5426-73-3Relevant articles and documents
Pd-Catalysed oxidative carbonylation of α-amino amides to hydantoins under mild conditions
Botla, Vinayak,Carfagna, Carla,Della Ca, Nicola,Gabriele, Bartolo,Maestri, Giovanni,Mancuso, Raffaella,Montanari, Luca,Motti, Elena,Voronov, Aleksandr
supporting information, p. 294 - 297 (2022/01/06)
The first example of palladium-catalysed oxidative carbonylation of unprotected α-amino amides to hydantoins is described here. The selective synthesis of the target compounds was achieved under mild conditions (1 atm of CO), without ligands and bases. The catalytic system overrode the common reaction pathway that usually leads instead to the formation of symmetrical ureas.
Bifunctional Naphthoquinone Aromatic Amide-Oxime Derivatives Exert Combined Immunotherapeutic and Antitumor Effects through Simultaneous Targeting of Indoleamine-2,3-dioxygenase and Signal Transducer and Activator of Transcription 3
Huang, Rizhen,Jing, Xiaoteng,Huang, Xiaochao,Pan, Yingming,Fang, Yilin,Liang, Guibin,Liao, Zhixin,Wang, Hengshan,Chen, Zhenfeng,Zhang, Ye
, p. 1544 - 1563 (2020/03/10)
Indoleamine-2,3-dioxygenase 1 (IDO1) and signal transducer and activator of transcription 3 (STAT3) are important targets in the tumor microenvironment for cancer therapy. In the present study, a set of naphthoquinone aromatic amide-oxime derivatives were designed, which stimulated the immune response via IDO1 inhibition and simultaneously displayed powerful antitumor activity against three selected cancer cell lines through suppressing STAT3 signaling. The representative compound 8u bound effectively to IDO1, with greater inhibitory activity relative to the commercial IDO1 inhibitor 4-amino-N-(3-chloro-4-fluorophenyl)-N′-hydroxy-1,2,5-oxadiazole-3-carboximidamide (IDO5L) in addition to the efficient suppression of nuclear translocation of STAT3. Consistently, in vivo assays demonstrated a higher antiproliferative activity of compound 8u in both wild-type B16-F10 isograft tumors and an athymic HepG2 xenograft model relative to 1-methyl-l-tryptophan (1-MT) and doxorubicin (DOX). This bifunctional compound with dual immunotherapeutic and anticancer efficacy may represent a new generation of highly efficacious drug candidates for cancer therapy.
For the chiral nitrogen is mixed ligand compound and its preparation method and application (by machine translation)
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Paragraph 0051; 0073, (2018/03/24)
The invention belongs to the technical field of organic chemistry, discloses a method for the preparation of the chiral nitrogen is mixed ligand compound. A structure of formula (1) is shown. Preparation method in accordance with the following steps: in the 10 - 50 °C lower dichloromethane solvent condensing agent employed in the DCC, DMAP catalyst aniline connected to phenylalanine, reaction time 3h - 48h; by using silica gel column, separation from the intermediate product with a protecting group; acid protecting group is removed, the reaction time is 30 min - 24 h, to obtain the chiral shan an intermediate; the intermediate with the benzaldehyde to Schiff base synthesis and reduction reaction, to obtain the target product. This invention synthetic chiral aza ligand compound, but also for the Schiff base-reducing compounds, but a part of the Schiff base of the defect, in the stability and flexibility are very good in, and because of its chiral structure and hydrogen bond role, has molecular recognition and coordination capacity, in which the main object of chemical and the coordination chemistry in broad application prospects. (by machine translation)
