Benzimidazole definition of benzimidazole by the free. Benzimidazoles heterocyclic building blocks sigmaaldrich. Previously we reported that benzimidazole derivatives are more potent than benzotriazole compounds in the point of antifungal activity. New benzimidazole derivatives are synthesized by electronrich olefines 7, 8 and 9 with appropriate. Benzimidazole is not readily metabolized by isolated soil microbial strains that metabolize benzimidazole based fungicides, and is inhibitory to some microbes at concentrations ranging from 500 to ugg. Benzimidazole definition of benzimidazole by merriamwebster. The purity of the compounds was ascertained by a melting point and tlc. A series of novel 2phenylhydrazinomethyl and 22hydroxyphenylbenzimidazole derivatives substituted at the n1position of benzimidazole nucleus were synthesized as well as screened for analgesic activity. Among 16 obtained compounds, compound 4g has the best capability for detection of picric acid pa, having good selectivity and high sensitivity. The yield of all benzimidazole derivatives was found to be in the range of 75 94%. Synthesis and analgesic activity of novel derivatives of 1,2. Pdf synthesis of benzimidazole derivatives containing schiff. A series of novel 2phenylhydrazinomethyl and 22hydroxyphenyl benzimidazole derivatives substituted at the n1position of benzimidazole nucleus were synthesized as well as screened for analgesic activity.
Synthesis and antioxidant properties of new oxazole54hone derivativesyeni oksazol54hone turevlerinin sentez ve antioksidan ozellikleri. Oct 25, 20 a simple and green protocol has been developed for the synthesis of benzimidazoles. The fascinated biological activity of benzimidazole and its derivatives are seen against many human pathogens and microbial attacks. In 1990 various benzimidazole derivatives were synthesized with substitution of fluorine, propylene, tetrahydroquinoline and cyclised compound which resulted in. Biomolecules free fulltext benzimidazole containing. Benzimidazole ring numbering and carbene center orbitals 3 figure 5. The benzimidazole derivatives was synthesized by mixing 0. Pdf benzimidazole derivatives and its biological importance. Benzimidazole nucleus plays a very important role as a therapeutic agent e.
Rats of either sex were treated with benzimidazole derivatives 100 mgkg p. Antiinflammatory, proton pump inhibitor and synthesis of. Animals were allowed free access to food and water ad libitum. Some of these compounds showed promising analgesic activity when compared with the standard drug diclofenac sodium. The most promising compounds were 12a and 12b, with similar high antiviral potency ic50 0. A heterocyclic compound, c7h6n2, that is used in organic synthesis and inhibits the growth of certain fungi. Molecules free fulltext synthesis, docking studies.
Furthermore, the synthesized compounds were screened for antimicrobial activity antibacterial activity and antifungal activity by tube. An experimentally simple, general, efficient, and ligandfree synthesis of substituted benzimidazoles, 2aminobenzimidazoles, 2aminobenzothiazoles, and benzoxazoles via intramolecular cyclization of obromoaryl derivatives is catalyzed by copperii oxide nanoparticles in dmso under air. The incorporation of a phenylhydrazinomethyl nucleus at 2position of. Benzimidazole derivatives are of wide interest because of their presence in numerous categories of medicinal drugs. Herein, we report the efficient onepot solventfree green synthesis of a series of benzimidazole derivatives in good yield at 140oc. We also report the onepot efficient synthesis of other biologically potent compounds, 2mercaptobenzimidazole derivatives under solvent free conditions.
In the benzimidazole category 1a and 2a affected all species of fungi. Compound 2 was treated with hydrazine hydrate to give triazole 4 which was treated with both aldehydes and acetic anhydride to give 5 and 6, respectively. Joshi, dstjrf inspire fellow, mnschngu, patan observed that benzimidazole derivatives are found to possess antihiv,24 anthelmintic,25 antimycobacterial,26 antidiabetic27. Synthesis and antimicrobial studies of novel benzimidazole. Journal of chemical and pharmaceutical research, 2017, 98. In this study, sixteen of benzimidazole triazolothiadiazine derivatives have been synthesized and studied as potent aromatase inhibitors. A novel series of 2substituted benzimidazole derivatives 3a3j were synthesized by the.
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. Pharmacological compounds of benzimidazole derivatives are potent inhibitors for a variety of. 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. Benzimidazole definition of benzimidazole by medical dictionary. Synthesis and biological evaluation of 2substituted. The multitude of benzimidazole derivatives marketed as drugs has led to intensive research in the. Benzimidazole is produced by condensation of ophenylenediamine with formic acid, or the equivalent trimethyl orthoformate. Synthesis and antioxidant properties of some novel benzimidazole derivatives on lipid peroxidation in the rat liver. Department of pharmaceutical chemistry, federal urdu university of arts sciences and technology, gulshane iqbal campus, karachi.
