6533b7d8fe1ef96bd126a17c

RESEARCH PRODUCT

Antidiabetische wirkstoffe. V Lang- und verzweigtkettig substituierte chlor-dihexylamino-1,3,5-triazine

Alfred KreutzbergerU. Rose

subject

chemistry.chemical_compoundNucleophilechemistryHexylamineStereochemistryOrganic ChemistryNucleophilic substitutionAmine gas treatingStructure typeDipropylamineNuclear magnetic resonance spectroscopyMethylene

description

Die nucleophile Substitution eines Chloratoms in 2,4-Dichlor-6-dihexylamino-1,3,5-triazin (1) durch Amine (2a-c) fuhrt zu den Alkylamino-chlor-dihexylamino-1,3,5-triazinen 3a-c. Fur Strukturtyp 3 typische Signale in den 1H-NMR-Spektren sind das Triplett bei 0,9 ppm fur die endstandigen Methylgruppen und das Multiplett bei 3,3-3,65 ppm fur die den Stickstoffatomen benachbarten Methylengruppen. In Verbindungsklasse 3 finden sich Vertreter mit antidiabetischer, trichomonazider, antiviraler und anthelminthischer Wirksamkeit. The nucleophilic substitution of one chlorine atom in 2,4-dichloro-6-dihexylamino-1,3,5-triazine (1) by amines 2a-c leads to the alkylamino-chlorodihexylamino-1,3,5-triazines 3a-c. Typical signals in the 1H-nmr spectra of structure type 3 are the triplet at 0.9 ppm for the terminal methyl groups and the multiplet at 3.3–3.65 ppm for the methylene groups neighboring the nitrogen atoms. Compound class 3 comprises representatives exhibiting antidiabetic, trichomonacidal, antiviral and anthelminthic activity.

https://doi.org/10.1002/jhet.5570220564