The yield of all benzimidazole derivatives were found to be in the range of 7594%. The results also showed that alkylbenzimidazoles are more active than alkylbenzotriazole. Two series of nsubstituted2substituted benzimidazole derivatives, viz. Pharmacological compounds of benzimidazole derivatives are potent inhibitors for a variety of enzymes. Benzimidazole definition is a crystalline base c7h6n2 that is composed of a benzene ring fused with an imidazole ring and is structurally similar to purine. Synthesis, characterization, and biological evaluation of. This account gives an overview of the benzimidazole based system and their relevance in medicinal. Chemistry benzimidazole is a heterocyclic aromatic organic compound. The purity of the compounds were ascertained by a melting point and tlc. Quinazolinone and benzimidazole are both fused heterocyclic compounds which have shown valuable biological properties including cytotoxic, antibacterial, and antifungal activities. Novel benzimidazole derivatives as electrontransporting type. Compounds 1a, 1b, 1c and 1d were screened for antiinflammatory. This account gives an overview of the benzimidazole based system and.
Benzimidazole, a heterocyclic aromatic organic compound consisting of a fusion of benzene and imidazole, in an extension of the wellelaborated imidazole system, has been used as a carbon skeleton for n heterocyclic carbenes, usually used as ligand for transition metal complexes. Hence, the focus is on the synthesis of potent 1,2substituted benzimidazole derivatives as. Synthesis and biological evaluation of 2substituted. The structure of the title compounds was elucidated by. A novel series of noncovalent, benzimidazolebased inhibitors of dpp4 has been developed from a small fragment hit using structurebased drug design. Synthesis and cytotoxic evaluation of novel quinozalinone derivatives with substituted benzimidazole in position 3. Benzimidazole derivatives as antimicrobal agent against. Synthesis and biological activities of some benzimidazoles. Pdf benzimidazole derivatives and its biological importance. Pdf benzimidazole is a heterocyclic aromatic organic compound. A ring system composed of a benzene ring fused with an imidazole ring. Benzimidazole nucleus is one of the bioactive heterocyclic compounds that exhibit a range of biological activities. Department of fundamental chemical technology, university of. Lamba2 1himt college of pharmacy, gr noida, uttar pradesh, india.
A simple and green protocol has been developed for the synthesis of benzimidazoles. Novel benzimidazole derivatives as electrontransporting. Benzimidazole derivative are associated with various types of pharmacokinetic and pharmacodynamic properties. Benzimidazole derivatives are known to have microbial. Synthesis and antifungal activity of benzimidazole. Benzimidazole definition of benzimidazole by merriamwebster. The pdf file you selected should load here if your web browser has a pdf reader plugin installed for example, a recent version of adobe acrobat reader if you would like more information about how to print, save, and work with pdfs, highwire press provides a helpful frequently asked questions about pdfs alternatively, you can download the pdf file directly to your computer, from where it. Synthesis of benzimidazoles the synthesis of benzimidazole. Department of inorganic and analytical chemistry, assen zlatarov university, bourgas, bulgaria. Synthesis and antibacterial evaluation of some novel mannich. Six derivatives of 2substituted benzimidazole were prepared out of that compounds 1a and 2 possess potent analgesic activity as shown in the aceticacidinduced writhing test. Although vitamin b12 is capable of inducing the growth of bacteria, the benzimidazole component and some of its derivatives repress the. Novel benzimidazole derivatives as electrontransporting type host to achieve highly efficient skyblue phosphorescent organic lightemitting diode pholed device. Products were isolated and purified directly by train sublimation of the crude reaction mixtures.
All the compounds were characterized by uv, ir, 1 h nmr, mass spectral data and chn elemental analysis. International journal of pharmacy and biological sciences eissn. Synthesis of benzimidazole substituted pyridone azo. The synthesized compounds were characterized by using ir, 1h nmr, and mass spectral data together with elemental analysis.
