Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogues Containing Polycyclic Fragments: XXI. N-(Adamantane-1-carbonyl]-N′-(haloaryl)selenoureas

Abstract Selenoureas containing a halophenyl fragment were synthesized in 37–59% yields from adaman­tane-1-carbonyl isoselenocyanate and haloanilines. Replacement of the sulfur atom by selenium resulted in a reduction of the melting points of selenoureas by 8–47°C in comparison to their sulfur analogues. In silico screening showed that the most probable types of biological activity of the synthesized selenoureas are inhibition of human soluble epoxide hydrolase and anxiolytic activity.

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Journal
Russian Journal of Organic Chemistry
Published
2024-10-01
DOI
https://doi.org/10.1134/s107042802410004x
Primary Topic
Eicosanoids and Hypertension Pharmacology
Type
article
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article

Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogues Containing Polycyclic Fragments: XXI. N-(Adamantane-1-carbonyl]-N′-(haloaryl)selenoureas

Ya. P. Kuznetsov, Д. А. Питушкин, Г. М. Бутов
1 links
Russian Journal of Organic Chemistry
Eicosanoids and Hypertension Pharmacology
article

Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogues Containing Polycyclic Fragments: XXI. N-(Adamantane-1-carbonyl]-N′-(haloaryl)selenoureas

Ya. P. Kuznetsov, Д. А. Питушкин, Г. М. Бутов
article en

Abstract

Abstract Selenoureas containing a halophenyl fragment were synthesized in 37–59% yields from adaman­tane-1-carbonyl isoselenocyanate and haloanilines. Replacement of the sulfur atom by selenium resulted in a reduction of the melting points of selenoureas by 8–47°C in comparison to their sulfur analogues. In silico screening showed that the most probable types of biological activity of the synthesized selenoureas are inhibition of human soluble epoxide hydrolase and anxiolytic activity.

Russian Journal of Organic ChemistryVol. 60(10)
Volgograd State Technical University (RU)
MIREA - Russian Technological University
Clean water and sanitation
Openalex Percentile: Top 76%
Eicosanoids and Hypertension Pharmacology
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