6533b82efe1ef96bd12930d1
RESEARCH PRODUCT
Synthese und biochemische Eigenschaften substituierter Phenoxy- und Anilino-1,3,5-triazine
B. RichterAlfred Kreutzbergersubject
chemistry.chemical_compoundchemistryNucleophileDrug DiscoveryChlorine atomNucleophilic substitutionPharmaceutical ScienceMedicinal chemistryDerivative (chemistry)description
Die nucleophile Substitution eines Chloratoms in 2,4-Dichlor-6-diethylamino-1,3,5-triazin (1) durch die Hydroxyacetophenone 2a–c fuhrt zu den 2-Acetylphenoxy-4-chlor-6-diethylamino-1,3,5-triazinen 3a–c. Analog geht aus der Umsetzung von 1 mit 4-Fluoranilin (4a) das Monoanilinoderivat 5a hervor; dagegen bildet sich unter den gleichen Reaktionsbedingungen aus 1 und 2-Fluoranilin (4b) das Dianilinoderivat 5b. Strukturtyp 3 zeichnet sich durch antimykotische und Antiprotozoenwirksamkeit aus, wahrend 5 herbizide Wirkungen auszulosen vermag. Synthesis and Biochemical Properties of Substituted Phenoxy- and Anilino-1,3,5-triazines The nucleophilic substitution of one chlorine atom in 2,4-dichloro-6-diethylamino-1,3,5-triazine (1) by reaction with the hydroxyacetophenones 2a–c leads to the 2-acetylphenoxy-4-chloro-6-diethylamino-1,3,5-triazines 3a–c. Analogously, reaction of 1 with 4-fluoroaniline (4a) yields the monoanilino derivative 5a. However, under the same conditions, the dianilino derivative 5b is formed from 1 and 2-fluoroaniline (4b). Compounds of type 3 exhibit activity against fungi and protozoa, while 5 has herbicidal activity.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1983-01-01 | Archiv der Pharmazie |