This bicyclic compound consists of the fusion of benzene and imidazole. Abstract of ep0585722 the compounds having the following formula i wherein n is 0 or 1. Synthesis and biological activity of novel 2, 5disubstituted. These compounds have been screened for tobacco mosaic viruses and sunhemp rosette viruses and show significant. Structural and electronic properties of cobenzimidazole2i2. Synthesis of benzimidazole substituted pyridone azo disperse. A class of antihelmintic, often used to treat nematodes and cestodes. Ross g r i m m e t t department of chemistry university of otago duncdin, new zealand. Benzimidazole derivatives as antimicrobal agent against campylobacter pylon. Polycyclic benzimidazole derivatives, an important class of compounds in organic electronics and photovoltaics, were prepared using a solventfree green process based on heating carboxylic acid anhydrides and arylene diamines in the presence of zinc acetate in the solid state. The most prominent benzimidazole compound in nature is nribosyldimethylbenzimidazole, which serves as an axial ligand for cobalt in vitamin b 12. Gayathri 1, srujana 1, aary divya 2 1 department of pharmaceutical chemistry, sitha institute of pharmaceutical sciences, hyderabad, andhra pradesh.
Patil college of pharmacy, chopda ms425107 2department of pharmaceutical sciences, birla institute of technology. Conclusion present study reveals that benzimidazole derivatives plays important role in medicinal field with their antimicrobial activity. The present study describes synthesis of a series of 2phenyl benzimidazole 1acetamide derivatives and their evaluation for anthelmintic activity using indian adult earthworms, pheretima posthuma. Previously we reported that benzimidazole derivatives are more potent than benzotriazole compounds in the point of antifungal activity. The present invention relates to compounds of formula i, as well as pharmaceutically acceptable salts thereof can be used in the form of pharmaceutical compositions, wherein a, b, r 1, r 2, r 3, r 4, r 5, n, m and p have the significance defined herein.
A highly versatile synthetic route was created for the development of sar, which led to the discovery of potent and selective inhibitors with excellent pharmaceutical properties. In the present study, a series of novel benzimidazole derivatives containing chrysanthemum acid moieties. Benzimidazole derivatives an overview ramanpreet walia1, md. The purity of the compounds was ascertained by a melting point and tlc. Introduction to benzimidazoles and coumarins karnatak science college, dharwad 65 section 1 imidazole 1 nucleus was first discovered by debus1 in the year 1959 by reacting glyoxal and ammonia and to indicate its source he proposed the. Design, synthesis of novel azo derivatives of benzimidazole as. A series of some novel azo derivatives of benzimidazole were prepared by. Download hires image download to mspowerpoint cite this. So, there is a possibility that a single benzimidazole derivative can be optimized to act through multiple pathways involved in. Novel benzimidazole derivatives as potent and isoform selective tumorassociated carbonic anhydrase ixxii inhibitors. The synthesized benzimidazole compounds were screened for acute. Synthesis and biological evaluation of some novel 2phenyl. The yield of all benzimidazole derivatives were found to be in the range of 75 94%. Although vitamin b12 is capable of inducing the growth of bacteria, the benzimidazole component and some of its derivatives repress the bacterial growth.
In the benzimidazole category 1a and 2a affected all species of fungi. The structures of the synthesized compounds were confirmed by ir, 1h. Coordination behavior of benzimidazole, 2substituted. Synthesis of benzimidazoles the synthesis of benzimidazole derivatives starts with the benzene derivatives having nitrogen at ortho position to each other. Synthesis and biological evaluation of some novel 2phenyl benzimidazole1acetamide derivatives as potential anthelmintic agents. In this protocol, 2alkylarylethoxymethylidenehydrazinecarboxylates with 1,2phenylenediamine derivatives under solvent and catalystfree conditions under microwave irradiation lead to products with good yields in short reaction times. Benzimidazole derivatives have shown hopeful activity in the treatment of several diseases, for this reason, the synthesis of novel benzimidazole remains a main focus for researchers. Reactions involving the addition of hydrogen chloride, reduction of the quinoid ring, and quaternization of the heteroring were carried out for these compounds. Oct 25, 20 a simple and green protocol has been developed for the synthesis of benzimidazoles. The synthesized benzimidazole derivatives showed remarkable antioxidant activity furthermore their effects on various antioxidant enzymes are discussed and evaluated from the perspective of structureactivity relationships. Green synthesis of polycyclic benzimidazole derivatives.
