scholarly journals Study of physico-chemical properties of potential beta-adrenolytics

2014 ◽  
Vol 61 (2) ◽  
pp. 49-54
Author(s):  
M. Stankovičová ◽  
Ž. Bezáková ◽  
P. Mokrý ◽  
P. Salát ◽  
M. Kočík ◽  
...  
Keyword(s):  
Partition Coefficients ◽  
Spectral Characteristics ◽  
Chemical Properties ◽  
Side Chain ◽  
Log P ◽  
Structure Activity ◽  
Physico Chemical ◽  
The Relationship ◽  
Layer Chromatography ◽  
Derivatives Of

Abstract The aim of this paper is the study of physico-chemical properties of the chosen compounds, derivatives of 2-hydroxy-3-[2-(4-methoxyphenyl) ethylamino]propyl-4-[(alkoxycarbonyl)amino]benzoates and 2-hydroxy-3-[2-(2-methoxyphenyl)ethylamino]propyl-4-[(alkoxycarbonyl) amino]benzoates with potential ultra-short beta-adrenolytic activity. The studied compounds are different in the position of the substituent on the benzene ring in the side chain as well as in the aromatic ring in position 4 with alkyl- (methylto butyl-) carbamate. The physico-chemical characteristics, for example, lipophilicity, surface activity, adsorbability, acidobasic properties etc., are very important for the explanation of the relationship between structure and biological activity of the drug. These parameters serve as the base of quantitative structure-activity study. The goal of this work is to establish the spectral characteristics of studied compounds in UV-area, pKa values, the parameters of lipophilicity (the values of Rf and RM from thin layer chromatography, retention time t´R and capacity factor k´ from liquid chromatography and experimental partition coefficients log P´ values), surface tension, critical micelle concentrations, the adsorbability of compounds expressed by percent of adsorbed compound on active charcoal β% as well as by Freundlich adsorption isotherms. The obtained values are correlated with the parameters characterising the size of molecule, for example, the number of carbon atoms on carbamate functional group.

scholarly journals Estimation of the retention behaviour of s-triazine derivatives applying multiple regression analysis of selected molecular descriptors

2013 ◽  
pp. 229-237 ◽  
Author(s):  
Lidija Jevric ◽  
Sanja Podunavac-Kuzmanovic ◽  
Strahinja Kovacevic ◽  
Natasa Kalajdzija ◽  
Bratislav Jovanovic
Keyword(s):  
Dissociation Constant ◽  
Water Solubility ◽  
Molecular Descriptors ◽  
Chemical Properties ◽  
Log P ◽  
Retention Factors ◽  
Solute Retention ◽  
Physico Chemical ◽  
Hydrophilic Lipophilic Balance ◽  
Triazine Derivatives

The estimation of retention factors by correlation equations with physico-chemical properties can be of great helpl in chromatographic studies. The retention factors were experimentally measured by RP-HPTLC on impregnated silica gel with paraffin oil using two-component solvent systems. The relationships between solute retention and modifier concentration were described by Snyder?s linear equation. A quantitative structure-retention relationship was developed for a series of s-triazine compounds by the multiple linear regression (MLR) analysis. The MLR procedure was used to model the relationships between the molecular descriptors and retention of s-triazine derivatives. The physicochemical molecular descriptors were calculated from the optimized structures. The physico-chemical properties were the lipophilicity (log P), connectivity indices (?), total energy (Et), water solubility (log W), dissociation constant (pKa), molar refractivity (MR), and Gibbs energy (GibbsE) of s-triazines. A high agreement between the experimental and predicted retention parameters was obtained when the dissociation constant and the hydrophilic-lipophilic balance were used as the molecular descriptors. The empirical equations may be successfully used for the prediction of the various chromatographic characteristics of substances, with a similar chemical structure.

