- 2,4-Dioxo(dimercapto)-1,5-benzodiazepine-13-crown-2, a new chelating macrocycle of Ag+ ion
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We describe herein the synthesis of new macrocycles 5 et 6 derived from 1,5-benzodiazepine-2,4-dione in a heterogenous media using phase transfer catalysis conditions. A crystallographic study by x-ray of 5 was carried out to confirm the structure suggested; moreover the macrocycle 6 presents chelating properties with respect to the ion Ag+ easily observed by IR and UV spectroscopies.
- Keita,Lazrak,Essassi,Cherif Alaoui,Kandri Rodi,Bellan,Pierrot
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- Synthesis and fluorescence studies of nine 1,5-benzodiazepine-2,4-dione derivatives: Dual emission and excimer fluorescence
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The photophysical properties of nine 1,5-benzodiazepine-2,4-dione (BZD) derivatives were investigated using absorption and fluorescence spectral techniques in dimethyl sulfoxide. The trend of red shifts caused by the substitutions had full compliance with the trend of decreasing the calculated band gap (ΔELUMO-HOMO) by semi-empirical AM1 and DFT/B3LYP/6-311 + G* computational methods. The positive solvatochromism of BZD a demonstrated the π–π* nature of the singlet excited state. Dual fluorescence was observed in the emission spectra of BZD f and g, while their spectrum in different concentration showed only one peak short wavelength (SW) in dilute solutions. The main peak in SW around 370 nm was attributed to the monomer of BZD (f* or g*) and the broader emission shifted to the visible region around 400 nm in middle wavelength (MW) to the intermolecular excimer emission of BZD ([f/f]*or [g/g]*). The observed phenomena, such as solvatochromism, dual fluorescence, some red shifts caused by substitution, and larger Stokes shift indicated the existence of intramolecular charge transfer (ICT) in the BZDs series. The phosphorescence emission of the BZDs demonstrated their intersystem crossing (ISC) process.
- Qomi, Hamid Reza,Habibi, Azizollah,Shahcheragh, Seyyed Mohammad
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- Biological interaction between copper(II) complex and nucleosides
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A copper-coordinated complex based on 7-membered amide cycle has been designed and synthesized. Its binding properties for various nucleosides, guanosine-5'-diphosphate (GDP), uridine-5'-diphosphate (UDP), inosine-5'- diphosphate (IDP) and guanosine-5'-tr
- Guo, Yaping,Wang, Xiuju,Luo, Leiming,Du, Jinge,Shang, Xuefang
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A new synthetic method for 1,4-benzodiazepine-2,5-dione (BZD) was accomplished by the coupling of amino acid N-carboxy anhydrides (NCAs) with Boc-anthranilic acid, followed by the deprotection of Boc group and by the ring expansion.
- Akssira,Kasmi,Dahdouh,Boumzebra
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- Synthesis of a novel functionalized tricyclic pyrimidine-fused 1,5-benzodiazepine library
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A series of novel tricyclic pyrimidine-fused 1,5-benzodiazepines (PFBZDs) was synthesized using an enaminone-based approach. The key step in the synthetic strategy involves the formation of the C[dbnd]C[sbnd]NMe2 structure on vicinal carbonyl groups of the 1H-1,5-benzodiazepine-2,4(3H,5H)-dione (BZD). The synthesis of pyrimidine-fused 1,5-benzodiazepines was performed by a simple and efficient method in good to excellent yields under mild and green conditions. The β-enaminoamide intermediates were condensed with thiourea and guanidine derivatives to form the corresponding tricyclic PFBZDs. But reaction of aminoguanidine, thiosemicarbazide, 4-phenylthiosemicarbazide and ethane-1,2-diamine with β-enaminoamides didn't produce any desired product and led to recovery of the corresponding starting BZD.
