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

2015
journal article
article
18
cris.lastimport.wos2024-04-09T20:22:33Z
dc.abstract.enTwenty 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.pl
dc.affiliationWydział Farmaceutyczny : Zakład Chemii Bioorganicznejpl
dc.affiliationWydział Farmaceutyczny : Zakład Biochemii Farmaceutycznejpl
dc.affiliationWydział Chemii : Zakład Krystalochemii i Krystalofizykipl
dc.affiliationWydział Farmaceutyczny : Zakład Chemii Organicznejpl
dc.cm.id73596
dc.contributor.authorWaszkielewicz, Anna - 242824 pl
dc.contributor.authorCegła, Marek - 128972 pl
dc.contributor.authorŻesławska, Ewapl
dc.contributor.authorNitek, Wojciech - 130975 pl
dc.contributor.authorSłoczyńska, Karolina - 200093 pl
dc.contributor.authorMarona, Henryk - 200513 pl
dc.date.accessioned2015-12-09T10:11:42Z
dc.date.available2015-12-09T10:11:42Z
dc.date.issued2015pl
dc.description.number15pl
dc.description.physical4197-4217pl
dc.description.points30pl
dc.description.volume23pl
dc.identifier.doi10.1016/j.bmc.2015.06.045pl
dc.identifier.eissn1464-3391pl
dc.identifier.issn0968-0896pl
dc.identifier.urihttp://ruj.uj.edu.pl/xmlui/handle/item/17919
dc.languageengpl
dc.language.containerengpl
dc.rights.licencebez licencji
dc.subject.en6 Hzpl
dc.subject.enanticonvulsant activitypl
dc.subject.enames testpl
dc.subject.encrystal structurepl
dc.subject.enaminoalkanolspl
dc.subject.enDSCpl
dc.subject.enmutagenicitypl
dc.subject.enMESpl
dc.subject.enrotarodpl
dc.subject.enTGpl
dc.subject.enseizurespl
dc.subject.enTOXpl
dc.subtypeArticlepl
dc.titleN-[(2,6-Dimethylphenoxy)alkyl]aminoalkanols : their physicochemical and anticonvulsant propertiespl
dc.title.journalBioorganic & Medicinal Chemistrypl
dc.typeJournalArticlepl
dspace.entity.typePublication
cris.lastimport.wos
2024-04-09T20:22:33Z
dc.abstract.enpl
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.
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Chemii Bioorganicznej
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Biochemii Farmaceutycznej
dc.affiliationpl
Wydział Chemii : Zakład Krystalochemii i Krystalofizyki
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Chemii Organicznej
dc.cm.id
73596
dc.contributor.authorpl
Waszkielewicz, Anna - 242824
dc.contributor.authorpl
Cegła, Marek - 128972
dc.contributor.authorpl
Żesławska, Ewa
dc.contributor.authorpl
Nitek, Wojciech - 130975
dc.contributor.authorpl
Słoczyńska, Karolina - 200093
dc.contributor.authorpl
Marona, Henryk - 200513
dc.date.accessioned
2015-12-09T10:11:42Z
dc.date.available
2015-12-09T10:11:42Z
dc.date.issuedpl
2015
dc.description.numberpl
15
dc.description.physicalpl
4197-4217
dc.description.pointspl
30
dc.description.volumepl
23
dc.identifier.doipl
10.1016/j.bmc.2015.06.045
dc.identifier.eissnpl
1464-3391
dc.identifier.issnpl
0968-0896
dc.identifier.uri
http://ruj.uj.edu.pl/xmlui/handle/item/17919
dc.languagepl
eng
dc.language.containerpl
eng
dc.rights.licence
bez licencji
dc.subject.enpl
6 Hz
dc.subject.enpl
anticonvulsant activity
dc.subject.enpl
ames test
dc.subject.enpl
crystal structure
dc.subject.enpl
aminoalkanols
dc.subject.enpl
DSC
dc.subject.enpl
mutagenicity
dc.subject.enpl
MES
dc.subject.enpl
rotarod
dc.subject.enpl
TG
dc.subject.enpl
seizures
dc.subject.enpl
TOX
dc.subtypepl
Article
dc.titlepl
N-[(2,6-Dimethylphenoxy)alkyl]aminoalkanols : their physicochemical and anticonvulsant properties
dc.title.journalpl
Bioorganic & Medicinal Chemistry
dc.typepl
JournalArticle
dspace.entity.type
Publication

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