We have also tried to summarize the chemistry involved in the synthesis of various derivatives of benzimidazole for medicinal applications. Hence, the focus is on the synthesis of potent 1,2substituted benzimidazole derivatives as potential druglike scaffolds for future development. Synthesis and analgesic activity of novel derivatives of 1,2. Imidazole and benzimidazole synthesis pdf free download. Benzimidazole definition of benzimidazole by medical. Synthesis and medicinal applications of benzimidazoles. A method for the preparation of 1quinonylbenzimidazoles was developed. Synthesis and biological evaluation of some novel 2phenyl benzimidazole 1acetamide derivatives as potential anthelmintic agents. Hedaitullah1, syeda farha naaz1, khalid iqbal1 and hs. A novel series of noncovalent, benzimidazole based inhibitors of dpp4 has been developed from a small fragment hit using structurebased drug design. Katrftiky university of florida gainesville, florida usa. Antiinflammatory synthesis and antiinflammatory activity of phenyl benzimidazole 1 was reported by leonardo et al 6. Under the optimized conditions, the organic lightemitting diode oled achieves the maximum current efficiency of 57.
The most commonly used starting material is orthophenylenediamine opda. Benzimidazole derivatives are found to act through different mechanisms such as anticytokines, trpv1 antagonists, cannabinoid receptor agonists and flap inhibitors. Pdf synthesis of benzimidazole derivatives containing schiff. The present invention relates to a compound of the formula i or a pharmaceutically acceptable salt thereof, wherein r 1, r 2, r 3a, r 3b, r 4, r 5, x, m, and n are as defined herein. Poornima department of pharmaceutics, sri indu institute of pharmacy, hyderabad, india. Pdf a new series of non peptide angiotensinaii receptor antagonist has been prepared. Synthesis and biological activity of novel benzimidazole derivatives. Structural and electronic properties of cobenzimidazole 2. Such novel benzamidazole derivatives are useful in the treatment of abnormal cell growth, such as cancer, in mammals. Benzimidazole derivatives are versatile nitrogen containing heterocyclic compounds which have long been known as a promising class of biologically active compounds.
The present study describes synthesis of a series of 2phenyl benzimidazole1acetamide derivatives and their evaluation for anthelmintic activity using indian adult earthworms, pheretima posthuma. A mixture of 3 and 1,zdiaminobenzene 7 was heated in phosphoric acid to give 1. Phosphoric acid h,po, is known to be a good condensing agent for the preparation of 2alkyl substituted benzimidazole derivatives. A novel series of 2substituted benzimidazole derivatives 3a3j were synthesized by the reaction of 2chloro methyl benzimidazole with substituted primary aromatic amines. Apart from this the benzimidazole derivatives exhibit pharmacological activities such as antimicrobial, antiviral, anticancer, antiinflammatory, analgesic, etc. However there is a great need to study the various pharmacological actions derived from benzimidazole nucleus through research work. Synthesis and cytotoxic evaluation of novel quinozalinone. Benzimidazole complexes containing halides or carboxylates derivatives are discussed, as well as the coordination chemistry of 2substituted benzimidazoles. Author links open overlay panel salahuddin a mohammad shaharyar b avijit mazumder a. Volume 10, supplement 1, february 2017, pages s157s173. Various irreversible acting pyridinyl methyl sulfinyl benzimidazole derivatives have been synthesized but only few of them are potent and are in current use2. Antimicrobial activity of benzimidazole authorstream presentation. Active class of antioxidants arfa kamil 1, shamim akhtar.
The present study describes a simple, inexpensive, and easy method for synthesis of benzimidazole derivatives in a stipulated time, without using any drastic conditions. Introduction benzimidazoles and its derivatives represent one of the most biologically active class of. The development of benzimidazole substituted biphenyls as electrontransporting hosts for bis24,6difluorophenylpyridinatoc2,npicolinatoiridiumiii is reported. The yield of all benzimidazole derivatives was found to be in the range of 75 94%. In 1991 benzimidazole derivatives were synthesized by derivatization at nh of benzimidazole by electron donating group and substitution with long chain of propyl, acetamido, thio, thiazoleamino, tetramethyl piperidine on pyridine resulting in good antiulcer activity 2,3. Benzimidazole is prepared from ophenylenediamine which is treated with formic acid in presence of alkali. Synthesis and antiviral activities of nsubstituted2. Antimicrobial activity of benzimidazole authorstream. This invention also relates to a method of using such compounds in the treatment of. The benzimidazole and its derivatives play a very important role as a therapeutic agent e. Benzimidazole definition of benzimidazole by medical dictionary. Benzimidazoles heterocyclic building blocks sigmaaldrich. The purity of the compounds was ascertained by melting point and tlc. A new series of 2, 5 disubstituted benzimidazole derivatives have been synthesized.