121405-70-7Relevant articles and documents
Di-cationic ionic liquid catalyzed synthesis of 1,5-benzothiazepines
Sakirolla, Raghavendra,Tadiparthi, Krishnaji,Yaeghoobi, Marzieh,Rahman, Noorsaadah Abd.
, p. 107 - 115 (2017/12/26)
A simple and elegant method for the synthesis of 1,5-benzothiazepines has been developed using di-cationic liquid as a solvent cum catalyst by the reaction of o-aminothiophenol with a variety of chalcones under mild reaction conditions. Furthermore the re
Dual inhibition of the α-glucosidase and butyrylcholinesterase studied by Molecular Field Topology Analysis
Jabeen, Farukh,Oliferenko, Polina V.,Oliferenko, Alexander A.,Pillai, Girinath G.,Ansari, Farzana Latif,Hall, C. Dennis,Katritzky, Alan R.
, p. 228 - 242 (2014/05/20)
A striking dual inhibition of enzymes α-glucosidase and butyrylcholinesterase by small drug-like molecules, including 1,4-disubstituted-1,2,3-triazoles, chalcones, and benzothiazepines, was rationalized with the help of Molecular Field Topology Analysis, a 3D QSAR technique similar to CoMFA. A common pharmacophore supported the concept of a link existing between type-2 diabetes mellitus and Alzheimer's disease. These findings will be instrumental for rational design of drug candidates for both of these conditions.
Efficient and eco-friendly syntheses of 1,5-benzothiazepines and 1,5-benzodiazepines catalyzed by [Hmim][NO3] under mild conditions
Loghmani-Khouzani, Hossein,Tamjidi, Panteha,Mohammadpoor-Baltork, Iraj,Yaeghoobi, Marzieh,Rahman, Noorsaadah Abd.,Khosropour, Ahmad Reza,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiolah,Habibi, Mohammad Hossein,Kashima, Ayana,Suzuki, Takayoshi
, p. 138 - 150 (2014/02/14)
This article presents a synthetic method and reaction mechanism of the 1,5-benzothiazepines and 1,5-benzodiazepines derivatives. In this research, 36 thiazepines and diazepines (mostly new) with a new method have been prepared and their structures have been characterized by spectroscopic methods. Crystal structures of a new thiazepine and diazepine (seven-membered rings) have also been determined and compared with thiazine (six-membered ring). In this method, N-methylimidazolium nitrate [Hmim][NO3] has been used as a catalyst that acts as an environmental friendly system.
In silico studies on 2,3-dihydro-1,5-benzothiazepines as cholinesterase inhibitors
Ansari, Farzana Latif,Kalsoom, Saima,Zaheer-Ul-Haq,Ali, Zahra,Jabeen, Farukh
, p. 2329 - 2339 (2012/11/07)
In vitro studies on cholinesterase inhibitory potential on the three sets of 2,3-dihydro-1,5-benzothiazepines have been carried out. The compounds in Set 1 were unsubstituted on ring A, while those in Sets 2 and 3 had a 2′- and 3′-hydoxy substituent, respectively, in ring A. These studies revealed that they are mixed inhibitors of both AChE and BChE as reflected from their IC50 values. It was further observed that 3′-hydroxy substituted benzothiazepines (Set 3) were found to have stronger affinity for both AChE and BChE compared with those of Sets 1 and 2. Moreover, all the compounds in Set 3 were found to be stronger BChE inhibitors than AChE. These experimental observations were rationalized by conducting in silico studies using molecular docking tool of Molecular Operating Environment (MOE) software, thereby, a good correlation was observed between IC50 values and their binding interactions within the enzyme active site. We have observed that these interactions were electrostatic and hydrophobic in nature besides hydrogen bonding. The high BChE inhibitory potential of 3′-hydroxy substituted benzothiazepines was found to be cumulative effect of hydrogen bonding and π-π interactions between the ligand and BChE. These findings may serve as a guideline for synthesizing more potent ChE inhibitors for the treatment of Alzheimer's disease and related dementias. Springer Science+Business Media, LLC 2011.
Lanthanum nitrate-catalyzed synthesis of new 2,3-dihydro-1,5- benzothiazepines
Khan, Asgar Jafar,Baseer, Mohammad A.
experimental part, p. 1759 - 1762 (2012/06/15)
Simple and convenient procedure have been developed for the synthesis of optically active1,5-benzothiazepine derivatives by reaction of 2-aminothiophenol with newly synthesized Chalcones under mild conditions in the presence of catalytic amount of Lanthan
1,5-Benzoheteroazepines through eco-friendly general condensation reactions
Nardi, Monica,Cozza, Annalisa,Maiuolo, Loredana,Oliverio, Manuela,Procopio, Antonio
experimental part, p. 4827 - 4834 (2011/10/04)
Condensation reactions of o-phenylenediamine and 2 equiv of acetone produce biaryl-substituted 1,5-benzodiazepines. The synthetic protocol shows general applicability since similar reaction of o-phenylenediamines, o-aminophenol, and o-aminothiophenol with
Ga(OTf)3-promoted condensation reactions for 1,5-benzodiazepines and 1,5-benzothiazepines
Pan, Xiang-Qiang,Zou, Jian-Ping,Huang, Zhi-Hao,Zhang, Wei
, p. 5302 - 5308 (2008/12/22)
Condensation reactions of o-phenylenediamine and two equivalents of acetophenone under gallium(III) triflate catalysis produce biaryl-substituted 1,5-benzodiazepines. Similar reactions of o-phenylenediamine or o-aminothiophenol and o-hydroxy chalcones lead to formation of functionalized 1,5-benzodiazepines and 1,5-benzothiazepines in good to excellent yields. The ortho-hydoxy group of chalcones is crucial for this unprecedented condensation process.
