344585-18-8Relevant articles and documents
Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: V. 1-(Bicyclo[2.2.1]heptan-2-yl)-3-R- and 1-(1,7,7-Tricyclo[2.2.1]heptan-2-yl)-3-R-ureas
Pitushkin,Burmistrov,Saeef, M. H. Abbas,Vernigora,Butov
, p. 1893 - 1904 (2021/01/12)
Abstract: A series of 1,3-disubstituted ureas containing a bicyclic lipophilic group ofnatural origin were synthesized by the reactions of bicyclo[2.2.1]heptane-2-ylisocyanate with amines in yields of up to 82% and by the reactions ofbicyclo[2.2.1]heptan-2-amine and 1,7,7-trimethylbicyclo[2.2.1]heptan-2-aminewith 1,1'-carbonyldiimidazole in yields of up to 94%. The synthesized ureas arepotent inhibitors of RNA virus replication and soluble epoxide hydrolase.
Structure-activity relationship of N,N′-disubstituted pyrimidinetriones as CaV1.3 calcium channel-selective antagonists for Parkinson's disease
Kang, Soosung,Cooper, Garry,Dunne, Sara Fernandez,Luan, Chi-Hao,Surmeier, D. James,Silverman, Richard B.
, p. 4786 - 4797 (2013/07/19)
CaV1.3 L-type calcium channels (LTCCs) have been a potential target for Parkinson's disease since calcium ion influx through the channel was implicated in the generation of mitochondrial oxidative stress, causing cell death in the dopaminergic neurons. Selective inhibition of CaV1.3 over other LTCC isoforms, especially CaV1.2, is critical to minimize potential side effects. We recently identified pyrimidinetriones (PYTs) as a CaV1.3-selective scaffold; here we report the structure-activity relationship of PYTs with both CaV1.3 and CaV1.2 LTCCs. By variation of the substituents on the cyclopentyl and arylalkyl groups of PYT, SAR studies allowed characterization of the CaV1.3 and Ca V1.2 LTCCs binding sites. The SAR also identified four important moieties that either retain selectivity or enhance binding affinity. Our study represents a significant enhancement of the SAR of PYTs at CaV1.3 and CaV1.2 LTCCs and highlights several advances in the lead optimization and diversification of this family of compounds for drug development.
SYNTHESIS OF ALIPHATIC ISOCYANATES VIA A TWO-PHASE HOFMANN REACTION
Sy, Anita O.,Raksis, Joseph W.
, p. 2223 - 2226 (2007/10/02)
A convenient method of preparing aliphatic isocyanates via a two-phase Hofmann reaction using a phase transfer catalyst is described.