20357-24-8Relevant articles and documents
Oligosaccharide synthesis on a light-sensitive solid support. I. The polymer and synthesis of isomaltose (6-O-alpha-D-glucopyranosyl-D-glucose).
Zehavi,Patchornik
, p. 5673 - 5677 (1973)
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Synthesis of 5,10,15,20-tetrakis(2-amino-5-methoxyphenyl)-porphyrin: A versatile building block for porphyrin face selection
Ruzié, Christian,Gueyrard, David,Boitrel, Bernard
, p. 1713 - 1716 (2004)
A new bis-faced substituted porphyrin has been prepared. The four hydroxyl groups on one side as well as the four amino functions on the other one allow at will, a different functionalization of each face of the macrocycle. The usefulness of this synthon is illustrated.
Iron-Catalyzed Reductive Cyclization by Hydromagnesiation: A Modular Strategy Towards N-Heterocycles
Larin, Egor M.,Lautens, Mark,Loup, Joachim
, p. 22345 - 22351 (2021/09/09)
A reductive cyclization to prepare a variety of N-heterocycles, through the use of ortho-vinylanilides, is reported. The reaction is catalyzed by an inexpensive and bench-stable iron complex and generally occurs at ambient temperature. The transformation likely proceeds through hydromagnesiation of the vinyl group, and trapping of the in situ generated benzylic anion by an intramolecular electrophile to form the heterocycle. This iron-catalyzed strategy was shown to be broadly applicable and was utilized in the synthesis of substituted indoles, oxindoles and tetrahydrobenzoazepinoindolone derivatives. Mechanistic studies indicated that the reversibility of the hydride transfer step depends on the reactivity of the tethered electrophile. The synthetic utility of our approach was further demonstrated by the formal synthesis of a reported bioactive compound and a family of natural products.
N, N ′-Disubstituted thiourea and urea derivatives: Design, synthesis, docking studies and biological evaluation against nitric oxide synthase
Chayah, Mariem,Camacho, M. Encarnación,Carrión, M. Dora,Gallo, Miguel A.,Romero, Miguel,Duarte, Juan
, p. 667 - 678 (2016/05/19)
The synthesis and biological evaluation of new types of N,N′-disubstituted thiourea and urea derivatives as inhibitors of both neuronal nitric oxide synthase (nNOS) and inducible nitric oxide synthase (iNOS) are described. These compounds have been designed by reduction of the carbonyl group in the thiourea and urea kynurenamine derivatives 3 previously synthesized by our research group. The synthetic route performed to this new family also allows us to obtain the molecules 3 with less synthetic steps and higher global yield. Regarding the biological results, in general, the new derivatives 4a-q inhibit the neuronal NOS isoform better than the inducible one. Furthermore, thioureas exhibit higher inhibition than ureas for both isoenzymes. Among all the tested compounds, 4g shows significant nNOS (80.6%) and iNOS (76.6%) inhibition values without inhibiting eNOS. This molecule could be an interesting starting point for the design of new inhibitors with application in neurological disorders where both isoenzymes are implicated such as Parkinson's disease.
