Competition between cyclisation and bisimine formation in the reaction of 1,3-diaminopropanes with aromatic aldehydes

Locke, Julie M.; Griffith, Renate; Bailey, Trevor D.; Crumbie, Robyn L.

doi:10.1016/j.tet.2009.10.060

Cited by 29 publications

(17 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A systematic conformational analysis and ab initio geometry optimization was carried out as described in the experimental section. The electronic parameters computed were HOMO and LUMO energies, LUMO and HOMO coefficients, normalized LUMO and HOMO coefficients for each atom (15). Common physicochemical properties are frequently related to biological activity and the drug-likeness concept, such as theoretical logP (Moriguchi¢s LogP)mlogP), (mlogP) 2 , molecular refractivity (MR) and molecular weight (MW), which also calculated using DRAGON software.…”

Section: Molecular Modeling and Qsar Studiesmentioning

confidence: 99%

Synthesis of 2-Hydrazolyl-4-Thiazolidinones Based on Multicomponent Reactions and Biological Evaluation Against Trypanosoma Cruzi

Pizzo

Saiz

Talevi

et al. 2011

Chemical Biology &Amp; Drug Design

View full text Add to dashboard Cite

A series of 18 novel 2-hydrazolyl-4-thiazolidinones-5-carboxylic acids, amides and 5,6-α,β-unsaturated esters were synthesized, and their in vitro activity on cruzipain and T. cruzi epimastigotes was determined. Some agents show activity at 37 μm concentration in the enzyme assay. Computational tools and docking were used to correlate the biological response with the physicochemical parameters of the compounds and their cruzipain inhibitory effects.

show abstract

Section: Molecular Modeling and Qsar Studiesmentioning

confidence: 99%

Synthesis of 2-Hydrazolyl-4-Thiazolidinones Based on Multicomponent Reactions and Biological Evaluation Against Trypanosoma Cruzi

Pizzo

Saiz

Talevi

et al. 2011

Chemical Biology &Amp; Drug Design

View full text Add to dashboard Cite

show abstract

“…1. The bis-Schiff base was not observed here [10,11], but two dissymmetric isomers (L and L * ) containing three heterocyclic rings were obtained. A ca.…”

Section: Resultsmentioning

confidence: 83%

Complexation to Cadmium(II) of a Tetradentate Ligand Resulting from the Condensation of 2-Pyridinecarbaldehyde with N-(2- Aminoethyl)propane-1,3-diamine

Hakimi

Mardani

Moeini

et al. 2013

Zeitschrift Für Naturforschung B

View full text Add to dashboard Cite

The reaction of 2-pyridinecarbaldehyde with N-(2-aminoethyl)propane-1,3-diamine in a 2 : 1 molar ratio under microwave irradiation gave 2-(2-(pyridin-2-yl)-tetrahydropyrimidin-1(2H)-yl)-N-(pyridin-2-ylmethylene)ethanamine (L) as a mixture with the isomer 3-(2-(pyridin-2-yl)imidazolidin-1-yl)-N-(pyridin-2-ylmethylene)propan-1-amine (L * ). The molecules were characterized by elemental analyses and spectroscopic methods. Percentages of L and L * were evaluated through integration of selected 1 H NMR signals. The cadmium iodide complex of L, [Cd(L)I 2 ]·H 2 O (1), was prepared and identified by elemental analysis, FT-IR, Raman, and 1 H NMR spectroscopy, and single-crystal X-ray diffraction. In the crystal structure of 1 the cadmium atom with four coordinated nitrogen atoms and two iodide ions has a distorted octahedral geometry. A water molecule is also incorporated in the crystal network. Several hydrogen bonds including N-H···O, C-H···O, C-H···I, and O-H···I interactions are present in the crystal structure of 1.

show abstract

“…Such compounds have been used as dyes and pigments, corrosion inhibitors, thermo-stable materials, and catalysts [3][4][5][6] and in medical applications as antifungal, anticancer, and antibacterial agents [7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

1,3-Bis[(E)-(3-bromobenzylidene)amino]propan-2-ol

Warad

Abedalrazeq

Amer

et al. 2017

Molbank

View full text Add to dashboard Cite

1,3-Bis[(E)-(3-bromobenzylidene)amino]propan-2-ol Schiff base was synthesized in an acceptable yield by condensation of 3-bromobenzaldehyde with 1,3-diaminopropan-2-ol in methanol. The structure of the desired Schiff base compound was spectroscopically analyzed by EI-MS, CHN-elemental analysis, FT-IR, UV-visible, and 1 H and 13 C-NMR. The structure was also computed by DFT-optimization, MEP, Mulliken, NPA, IR-B3LYP/6-311++G(d), and SCF-TD-DFT.

show abstract

Competition between cyclisation and bisimine formation in the reaction of 1,3-diaminopropanes with aromatic aldehydes

Cited by 29 publications

References 33 publications

Synthesis of 2-Hydrazolyl-4-Thiazolidinones Based on Multicomponent Reactions and Biological Evaluation Against Trypanosoma Cruzi

Synthesis of 2-Hydrazolyl-4-Thiazolidinones Based on Multicomponent Reactions and Biological Evaluation Against Trypanosoma Cruzi

Complexation to Cadmium(II) of a Tetradentate Ligand Resulting from the Condensation of 2-Pyridinecarbaldehyde with N-(2- Aminoethyl)propane-1,3-diamine

1,3-Bis[(E)-(3-bromobenzylidene)amino]propan-2-ol

Contact Info

Product

Resources

About