78113-63-0Relevant academic research and scientific papers
Synthesis of N-Formyl-2-benzoyl Benzothiazolines, 2-Substituted Benzothiazoles, and Symmetrical Disulfides from N-Phenacylbenzothiazolium Bromides
Sahoo, Subas Chandra,Pan, Subhas Chandra
supporting information, p. 6208 - 6212 (2019/08/21)
An unusual aerobic hydrolysis-cascade reaction has been developed with N-phenacylbenzothiazolium bromides by treatment with organic and inorganic base. The corresponding N-formyl-2-benzoyl benzothiazoline and 2-substituted benzothiazole products were obta
Developing potential agents against atherosclerosis: Design, synthesis and pharmacological evaluation of novel dual inhibitors of oxidative stress and Squalene Synthase activity
Katselou, Maria G.,Matralis, Alexios N.,Kourounakis, Angeliki P.
, p. 748 - 760 (2017/07/22)
For the treatment of multifactorial and complex diseases, it has become increasingly apparent that compounds acting at multiple targets often deliver superior efficacy compared to compounds with high specificity for only a single target. Based on previous studies demonstrating the important antioxidant and anti-hyperlipidemic effect of morpholine and 1,4-benzo(x/thi)azine derivatives (A-E), we hereby present the design, synthesis and pharmacological evaluation of novel dual-acting molecules as a therapeutic approach for atherosclerosis. Analogues 1–10 were rationally designed through structural modifications of their parent compounds (A-E) in order for structure-activity relationship studies to be carried out. Most compounds showed a significant inhibition against Squalene Synthase activity exhibiting at the same time a very potent multimodal antioxidant (against lipid peroxidation and as free-radical scavengers) effect, thus bringing to light the 2-aryl-1,4-benzo(x/thia)zin-2-ol scaffold as an outstanding pharmacophore for the design of potent antioxidants. Finally, the replacement of the octahydro-1,4-benzoxazine moiety of lead compound D with its respective 1,4-benzothiazine (compound 4), although conserved (anti-hypercholesterolemic) or even improved (anti-hyperlipidemic) activity, did not preserve the anti-diabetic effect of D.
Selective transformations of 3-phenacylbenzothiazolium cations to 2-aryl-4-formyl-2-hydroxy-2,3-dihydro-1,4-benzothiazines, 2-aryl-4-formyl-1,4-benzothiazines and 2-aroylbenzothiazoles
Singh, Harjit,Singh, Daman Jit,Kumar, Subodh
, p. 217 - 222 (2007/10/02)
3-Phenacylbenzothiazolium cations (4) instantaneously react with 2percent aq. sodium hydroxide (1 equiv.) in methanol at ambient temperature to form 2-aryl-4-formyl-2-hydroxy-2,3-dihydro-1,4-benzothiazines (5) (65-80percent), which undergo dehydration wit
CYCLOADDITION OF BENZOTHIAZOLIUM N-PHENACYLIDE WITH OLEFINIC DIPOLAROPHILES
Tsuge, Otohiko,Shimoharada, Hiroshi,Noguchi, Michihiko
, p. 807 - 814 (2007/10/02)
Benzothiazolium N-phenacylide, generated in situ from 3-phenacylbenzothiazolium bromide and triethylamine, reacted with maleic anhydride, N-(p-methoxyphenyl)maleimide, dimethyl maleate, and fumarate to give the corresponding tetrahydropyrrolobenzot
