) | HTML Full-text | XML Full-text
Abstract
Reaction of enone (11) with the bifunctional Grignard reagent (7) in the presence of copper(I) bromide – dimethyl sulfide, followed by intramolecular alkylation of the resultant chloroketone (15) gave the tricyclic ketone (12). The tricyclic ketone (12) was transformed into the angular triquinane
[...] Read more.
Reaction of enone (11) with the bifunctional Grignard reagent (7) in the presence of copper(I) bromide – dimethyl sulfide, followed by intramolecular alkylation of the resultant chloroketone (15) gave the tricyclic ketone (12). The tricyclic ketone (12) was transformed into the angular triquinane dienedione (9) by means of an 8-step sequence. Full article
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Other

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Open AccessShort Note 6-S-Trityl-mercapto-hexan-1-ol
Molecules 2000, 5(4), M144; doi:10.3390/M144
Received: 16 February 2000 / Accepted: 20 February 2000 / Published: 28 April 2000
PDF Full-text (93 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
6-S-Trityl-mercapto-hexan-1-ol is an important compound, because its O-b-cyanoethyl-N,N-diisopropyl phosphoramidite derivative is the most widely used building block for the synthesis of 5'-thiol modified oligonucleotides.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note Menthyl Phenylsulfonyl Acetate
Molecules 2000, 5(4), M145; doi:10.3390/M145 (registering DOI)
Received: 21 December 1999 / Accepted: 14 January 2000 / Published: 28 April 2000
PDF Full-text (84 KB) | Supplementary Files
Abstract
Menthyl phenylsulfonyl acetate was prepared from methyl phenylsulfonyl acetate by solid-liquid PTC trans-esterification conditions without a solvent [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note Menthyl 2-Benzyl-2-phenylsulfonyl Acetate
Molecules 2000, 5(4), M146; doi:10.3390/M146 (registering DOI)
Received: 21 December 1999 / Accepted: 14 January 2000 / Published: 29 April 2000
PDF Full-text (87 KB) | Supplementary Files
Abstract
The product 2 was prepared from menthyl phenylsulfonyl acetate in situ by the solid-liquid PTC conditions without solvent.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 2,4,6-Tris(2',4',6'-trimethylphenylethynyl)mesitylene
Molecules 2000, 5(4), M147; doi:10.3390/M147 (registering DOI)
Received: 24 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (88 KB) | Supplementary Files
Abstract
The experimental procedure follows the general synthesis of arylalkynes reported by Sonogashira [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-methyl-6-azauracil
Molecules 2000, 5(4), M148; doi:10.3390/M148 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (222 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-ethyl-6-azauracil
Molecules 2000, 5(4), M149; doi:10.3390/M149 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (90 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-benzyl-6-azauracil
Molecules 2000, 5(4), M150; doi:10.3390/M150 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (90 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-allyl-6-azauracil
Molecules 2000, 5(4), M151; doi:10.3390/M151 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-ethoxycarbonylmethyl-6-azauracil
Molecules 2000, 5(4), M152; doi:10.3390/M152 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (90 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-methyl-5-bromo-6-azauracil
Molecules 2000, 5(4), M153; doi:10.3390/M153 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-ethyl-5-bromo-6-azauracil
Molecules 2000, 5(4), M154; doi:10.3390/M154 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-benzyl-5-bromo-6-azauracil
Molecules 2000, 5(4), M155; doi:10.3390/M155 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-allyl-5-bromo-6-azauracil
Molecules 2000, 5(4), M156; doi:10.3390/M156 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-[(2-Acetoxyethoxy)methyl]-3-ethoxycarbonylmethyl-5-bromo-6-azauracil
Molecules 2000, 5(4), M157; doi:10.3390/M157 (registering DOI)
Received: 23 February 2000 / Accepted: 28 February 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The product 2 was prepared via a direct condensation under solid-liquid phase transfer catalysis (S.L.P.T.C.) [1] conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note A New Heterocyclization Product of Adhyperforin from Hypericum perforatum (St. John's Wort)
Molecules 2000, 5(4), M158; doi:10.3390/M158 (registering DOI)
Received: 24 February 2000 / Accepted: 4 April 2000 / Published: 30 April 2000
Cited by 5 | PDF Full-text (102 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
From the aerial parts of Hypericum perforatum L. we have isolated phloroglucinol 1 (see the formula), a homologue of 2, the latter isolated previously from the same extract and identified by 2D NMR (DQF COSY, PS NOESY, TOCSY, HSQC and HMBC) [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 1-(N,N-Dimethylamino)adamantane
Molecules 2000, 5(4), M159; doi:10.3390/M159 (registering DOI)
Received: 27 February 2000 / Accepted: 22 March 2000 / Published: 28 April 2000
PDF Full-text (91 KB) | Supplementary Files
Abstract
The title compound, an important antiviral agent [1] was prepared from commercially available 1-aminoadamantane by titanium(IV) isopropoxide mediated reductive amination of formaldehyde [2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note 2-Chloro-3-(4-morpholino)-1,4-naphthoquinone
Molecules 2000, 5(4), M160; doi:10.3390/M160 (registering DOI)
Received: 27 February 2000 / Accepted: 22 March 2000 / Published: 28 April 2000
Cited by 1 | PDF Full-text (88 KB) | Supplementary Files
Abstract
The title compound, a novel electron donor-acceptor system [1] was prepared [2] by refluxing a suspension of commercially available 2,3-dichloro-1,4-naphthoquinone in absolute ethanol and morpholine in the presence of anhydrous potassium carbonate.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note N,N-Dibutyl-2-p-tolyl-acetamide
Molecules 2000, 5(4), M161; doi:10.3390/M161
Received: 4 April 2000 / Accepted: 6 April 2000 / Published: 28 April 2000
PDF Full-text (85 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Thionyl chloride (2.18 ml, 3.56 g, 30 mmol, 1.5 eq) was added dropwise to a vigorously stirred solution of p-tolylacetic acid (3 g, 20 mmol, 1 eq) and heated to 100°C for 3 hours.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessBook Review Basic Mathematics for Biochemists. by Athel Cornish-Bowden
Molecules 2000, 5(4), 699-700; doi:10.3390/50400699
Received: 4 February 2000 / Published: 26 April 2000
PDF Full-text (5 KB) | HTML Full-text | XML Full-text

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