New 4-Hydroxypyridine and 4-Hydroxyquinoline Derivatives as Inhibitors of NADH-ubiquinone Reductase in the Respiratory Chain

1989 ◽  
Vol 44 (7-8) ◽  
pp. 609-616 ◽  
Author(s):  
Kun Hoe Chung ◽  
Kwang Yun Cho ◽  
Yasuko Asami ◽  
Nobutaka Takahashi ◽  
Shigeo Yoshida
Keyword(s):  
Electron Transport ◽  
Respiratory Chain ◽  
Side Chain ◽  
Pyridine Derivatives ◽  
Transport Function ◽  
Optimal Length ◽  
Structure Activity ◽  
Membrane Effect ◽  
Relationship Of ◽  
Derivatives Of

Many derivatives of 2,3-dim ethoxy-4-hydroxypyridine, which were designed from examination of the structure-activity relationship of piericidins, were tested for inhibition of NADH-UQ reductase. The lipophilic side chain of those compounds was indicated to be a key part for activity and its optimal length was conjectured. By the use of two different phases of assay material, intact mitochondria and submitochondria, the size of a membrane effect was shown to depend on the structure of the side chain. 4-Hydroxyquinoline derivatives were also tested for an analogous role in relation to the electron transport function of menaquinone, and they were proven to be inhibitors of NADH-UQ reductase as good as the pyridine derivatives.

Structural studies on monofluorinated derivatives of the phytohormone indole-3-acetic acid (auxin)

1996 ◽  
Vol 52 (4) ◽  
pp. 651-661 ◽  
Author(s):  
A. Antolić ◽  
B. Kojić-Prodić ◽  
S. Tomić ◽  
B. Nigović ◽  
V. Magnus ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Side Chain ◽  
Structural Studies ◽  
X Ray Diffraction ◽  
Molecular Conformations ◽  
X Ray ◽  
Structure Activity ◽  
Planar Conformation ◽  
Derivatives Of ◽  
Indole 3 Acetic Acid

As part of the molecular recognition studies on the phytohormone indole-3-acetic acid (IAA) a series of fluorinated IAA's has been examined. The phenyl ring substitution at positions 4, 5, 6 and 7 resulted in four compounds, which were analyzed. Structure–activity correlation includes the analysis of their molecular conformations, based on the X-ray diffraction and computational chemistry results, and bioactivity determinations in the Avena coleoptile and the Pisum sativum stem straight-growth tests, lipophilicity and UV absorbance. The conformations of monofluorinated IAA's and a free hormone are defined by rotations about two bonds: one describes the relative orientation of a side chain towards the indole plane and the second the orientation of the carboxylic group. The results of X-ray structure analysis revealed the folded shape of the molecules in all compounds studied. Molecular mechanics and dynamics located the folded conformation as the local minimum, but failed to detect the planar conformation as one of the local minima, which according to ab initio results on IAA and 4-CI-IAA could also be possible. Crystal data at 295 K for 4-F-IAA and at 297 K for 5-F-IAA, and at 100 K for 6-F-IAA and 7-F-IAA using Mo Kα radiation (λ = 0.71073 Å) and Cu Kα (λ = 1.5418 Å, for 7-F-IAA), are as follows: 4-F-IAA, C10H8NO2F, Mr = 193.18, monoclinic, C2/c, a = 17.294 (5), b = 13.875 (4), c = 7.442 (4) Å, β = 103.88 (6)°, V = 1734 (1) Å3, Z = 8, Dx = 1.480 g cm−3, μ = 1.1 cm−1, F(000) = 800, R = 0.043, wR = 0.044 for 823 symmetry-independent [I ≥ 3σ(I)] reflections; 5-F-IAA, C10H8NO2F, monoclinic, P21/c, a = 19.284 (5), b = 5.083 (4), c = 9.939 (4) Å, β = 117.28 (6)°, V = 865.9 (1) Å3, Z = 4, Dx = 1.482 g cm−3, μ = 1.1  cm−1, F(000) = 400, R = 0.062, wR = 0.057 for 729 symmetry-independent [I ≥ 3σ(I)] reflections; 6-F-IAA, C10H8NO2F, monoclinic, P21/a, a = 9.360 (1), b = 5.167 (4), c = 17.751 (4) Å, β = 93.75 (1)°, V = 856.7 (8) Å3, Z = 4, Dx = 1.498 g cm−3, μ = 1.1 cm−1, F(000) = 400, R = 0.048, wR = 0.048 for 1032 symmetry-independent [I ≥ 2σ(I)] reflections; 7-F-IAA, C10H8NO2F, monoclinic, P21/a, a = 9.935 (5), b = 5.0059 (4), c = 17.610 (1) Å, β = 102.13 (1)°, V = 856.3 (1) Å3, Z = 4, Dx = 1.498 g cm−3, μ = 9.8 cm−1 (Cu Kα, F(000) = 400, R = 0.035, wR = 0.040 for 1504 symmetry-independent [I ≥ 2σ(I)] reflections.

