206982-69-6Relevant articles and documents
α-Aroylidineketene dithioacetal chemistry: CuI catalyzed synthesis of 2-styryl benzimidazoles enroute to regioselective hydrothiolation
Dhanalakshmi, Pandi,Shanmugam, Sivakumar
, p. 6300 - 6314 (2015/08/03)
Abstract Reactivity of α-aroylidineketene dithioacetals 2 was investigated to synthesize novel 2-styrylbenzimidazole derivatives 4 and their hydrothiolated product 2-(2-(methylthio)-2-arylethyl)-1H-benzo[d]imidazoles 5 has been reported. Compounds 4 and 5
Trichloroisocyanuric Acid/Triphenylphosphine-Mediated Synthesis of Benzimidazoles, Benzoxazoles, and Benzothiazoles
Rezazadeh, Soodabeh,Akhlaghinia, Batool,Razavi, Nasrin
, p. 145 - 155 (2015/05/05)
A new and efficient method for preparation of benzimidazoles, benzoxazoles, and benzothiazoles from reactions of different carboxylic acids with o-phenylenediamine, o-aminophenol, and o-aminothiophenol in the presence of triphenylphosphine/trichloroisocyanuric acid system is presented. The desired products have been characterised on the basis of spectral (infrared, NMR, mass spectrometry) data, and the mechanism of their formation is proposed. The remarkable advantages are the inexpensive and readily available reagent, simple procedure, mild conditions, and good-to-excellent yields.
Design, synthesis and docking studies of some novel (R)-2-(4′- chlorophenyl)-3-(4′-nitrophenyl)-1,2,3,5-tetrahydrobenzo[4,5] imidazo [1,2-c]pyrimidin-4-ol derivatives as antitubercular agents
Barot, Kuldipsinh P.,Jain, Shailesh V.,Gupta, Nirzari,Kremer, Laurent,Singh, Shubhra,Takale, Vijay B.,Joshi, Kruti,Ghate, Manjunath D.
, p. 245 - 255 (2014/07/08)
Filamenting temperature-sensitive mutant (FtsZ) is a novel target for the treatment of tuberculosis. A series of (R)-2-(4′-chlorophenyl)-3- (4′-nitrophenyl)-1,2,3,5-tetrahydrobenzo[4,5] imidazo[1,2-c]pyrimidin-4-ol derivatives were designed and docked on the FtsZ protein crystal structure (PDB Id: 1RLU, resolution 2.08 ?). Compound 7t showed the highest docking score and H-bond interaction with Arg140 and Gly19. Our strategy for synthesis of (R)-2-(4′-chlorophenyl)-3-(4′-nitrophenyl)-1,2,3,5- tetrahydrobenzo[4,5]imidazo[1,2-c]pyrimidin-4-ol derivatives from o-phenylenediamine as illustrated in scheme. All the synthesized compounds were characterized by FTIR, Mass spectra, 1H NMR, 13C NMR, elemental analysis and purity was confirmed by HPLC and LCMS. Compound 7g was also confirmed by single crystal X-ray analysis. The in silico results are also validated with in vitro antitubercular activity of compound 7t. Compound 7b exhibited in vitro antitubercular activity 3.13 μg/mL and 4.7 μg/mL whereas compound 7t exhibited in vitro antitubercular activity 6.25 μg/mL and 9.4 μg/mL using GAST/Fe medium after week 1 and week 2 respectively against Mycobacterium tuberculosis H37Rv. Medium 7H9/ADC/Tween was found to be very less effective for in vitro antitubercular activity of all the benzimidazole derivatives. Assays for in vitro cytotoxicity against VERO cells of all the synthesized compounds was found to be very less cytotoxic.
Novel N-ferrocenylmethyl, N′-methyl-2-substituted benzimidazolium iodide salts with in vitro activity against the P. falciparum malarial parasite strain NF54
Howarth, Joshua,Hanlon, Keith
, p. 751 - 754 (2007/10/03)
Herein we disclose results of our research into a novel class of benzimidazolium compounds active against malarial parasites. We have discovered that N-ferrocenylmethyl, N′-methyl-2-aryl (or styryl) benzimidazolium iodide salts show excellent in vitro activity against the P. falciparum malarial parasite strain NF54.
Condensation of o-phenylenediamine with cinnamic acids
Dubey,Kumar,Ravi Kumar,Grossert,Hooper
, p. 3439 - 3446 (2007/10/03)
Condensation of o-phenylenediamine sulfate with cinnamic acids in refluxing ethylene glycol yielded the corresponding 2-styrylbenzimidazoles in excellent yields.
Synthesis and spectral properties of a variety of 2-styrylbenzimidazoles
Ramaiah,Dubey,Eswara Rao,Ramanatham,Kumar,Grossert,Hooper
, p. 904 - 914 (2007/10/03)
Studies on the synthesis of various 2-styrylbenzimidazoles 3, 7 and N-methylated 2-styrylbenzimidazoles 5, 9 from 2-methyl/ethyl benzimidazoles 2, 6 and 1,2-dimethyl/1-methyl-2-ethylbenzimidazoles 4, 8 respectively by condensation with different aromatic aldehydes are described. The spectral characteristics of 2-styrylbenzimidazoles and N-methylated-2-styrylbenzimidazoles are discussed. An efficient and convenient phase-transfer catalysed methylation procedure for the synthesis of N-methylated-2-styrylbenzimidazoles from 2-styrylbenzimidazoles is reported.
A facile and convenient method for the preparation of 2- styrylbenzimidazoles
Dubey,Kumar, Ramesh,Grossert,Hooper
, p. 1211 - 1213 (2007/10/03)
Condensation of o-phenylenediamine dihydrochloride with cinnamic acids in refluxing ethylene glycol yields the corresponding 2-styrylbenzimidazoles in excellent yields.
