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

Authors :: Waszkielewicz AM
Cegła M
Żesławska E
Nitek W
Słoczyńska K
Marona H
Source :: Bioorganic & medicinal chemistry [Bioorg Med Chem] 2015 Aug 01; Vol. 23 (15), pp. 4197-4217. Date of Electronic Publication: 2015 Jun 27.
Publication Year :: 2015
Abstract: 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), 6 Hz, 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 compound 4: R-(-)-2N-[(2,6-dimethylphenoxy)ethyl]aminopropan-1-ol is active in MES with ED50=5.34 (male mice, ip), 22.28 (female mice, ip), 51.19 (male mice, po), 7.43 (rats, ip), and 28.60 (rats, po). Thermal analysis proved that its hydrochloride (4a) can exist in polymorphic forms. The compound binds to σ, 5-HT1A, and α2 receptors as well as 5-HT transporter and it does not exhibit mutagenic properties.<br /> (Copyright © 2015 Elsevier Ltd. All rights reserved.)

Subjects :: Animals
Chemistry Techniques, Synthetic
Disease Models, Animal
Electroshock adverse effects
Female
Male
Mice
Molecular Structure
Neurotoxicity Syndromes etiology
Pentylenetetrazole adverse effects
Rats, Sprague-Dawley
Rotarod Performance Test
Seizures drug therapy
Anticonvulsants chemistry
Anticonvulsants pharmacology
Drug Evaluation, Preclinical methods
Structure-Activity Relationship

Full Text Access

Tools