Partitioning of unsubstituted Polycyclic Aromatic Hydrocarbons between surface sediments and the water column in the Brisbane River Estuary

1990 ◽  
Vol 41 (4) ◽  
pp. 443 ◽  
Author(s):  
SI Kayal ◽  
DW Connell
Keyword(s):  
Polycyclic Aromatic Hydrocarbons ◽  
Water Column ◽  
Aromatic Hydrocarbons ◽  
Partition Coefficients ◽  
Laboratory Experiments ◽  
River Estuary ◽  
Chemical Properties ◽  
Linear Relationships ◽  
Physico Chemical ◽  
Polycyclic Aromatic

In all, 23 sediment samples and 8 water column samples from the Brisbane River estuary, Queensland, Australia, were analysed for polycyclic aromatic hydrocarbons (PAHs) in order to assess the field partitioning behaviour of these hydrocarbons. Twelve PAHs, ranging in molecular weight from naphthalene to benzo[a]pyrene, were identified and quantified. Their partition coefficients, indexed to sediment organic carbon and lipid content, were calculated after filtering to remove particulates and making a calculated adjustment for colloids, or organic matter, in the water phase. In logarithmic form, the partition coefficients were related to the physico-chemical properties of the compounds (Kow, Sw, RRT) by relationships having a parabolic shape rather than being linear. However, compounds with log Kow values of less than 5.5 gave linear relationships comparable to, but distinctly different from, those obtained from laboratory experiments. It is suggested that field conditions have distinctive differences from laboratory experiments that do not allow the direct translation of laboratory-based relationships to the natural aquatic environment.

Combination of solid-state NMR and 1H NMR relaxometry for the study of intercalated saponite clays with the macrocyclic derivatives of Gd(iii) and Y(iii)

2020 ◽  
Vol 49 (20) ◽  
pp. 6566-6571 ◽  
Author(s):  
Daniela Lalli ◽  
Stefano Marchesi ◽  
Fabio Carniato ◽  
Chiara Bisio ◽  
Lorenzo Tei ◽  
...  
Keyword(s):  
Solid State ◽  
1H Nmr ◽  
Solid State Nmr ◽  
Chemical Properties ◽  
H Nmr ◽  
Nmr Relaxometry ◽  
Physico Chemical ◽  
Derivatives Of ◽  
1H Nmr Relaxometry ◽  
Synthetic Saponite

A combination of solid-state NMR and 1H-NMR relaxometric investigations has been employed to characterize the structure and physico-chemical properties of a novel synthetic saponite intercalated with Gd(iii) and Y(iii) chelates.

scholarly journals Synthesis, physico-chemical properties of 3-thio and 3-thio -4-amino derivatives of 1,2,4-triazole

2019 ◽  
pp. 28-44
Author(s):  
V. V. Parchenko
Keyword(s):  
Chemical Properties ◽  
Biological Properties ◽  
Modern Medicine ◽  
Toxic Substances ◽  
Triazole Derivatives ◽  
Synthetic Drugs ◽  
Physico Chemical ◽  
Methods Of Synthesis ◽  
Amino Derivatives ◽  
Derivatives Of

Modern medicine and pharmacy has at its disposal highly efficient synthetic drugs. Large extent of these drugs accounted for derivatives of 1,2,4-triazole. The purpose of the work was an attempt to summarize the literature in recent years related to the methods of synthesis and study of physico-chemical properties 3-thio- and 3-thio-4-amino derivatives of 1,2,4-triazole. Studies national scientists in recent years indicates prospects of the search in this direction, since this class of organic compounds is interest not only to scientists pharmaceutical, medical and veterinary field, but also among researchers of engineering, metallurgical and agricultural areas. 1,2,4-triazole derivatives are also widely used in practice for optical materials, photosensitizers are used as coloring agents, antioxidants, additives for fuels and oils, some of which are widely used as corrosion inhibitors for controlling various pests in agriculture. In addition, 1,2,4-triazole derivatives belong to the class low toxic or essentially non-toxic substances. The presence of a growing number of publications about methods of synthesis, reactions, physico-chemical and biological properties of 1,2,4-triazole, inspires scientists around the world search for perspective molecules of substituted 1,2,4-triazole. It should be noted that in spite of a sufficient amount of information about the derivatives of 1,2,4-triazole, some issues related to the generalization of data in the literature synthesis presented insufficient.

scholarly journals Application of lipophilicity parameters in QSRR analysis of newly synthesized s-triazine derivatives: Prediction of the retention behavior

2011 ◽  
Vol 65 (5) ◽  
pp. 533-540 ◽  
Author(s):  
Lidija Jevric ◽  
Bratislav Jovanovic ◽  
Sonja Velimirovic ◽  
Aleksandra Tepic ◽  
Gordana Koprivica ◽  
...  
Keyword(s):  
Partition Coefficients ◽  
Structural Parameters ◽  
Chemical Properties ◽  
Reversed Phase ◽  
Retention Behavior ◽  
Chemical Screening ◽  
Physico Chemical ◽  
Agricultural Chemistry ◽  
Triazine Derivatives ◽  
Coefficient Measurement

Considerable attention has been paid to the analysis of chemicals in the s-triazine group, due to their widespread use in agricultural chemistry and their subsequent impact on biological systems. For initial chemical screening of the activity of newly synthesized compounds, it is recommended to determine their lipophilicity and physico-chemical property in relation to biological activity. Lipophilicity is difficult to quantify. The most widely accepted measure of lipophilicity is the octanol-water partition coefficient. Measurement of the octanol-water partition coefficients is achieved by an alternative method, i.e. reversed-phase liquid chromatography. Reversed-phase thin-layer chromatography (RP TLC) is a rapid method for the analysis of large number of s-triazine type compounds. Certain relationship between the structure of s-triazine compounds and their mobility on silica gel impregnated with paraffin oil have recently been demonstrated. The retention behavior of compounds in various chromatographic systems strongly depends on their physico-chemical properties. Recently, much effort was given in finding adequate mathematical model relating the retention of the given analyte to its physico-chemical and structural parameters (descriptors). These correlations are known as quantitative structure-retention relationships (QSRR), which offer a powerful tool for the prediction of separation behavior. The QSRR equations describing retention constants RM0, determined for different modifiers in mobile phase in terms of logarithms of n-octanol-water partition coefficients, were derived. The partition coefficients (AlogPs, AClogP, AB/logP, milogP, AlogP, MlogP, logPKowin, XlogP2, XlogP3, ACDlogP i ClogP) were calculated by application of different software packages. The goal of this paper was to select the logP data and TLC system that best characterize octanol/water partitioning and thus the lipophilicity of the investigated molecules.

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