760212-73-5Relevant academic research and scientific papers
Benzimidazole derivatives as potent and isoform selective tumor-associated carbonic anhydrase IX/XII inhibitors
?al??kan, Burcu,Banoglu, Erden,Gür Maz, Tu??e,Nocentini, Alessio,Supuran, Claudiu T.,Uslu, Azize Gizem
, (2020/01/08)
We describe the synthesis of a series of 2-arylbenzimidazole derivatives bearing sulfonamide functionality (4a–d, 7a–c and 10) as well as hydroxamic acid (15a–b), carboxylic acid (16a–b), carboxamide (17a–b) and boronic acid (22a–b and 26) functionalities, which act as human carbonic anhydrase (hCA, EC 4.2.1.1) inhibitors. The newly synthesized benzimidazole derivatives were evaluated against 4 physiologically relevant CA isoforms (hCA I, II, IX, and XII), and especially the sulfonamide-containing benzimidazoles demonstrated intriguing inhibitory activity against tumor associated CA IX and XII with KI values in the range of 5.2–29.3 nM and 9.9–41.7 nM, respectively. Notably, compound 4c was the most potent and selective CA IX (KI = 6.6 nM) and XII (KI = 9.9 nM) inhibitor with a significant selectivity ratio over cytosolic CA I and II isoforms in the range of 3.4–25.2. In addition, compounds having hydroxamic acid (15a-b) or carboxylic acid (16a-b) functionalities resulted in greater selectivity ratios for CA IX/XII over CAI/II in the range of 4.1–121.5 although with KI values in lower micromolar potency (KIs = 0.36–0.85 μM for CA IX/XII).
An intramolecular C(sp3)-H imination using PhI-m CPBA
Bose, Anima,Maiti, Saikat,Sau, Sudip,Mal, Prasenjit
supporting information, p. 2066 - 2069 (2019/02/19)
Herein, a highly exothermic primary amine-polyvalent iodine reaction has been used successfully for selective functionalization of acidic C(sp3)-H groups for a dehydrogenative C-H imination reaction by 4H elimination. Overall, C(sp3)-H imination at 1,5 distances was readily done via organocatalysis using PhI (10 mol%)-mCPBA under ambient conditions.
Intramolecular C(sp3)–H Imination towards Benzimidazoles Using Tetrabutylammonium Iodide and tBuOOH
Bose, Anima,Sau, Sudip,Mal, Prasenjit
, p. 4105 - 4109 (2019/06/24)
Development of sustainable and economically viable methods is challenging but desired in organic synthesis. Herein, intramolecular C(sp3)–H imination between a free amine group and N-methylene group is established using TBAI (20 mol %)-TBHP (3.0 equiv.) in DMSO which is found to be an inexpensive replacement of PhI-mCPBA in HFIP.
Benzimidazole derivative and preparation method therefor.
-
, (2017/02/09)
The invention discloses a benzimidazole derivative and a preparation method therefor. The benzimidazole derivative is 1-methyl-2-phenyl-5-bromo-1(i)H(/i)-benzimidazole, and is an intermediate for preparing anticancer medicines and organic electroluminesce
NITROGENATED HETEROCYCLIC RING DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME
-
, (2012/12/13)
A nitrogen-containing heterocyclic derivative represented by the following formula (1): wherein any "12-a" groups of R1 to R12 are independently a hydrogen atom, a fluorine atom, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms; any "a" groups of R1 to R12 are independently a single bond which is bonded to L1; L1 is a single bond, a "b+1" valent substituted or unsubstituted hydrocarbon ring group having 6 to 30 ring carbon atoms or a "b+1" valent substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms; HAr is a substituted or unsubstituted nitrogen-containing heterocyclic group; and "a" and "b" are independently an integer of 1 to 4, and at least one of "a" and "b" is 1. Also disclosed is a nitrogen-containing heterocyclic derivative represented by the following formula (21) or (31):
NITROGENOUS HETEROCYCLE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT EMPLOYING THE SAME
-
Page/Page column 45, (2008/06/13)
Provided is a material for an organic EL device realizing an organic EL device capable of having a high current efficiency even at a low voltage. Provided is a derivative of heterocyclic compound having a nitrogen atom represented by the following general formula (A-1) or (A-2). In the formulae, R 1a to R 5a each represent a substituent, Ar 1a to Ar 3a each represent a single bond or a divalent connecting group, and HAr represents a group represented by a general formula (A-3) or (A-4). R 6a to R 10a each represent a substituent.
NITROGEN-CONTAINING HETEROCYCLE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING THE SAME
-
Page/Page column 39, (2010/02/14)
A novel derivative of heterocyclic compound having nitrogen atom with a structure made by bonding special groups to benzimidazole, a material for an organic electroluminescence (EL) device comprising the derivative of heterocyclic compound having nitrogen atom and an organic electroluminescence device comprising at least one organic compound layer containing a light emitting layer sandwiched between a pair of electrodes, wherein the device contains the derivative of heterocyclic compound having nitrogen atom. An organic EL device achieving elevation of luminance and of efficiency in light emission even under low driving voltage is obtainable by an employment of the derivative of heterocyclic compound having nitrogen atom for at least one layer composing organic compound layers of the EL device.
