The nitrogen inversion in fused isoxazolidinyl derivatives of substituted uracil: synthesis, NMR and computational analysis

A large number of aminophosphines were prepared to study the kinetic processes. It could be shown that at room temperature there is rapid nitrogen-inversion but slow phosphorous-inversion. At higher temperatures ( + 80 °C), a rapid chlorine-exchange takes place with inversion of configuration at phosphorous. At low temperatures ( — 80 °C), rotation around the N-P-bond was slow. A dependence of the barrier of rotation on the size of the substituents could be recognized. It is possible that pπ-dπ-bonding is partially responsible for the relatively high barrier of rotation compared with derivatives of ethane and hydrazine.

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N-derivatives of formaldimines: the reason for the high nitrogen inversion barriers in N-methyl- and N-chloroimines

European Chemical Bulletin ◽

10.17628/ecb.2020.9.107-113 ◽

2020 ◽

Vol 9 (3) ◽

pp. 107

Author(s):

Yuliya A. Chertykhina ◽

Nataliya V. Kutsik-Savchenko ◽

Bohdan V. Murashevych ◽

Oleg S. Lebed ◽

Alexander V. Tsygankov ◽

...

Keyword(s):

High Nitrogen ◽

Nitrogen Inversion ◽

Derivatives Of

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Computational analysis of the dinitramine and chlorine derivatives of benzene and s-tetrazine

Journal of Molecular Structure THEOCHEM ◽

10.1016/0166-1280(92)85106-u ◽

1992 ◽

Vol 262 ◽

pp. 155-170 ◽

Cited By ~ 16

Author(s):

Peter Politzer ◽

Jane S. Murray ◽

Jorge M. Seminario ◽

Richard S. Miller

Keyword(s):

Computational Analysis ◽

Derivatives Of

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On local anesthetic action of some dimethylacetamide compounds

Research Results in Pharmacology ◽

10.3897/rrpharmacology.4.31440 ◽

2018 ◽

Vol 4 (4) ◽

pp. 1-8 ◽

Cited By ~ 1

Author(s):

Andrei Novikov ◽

Ekaterina Blinova ◽

Elena Semeleva ◽

Karina Karakhanjan ◽

Mikhail Mironov ◽

...

Keyword(s):

Local Anesthetic ◽

Nerve Conduction ◽

Computational Analysis ◽

Anesthetic Activity ◽

Local Anesthetic Activity ◽

Quaternary Compound ◽

Conduction Anesthesia ◽

Sciatic Nerves ◽

Derivatives Of ◽

Infiltration Anesthesia

The study aim was to explore local anesthetic properties of some tertiary and quaternary derivatives of dimethylacetamide. Materials and methods. The study was performed on white laboratory mice and rats of both sexes, male Agouti guinea pigs, and isolated sciatic nerves of lake frog. In the focus of the study there were two quaternary and eight tertiary compounds of dimethylacetamide with substituted anion with some amino and carbonic acids residue. A local anesthetic property was predicted by computational analysis. Acute toxicity of the most promising substances was studied in mice through subcutaneous route. Local anesthetic activity of tertiary compounds LKhT-3-00, LKhT-4-00 and quaternary LKhT-12-02 was studied on models of terminal, infiltration and conduction anesthesia. The influence of substances on mixed nerve conduction was investigated on lake frog’s isolated sciatic nerves. Results and discussion. The greatest probability of the local anesthetic activity during computational analysis was estimated for the tertiary derivatives of dimethylacetamide LKhT-3-00 and LKhT-4-00 and for the quaternary compound LKhT-12-02. According to their toxicological profile, the compounds belong to moderately toxic substances (class 3). On the model of terminal and infiltration anesthesia, substances LKhT-3-00 and LKhT-4-00 at concentrations of 0.5-1% rapidly cause deep and prolonged anesthesia. On the models of conduction anesthesia, the quaternary derivative of dimethylacetamide LKhT-12-02 has the greatest analgesic effect. The duration of the effect of the substance is over 3 hours. All the investigated compounds block sciatic nerve conduction. The longest effect is registered for LKhT-12-02. Conclusions. Dimethylacetamide derivatives at concentrations of 0.5-1.0% exhibit a local anesthetic activity, and are effective for terminal, conduction and infiltration anesthesia. Their effect is due to blockade of nerve conduction.

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Synthesis, structure and computational study of 5-[(prop-2-en-1-yl)sulfanyl]-1,3,4-thiadiazol-2-amine (Pesta) and its heterometallic π,σ-complex [Cu2FeCl2(Pesta)4][FeCl4]

Acta Crystallographica Section C Structural Chemistry ◽

10.1107/s2053229621004198 ◽

2021 ◽

Vol 77 (5) ◽

pp. 249-256

Author(s):

Yurii Slyvka ◽

Vasyl Kinzhybalo ◽

Olga Shyyka ◽

Marian Mys'kiv

Keyword(s):

Coordination Compounds ◽

Computational Analysis ◽

Computational Study ◽

Transition Metal Ions ◽

Chloride Ions ◽

The Novel ◽

Π Complex ◽

Derivatives Of ◽

Anionic Part

Copper(I) π-coordination compounds with allyl derivatives of azoles are an interesting subject of current research, but CuI π-complexes with other transition-metal ions incorporated in the structure have been virtually uninvestigated. The present work is directed toward the synthesis and structural characterization of the novel heterometallic CuI/FeII π-complex di-μ2-chlorido-1:2κ2 Cl;2:3κ2 Cl-tetrakis[μ2-5-(prop-2-en-1-ylsulfanyl)-1,3,4-thiadiazol-2-amine]-1:2κ2 N 4:N 3;1(η2),κN 4:2κN 3;2:3κ2 N 3:N 4;2κN 3:3(η2),κN 4-dicopper(I)iron(II) tetrachloridoferrate(II), [Cu2FeCl2(C5H7N3S2)4][FeCl4] (1). The structure of the 5-[(prop-2-en-1-yl)sulfanyl]-1,3,4-thiadiazol-2-amine (Pesta, C5H7N3S2) ligand is also presented. The cationic substructure in 1 consists of one FeII and two CuI ions bridged by two chloride ions along with two σ,σ- and two π,σ-coordinated ligands, whereas the anionic part is built of isolated tetrahedral [FeCl4]2− ions. π-Coordination of the Pesta allyl group to the CuI ions prevents agglomeration of the inorganic Cu–Cl–Fe–Cl–Cu part into infinate chains. An energy framework computational analysis was performed for Pesta.

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