5510-09-8Relevant articles and documents
Hybrid compounds from chalcone and 1,2-benzothiazine pharmacophores as selective inhibitors of alkaline phosphatase isozymes
Ashraf, Adnan,Ejaz, Syeda Abida,Rahman, Shafiq Ur,Siddiqui, Waseeq Ahmad,Arshad, Muhammad Nadeem,Lecka, Joanna,Sévigny, Jean,Zayed, Mohie E. Moustafa,Asiri, Abdullah M.,Iqbal, Jamshed,Hartinger, Christian G.,Hanif, Muhammad
, p. 282 - 291 (2018/10/15)
Chalcones and 1,2-benzothiazines are two important classes of bioactive compounds, each scaffold endowed with diverse pharmacological activities. Combining both of these pharmacophores in a single molecule was aimed to yield multi-modal agents. Herein, we report a series of hybrid compounds 3a–3o derived from chalcones and 1,2-benzothiazine cores. They were synthesized from commercially available sodium saccharin, and the resulting 1,2-benzothiazine-derived ketone was then condensed with aromatic aldehydes in an aldol condensation to obtain the respective chalcones. The compounds were characterized using different analytical techniques including FT-IR, NMR spectroscopy, mass spectrometry and X-ray crystallography. Some synthesized chalcones revealed potent and/or selective inhibitory properties towards alkaline phosphatase isozymes transiently expressed in COS-7 cells. A detailed structure-activity and selectivity study was carried out with regard to the effect of different substituents at ortho-, meta- and para-positions of the phenyl residue. Compound 3c was the most effective human intestinal alkaline phosphatase (h-IAP) inhibitor (IC50 value of 1.04 μM), while it was not active against human tissue non-specific alkaline phosphatase (h-TNAP) isozyme. In contrast, 3i was a selective inhibitor of h-TNAP with IC50 values of 0.25 ± 0.01 μM. The possible binding interactions of the most effective inhibitors of h-TNAP and h-IAP were obtained from molecular docking studies.
4-hydroxy-3-benzoyl-2-alkyl -1,2-benzothiazine -1,1-dioxide derivatives of the (by machine translation)
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Paragraph 0012; 0015, (2016/10/07)
The invention relates to a 4-hydroxy-3-benzoyl-2-alkyl -1,2-benzothiazine -1,1-dioxide derivatives, structural formula as (I). wherein: R 1 representative: C1-C5 alkyl; R 2 representative: 2-NO 2, 3-NO 2, 4-NO 2, 2-Br-4-Br, 2-Cl-3-Cl, 2-Cl-5-Cl, 2-Cl-4-F, 2-Cl-4-Br, 2-F-4-Cl, 2-Br-4-F, 2-Br-4-Cl, 2-Cl-4-NO 2, 2-Cl-4-CF 3, 4-SO 2 Me. To saccharines sodium salt as raw materials, by nucleophilic reaction, rearrangement Gabriel-Colman, decarboxylative, alkylation, condensation and Fries rearrangement reaction, the obtained 4-hydroxy-3-benzoyl-2-alkyl -1,2-benzothiazine -1,1-dioxide compound, and the herbicidal activity of the compound to the test, the results show that the compound has a good herbicidal activity, is a novel structure, application prospect of herbicides. (by machine translation)
NRF2 REGULATORS
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Page/Page column 373, (2015/07/07)
The present invention relates to bis aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.