Formula: C12H12N2O《Synthesis of novel mono- and bis-Schiff bases of morpholine derivatives and the investigation of their antimalarial and antiproliferative activities》 was published in 2015. The authors were Jarrahpour, Aliasghar;Shirvani, Pouria;Sharghi, Hashem;Aberi, Mahdi;Sinou, Veronique;Latour, Christine;Brunel, Jean Michel, and the article was included in《Medicinal Chemistry Research》. The author mentioned the following in the article:
A series of new Schiff bases of morpholine were prepared by the reaction of 2-hydroxy-3-(morpholinomethyl)benzaldehyde with several mono- and bis-aromatic amines. All these new compounds were characterized by 1H-NMR, 13C-NMR and IR spectroscopy. They were evaluated as antimalarial agents against P. falciparum K14 strain demonstrating moderate to excellent activities. The IC50 of 6,6′-((1,2-Phenylenebis(azanylylidene))bis(methanylylidene))bis(2-(morpholinomethyl)phenol) was 2.28 μM. Moreover, derivatives present potent antiproliferative activities against U937 leukemia-derived cell line with EC50 values varying from 3 to 8 μM. Finally, due to its quite low cytotoxicity up to 10 μM against normal fibroblast cells, derivative 6,6′-((1,2-Phenylenebis(azanylylidene))bis(methanylylidene))bis(2-(morpholinomethyl)phenol) appeared as a good compromising biol. active product. To complete the study, the researchers used 3-(4-Aminophenoxy)aniline (cas: 2657-87-6) .
3-(4-Aminophenoxy)aniline is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Formula: C12H12N2O The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.
Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem