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article

Design, synthesis, and anticonvulsant activity of some derivatives of xanthone with aminoalkanol moieties

Anna M. Waszkielewicz, Karolina Słoczyńska, Elżbieta Pękala, Paweł Żmudzki, more

Chemical Biology & Drug Design > 89 > 3 > 339 - 352

A series of new xanthone derivatives have been synthesized and evaluated for their anticonvulsant properties in the maximal electroshock, subcutaneous metrazole tests and for neurotoxicity in the rotarod in mice, i.p. and rats, p.o. Compound 9: R,S‐2‐{2‐[(1‐hydroxybutan‐2‐yl]amino)ethoxy}‐9H‐xanthen‐9‐one and compound 12: R,S‐2‐{3‐[(1‐hydroxybutan‐2‐yl)amino]propoxy}‐9H‐xanthen‐9‐one exerted activity...

article

Design, physico-chemical properties and biological evaluation of some new N-[(phenoxy)alkyl]- and N-{2-[2-(phenoxy)ethoxy]ethyl}aminoalkanols as anticonvulsant agents

A.M. Waszkielewicz, A. Gunia-Krzyżak, B. Powroźnik, K. Słoczyńska, more

Bioorganic & Medicinal Chemistry > 2016 > 24 > 8 > 1793-1810

A series of thirty N-(phenoxy)alkyl or N-{2-[2-(phenoxy)ethoxy]ethyl}aminoalkanols has been designed, synthesized and evaluated for anticonvulsant activity in MES, 6Hz test, and pilocarpine-induced status epilepticus. Among the title compounds, the most promising seems R-(−)-2N-{2-[2-(2,6-dimethylphenoxy)ethoxy]ethyl}aminopropan-1-ol hydrochloride (22a) with proved absolute configuration with X-ray...

article

N-[(2,6-Dimethylphenoxy)alkyl]aminoalkanols—their physicochemical and anticonvulsant properties

Anna M. Waszkielewicz, Marek Cegła, Ewa Żesławska, Wojciech Nitek, more

Bioorganic & Medicinal Chemistry > 2015 > 23 > 15 > 4197-4217

Twenty four new N-[(dimethylphenoxy)alkyl]aminoalkanols have been synthesized and evaluated for anticonvulsant activity in a series of in vivo tests: the maximum electroshock (MES), 6Hz, and subcutaneous metrazole (ScMet). The compounds were also evaluated for possible neurotoxicity in the rotarod test. The majority of the achieved compounds exhibit quantified anticonvulsant activity. The most active...

article

A new synthesis of bicyclic N,O- and N,S-enaminals by the anionic cyclization of alk-4-ynals with amino alcohols and amino thiols

V. D. Gvozdev, K. N. Shavrin, O. M. Nefedov

Russian Chemical Bulletin > 2014 > 63 > 2 > 409-415

A reaction of alk-4-ynals with aliphatic amino alcohols or 2-aminoethanethiol in the system DMSO—KOH gives bicyclic N,O- and N,S-enaminals: 6-methylidenehexahydro-2H-pyrrolo[2,1-b][1,3]oxazines, 5-methylidenehexahydropyrrolo[2,1-b]oxazoles, or 5-methyl-idenehexahydropyrrolo[2,1-b]thiazoles. The reaction proceeds through the formation of equilibrium mixtures of the corresponding imines and monocyclic...

article

Synthesis and Some Biological Properties of Aminoalkyl Ester Methyliodides of Substituted Acetic and Propionic Acids

A. U. Isakhanyan, G. A. Gevorgyan, N. S. Arutyunyan, G. G. Tokmadjyan, more

Pharmaceutical Chemistry Journal > 2013 > 47 > 9 > 481-484

The reaction of some aminoalkanols with substituted acetic and propionic acid chlorides was used to synthesize the corresponding (2-dimethylamino-1-methyl and 2-azepan-1-yl)ethyl esters, the methyliodides of which were prepared in order to conduct antibacterial tests of the resulting salts. High antibacterial activity was found for the methyliodides of the aminoalkyl esters of substituted propionic...

article

Tin(II) and Tin(IV) Compounds with Scorpion‐Shaped Ligands – Intramolecular N→Sn vs. Intermolecular O→Sn Coordination

Ljuba Iovkova‐Berends, Thorsten Berends, Thomas Zöller, Gerrit Bradtmöller, more

European Journal of Inorganic Chemistry > 2012 > 19 > 3191 - 3199

The syntheses of new potentially tetradentate ligands of the type RN(CH₂CMe₂OH)₂ (1, R = Me₂NCH₂CH₂; 2, R = MeOCH₂CH₂), their tin(II) derivatives RN(CH₂CMe₂O)₂Sn (3, R = Me₂NCH₂CH₂; 4, R = MeOCH₂CH₂), the pentacarbonyltungsten complexes RN(CH₂CMe₂O)₂SnW(CO)₅ (5, R = Me₂NCH₂CH₂; 6, R = MeOCH₂CH₂) and their oxidation products with bromine, RN(CH₂CMe₂O)₂SnBr₂ (7, R = Me₂NCH₂CH₂; 8, R = MeOCH₂CH₂), are...

article

Synthesis of ω‐amino‐α‐phenylcarbonate alkanes and their polymerization to [n]‐polyurethanes

Silvina M Arce, Adriana A Kolender, Oscar Varela

Polymer International > 59 > 9 > 1212 - 1220

Aliphatic [n]‐polyurethanes have recently been synthesized from ω‐isocyanato‐α‐alkanols or, more traditionally, by cationic ring‐opening polymerization of cyclourethanes or by the Bu₂Sn(OMe)₂‐promoted polycondensation of ω‐hydroxy‐α‐O‐phenylurethane alkanes. For the latter procedures, the conditions employed do not seem to be suitable for highly functionalized monomers. In contrast, the polymerization...

article

The role of preferential interactions between similar domains in determining the behavior of aqueous solutions of aminoalkanols. A microcalorimetric study

Thermochimica Acta > 1998 > 313 > 2 > 125-130

Enthalpies of dilution of binary aqueous solutions containing 1molkg ^- ¹ NaOH as cosolvent and the homologous series of α,ω-aminoalkanols and 2-amino-1-alkanols as solutes have been determined by flow microcalorimetry at 298K. Enthalpic self and cross interaction coefficients of the virial expansion of the excess enthalpies were evaluated. These coefficients are positive and increase at...

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