- Qomi, Hamid Reza,Habibi, Azizollah
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p. 2991 - 3001
(2017/04/28)
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- Anion recognition based on phenolic hydroxyl group in competitive media
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Two novel artificial receptors, one containing phenolic hydroxyl group and diamide (1), the other only containing diamide (2), were designed and synthesized. The binding ability evaluated by UV-vis and fluorescence titration experiments in dry DMSO reveal
- Li, Xin-Juan,Shang, Xue-Fang,Liu, Lei-Lei,Xi, Nan-Kai,Zhang, Jin-Lian,Xu, Xiu-Fang
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experimental part
p. 185 - 192
(2012/09/22)
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- Boric acid-catalyzed direct condensation of carboxylic acids with benzene-1,2-diamine into benzimidazoles
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The applicability of boric acid catalysis for the direct condensation of carboxylic acids with benzene-1,2-diamine to give 2-substituted benzimidazoles was investigated. It was found that catalytic amounts (5-10 mol-%) of boric acid efficiently promote the cyclocondensation of aliphatic carboxylic acids in refluxing toluene. In addition, the relatively neutral conditions allow the use of acid-sensitive substrates and give rise to specific transformations and selectivities that are not observed with some classical methods. Benzoic acids were found to be less reactive than aliphatic acids and thus require refluxing xylene for better efficiency. Phenylboronic acid was found to be inactive as a catalyst due to its rapid consumption by condensation with benzene-1,2-diamine to give a 2-phenylbenzodiazaborole. Copyright
- Maras, Nenad,Kocevar, Marijan
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experimental part
p. 1860 - 1874
(2011/12/02)
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- An efficient and versatile synthesis of 2, 2′-(alkanediyl)-bis-1H- benzimidazoles employing aqueous fluoroboric acid as catalyst: Density functional theory calculations and fluorescence studies
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2,2′-(Alkanediyl)-bis-1H-benzimidazoles (simple and mixed) with variable methylene spacers were synthesized in excellent yields with aqueous fluoroboric acid (45%) (0.1 ml) as catalyst under solvent-free conditions. Their optimized structures were obtained using DFT calculations where it was seen that the s-trans orientation of the two imidazole rings was preferred for all types of bis-benzimidazole systems. The X-ray crystal structure of one such bis-benzimidazole further corroborated this fact. Finally, photophysical studies were carried out to get insight into the fluorescence characteristics of the newly synthesized bis-1H-benzimidazoles. ARKAT USA, Inc.
- Mukhopadhyay, Chhanda,Ghosh, Sabari,Butcher, Ray J.
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experimental part
p. 75 - 96
(2010/10/02)
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- A supramolecular optic sensor for selective recognition AMP
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Cu-coordinated complex based on 7-membered amide cycle has been designed and synthesized. And its binding ability with nucleotides (AMP, adenosine 5′-monophosphate; ADP, adenosine 5′-diphosphate; ATP, adenosine 5′-triphosphate) has been studied by UV-vis
- Shang, Xue-Fang,Su, Hongyan,Lin, Hai,Lin, Hua-Kuan
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experimental part
p. 999 - 1003
(2011/01/10)
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- Heterocyclic compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
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Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.
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- Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
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Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer''s disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer''s disease both prophylactically and therapeutically with such pharmaceutical compositions.
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- Cyclic amino acid compounds pharmaceutical compositions comprising same and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
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Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.
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- Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
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Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.
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- Decisive role of Al3+ cation in the electrodetosylation of N, N'-bis- (o-tosylaminophenyl) propanediamide to N, N'-bis-(o-aminophenyl) propanediamide
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The reductive electrodetosylation of N, N'-bis-(o-tosylaminophenyl) propanediamide was performed in an undivided cell fitted with a sacrificial aluminum anode, at constant current and at room temperature. The completion of the reduction process was favour
- Lu
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p. 16721 - 16730
(2007/10/03)
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- RECHERCHES EN SERIE BENZODIAZEPINE-1,5: SYNTHESES DES DITRIAZOLO--BENZODIAZEPINES-1,5
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The action of several o-phenylenediamines on malonic acid was studied.Six new ditriazolo-1,5-benzodiazepines were prepared from 1,5-benzodiazepin-2,4-diones.Their structures are supported by 1H nmr,ir, mass spectrometry and elemental analysis.
- Essassi, E. M.,Lamkadem, A.,Zniber, R.
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p. 277 - 286
(2007/10/02)
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