51-17-2Relevant articles and documents
Synthesis of a conformationally constrained analogue of BW A78U, an anticonvulsant adenine derivative
Desaubry, Laurent,Wermuth, Camille Georges,Bourguignon, Jean-Jacques
, p. 4249 - 4252 (1995)
The synthesis of a conformationally constrained analogue of the anticonvulsant BW A78U, a 9-benzyl-adenine derivative, has been devised, using silicon tetrachloride in a new cyclodehydration.
UV monitoring of microwave-heated reactions - A feasibility study
Getvoldsen, Gareth S.,Elander, Nils,Stone-Elander, Sharon A.
, p. 2255 - 2260 (2002)
UV/Visible spectroscopy has been used to monitor the progress of the formation of benzimidazole from the reaction between 1,2-diaminobenzene and formic acid. The reaction was performed at three concentration levels, each becoming more dilute so that at the most dilute level direct UV monitoring from the reaction sample was possible. At each level the reaction was conducted by conventional and by microwave heating. The success of the microwave reaction at the most dilute levels encourages the construction of a microwave reactor/UV/Vis spectrometer hybrid instrument for the monitoring of this and other reactions.
Haloacetylated enol ethers. 13 [19]. Synthesis of N-[1-aryl(alkyl)-3- oxo-4,4,4-trichloro-1-buten-1-yl]-o-phenylenediamines and 2-trichloromethyl- 4-aryl-3H-1,5-benzodiazepines
Bonacorso, Helio Gauze,Bittencourt, Sandra R. T.,Wastowski, Arci D.,Wentz, Alexandre P.,Zanatta, Nilo,Martins, Marcos A. P.
, p. 45 - 48 (1999)
The synthesis and isolation of the intermediates N-[1-aryl(alkyl)-3- oxo-4,4,4-trichloro-1-buten-1-yl]-o-phenylenediamines 2a-f and the corresponding 2-trichloromethyl-4-aryl-3H-1,5-benzodiazepines 3c-g or benzimidazoles 4a-b derivatives obtained from the intramolecular cyclization of 2a-f or from direct cyclocondensation reaction of β-alkoxyvinyl trichloromethyl ketones 1a-g with o-phenylenediamine, is reported. Depending of the structure of the β-alkoxyvinyl trichloromethyl ketones or the N-[1- aryl(alkyl)-3-oxo-4,4,4-trichloro-buten-1-yl]-o-phenylenediamines and the reactions conditions, benzimidazoles or 3H-1,5-benzodiazepines were obtained.
Fluorometric determination of hydrogen peroxide with 4-amino-1H-1,5-benzodiazepine-3-carbonitrile hydrochloride
Okamoto,Inamasu,Kinoshita
, p. 2325 - 2328 (1980)
-
One-Pot Transformation of Lignin and Lignin Model Compounds into Benzimidazoles
Guo, Tao,He, Jianghua,Liu, Tianwei,Zhang, Yuetao
supporting information, (2022/02/07)
It is a challenging task to simultaneously achieve selective depolymerization and valorization of lignin due to their complex structure and relatively stable bonds. We herein report an efficient depolymerization strategy that employs 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as oxidant/catalyst to selectively convert different oxidized lignin models to a wide variety of 2-phenylbenzimidazole-based compounds in up to 94 % yields, by reacting with o-phenylenediamines with varied substituents. This method could take full advantage of both Cβ and/or Cγ atom in lignin structure to furnish the desirable products instead of forming byproducts, thus exhibiting high atom economy. Furthermore, this strategy can effectively transform both the oxidized hardwood (birch) and softwood (pine) lignin into the corresponding degradation products in up to 45 wt% and 30 wt%, respectively. Through a “one-pot” process, we have successfully realized the oxidation/depolymerization/valorization of natural birch lignin at the same time and produced the benzimidazole derivatives in up to 67 wt% total yields.
Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe3O4@MCM-41@NH-SO3H
Pourhasan-Kisomi, Reyhaneh,Shirini, Farhad,Golshekan, Mostafa
, p. 166 - 175 (2021/04/09)
-
Discovery of amide-functionalized benzimidazolium salts as potent α-glucosidase inhibitors
Ahmad, Matloob,Ashfaq, Usman Ali,Khan, Imran Ahmad,Sultan, Sadia,Zaki, Magdi E. A.
, (2021/08/16)
α-Glucosidase inhibitors (AGIs) are used as medicines for the treatment of diabetes mellitus. The α-Glucosidase enzyme is present in the small intestine and is responsible for the breakdown of carbohydrates into sugars. The process results in an increase in blood sugar levels. AGIs slow down the digestion of carbohydrates that is helpful in controlling the sugar levels in the blood after meals. Among heterocyclic compounds, benzimidazole moiety is recognized as a potent bioactive scaffold for its wide range of biologically active derivatives. The aim of this study is to explore the α-glucosidase inhibition ability of benzimidazolium salts. In this study, two novel series of benzimidazolium salts, i.e., 1-benzyl-3-{2-(substituted) amino-2-oxoethyl}-1H-benzo[d]imidazol-3-ium bromide 9a–m and 1-benzyl-3-{2-substituted) amino-2-oxoethyl}-2-methyl-1H-benzo[d] imidazol-3-ium bromide 10a–m were screened for their in vitro α-glucosidase inhibitory potential. These compounds were synthesized through a multistep procedure and were characterized by1H-NMR,13C-NMR, and EI-MS techniques. Compound 10d was identified as the potent α-glucosidase inhibitor among the series with an IC50 value of 14 ± 0.013 μM, which is 4-fold higher than the standard drug, acarbose. In addition, compounds 10a, 10e, 10h, 10g, 10k, 10l, and 10m also exhibited pronounced potential for α-glucosidase inhibition with IC50 value ranging from 15 ± 0.037 to 32.27 ± 0.050 μM when compared with the reference drug acarbose (IC50 = 58.8 ± 0.12 μM). A molecular docking study was performed to rationalize the binding interactions of potent inhibitors with the active site of the α-glucosidase enzyme.