Synthesis, characterization, and biological evaluation of. Chemistry and applications of benzimidazole and its derivatives. 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. Introduction benzimidazoles and its derivatives represent one of the most biologically active class of. Green synthesis of polycyclic benzimidazole derivatives. Synthesis of benzimidazoles the synthesis of benzimidazole derivatives starts from biology 35417 at interamerican san german. Other benzimidazole derivatives exhibit pharmacological activities such as antimicrobial, antiviral, anticancer, antiinflammatory and analgesic. Antiinflammatory synthesis and antiinflammatory activity of phenyl benzimidazole 1 was reported by leonardo et al 6.
The assigned structure was further established by ir, 1 hnmr, and ms spectral studies. Synthesis of benzimidazoles the synthesis of benzimidazole. Fenbendazole is a benzimidazole that presents a wide spectrum anthelmintic. 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. Synthesis of various benzimidazole derivatives under microwave irradiation from simple and substituted ortho phenylenediamines opda and isonicotinic acid using sio 2h 2so 4 as catalyst is. Synthesis and antihepatitis b virus activity of novel. A benzimidazole used in the treatment of strongyloides, cutaneous larva migrans, visceral larva migrans, and trichinosis infections. Hydrolysis of benzimidazole is not expected to occur due to the lack of hydrolyzable functional groups. Oxidative stressinduced neuroinflammation is the prominent feature of neurodegenerative disorders, and is characterized by a gradual decline of structure and function of neurons. Joshi, dstjrf inspire fellow, mnschngu, patan observed that benzimidazole derivatives are found to possess antihiv,24 anthelmintic,25 antimycobacterial,26 antidiabetic27 and antioxidant properties. A series of 2substituted benzimidazole having imine linkage were synthesized by two step reactions. Antibacterial activity of benzimidazole derivatives. A class of antihelmintic, often used to treat nematodes and cestodes.
Ch 2 oh, cooh, coor 3 and 4,4dimethyl2oxazolinyl, r 3 being a short chain alkyl group such as methyl, ethyl, etc. In the first step, ophenylenediamine was condensed with. Reaction of 32methylbenzimidazol1ylpropanoic acid hydrazide 1 with cs2koh gave oxadiazole 2 which underwent mannich reaction to give 3. The purity of the compounds was ascertained by melting point and tlc. The results also showed that alkylbenzimidazoles are more active than alkylbenzotriazole. Benzimidazole derivatives and its biological importance.
The reason for a special interest of researchers toward benzimidazole derivatives has been 5,6 dimethyl benzimidazole which is a constituent of naturally occur ring vitamin b12. Pharmacological compounds of benzimidazole derivatives are potent inhibitors for a variety of enzymes. Nov 09, 2019 benzimidazole and its derivatives interact easily with biopolymers and promise to be forming good systems for the development of biologically active compounds with structural similarity to vitaminb12 derivatives. Pdf an expeditious onepot solventfree synthesis of. Herein, we report the efficient onepot solvent free green synthesis of a series of benzimidazole derivatives in good yield at 140oc. Active class of antioxidants arfa kamil 1, shamim akhtar. Ionic liquids ils as green solvents in organic synthetic processes has gained considerable importance due to their solvating ability, negligible vapour pressure, high thermal stability, low melting points, good solvating. Benzimidazole derivatives were synthesized, characterized, and tested as a corrosion inhibitor for j55 steel in a 3. Strong activity against hbv replication and low cytotoxicity were generally observed in these benzimidazoles.
We also report the onepot efficient synthesis of other biologically potent compounds, 2mercaptobenzimidazole derivatives under solventfree conditions. The yield of all benzimidazole derivatives were found to be in the range of 7594%. The antibacterial activity of newly synthesized benzimidazole derivatives has been evaluated against gram positive staphylococcus aureus and enterobacter cocci and gram negative escherichia coli and shigella species by disc diffusion method. Pdf benzimidazole is a heterocyclic aromatic organic compound. Pdf a onepot efficient synthesis of biologically active benzimidazole derivatives has been achieved under solventfree green conditions, with. Molecules free fulltext synthesis and antimicrobial. A ring system composed of a benzene ring fused with an imidazole ring. Green synthesis of polycyclic benzimidazole derivatives and organic semiconductors supporting information s7 6. An experimentally simple, general, efficient, and ligand free synthesis of substituted benzimidazoles, 2aminobenzimidazoles, 2aminobenzothiazoles, and benzoxazoles via intramolecular cyclization of obromoaryl derivatives is catalyzed by copperii oxide nanoparticles in dmso under air. In this protocol, 2alkylarylethoxymethylidenehydrazinecarboxylates with 1,2phenylenediamine derivatives under solvent and catalyst free conditions under microwave irradiation lead to products with good yields in short reaction times. Patil college of pharmacy, chopda ms425107 2department of pharmaceutical sciences, birla institute of technology, mesra, ranchijha835215 3r.
Carbohydrazide 1 was reacted with ethyl acetoacetate, acetylacetone and aldehydes to give 7, 8. The ability to react with grigard reagents to give the acidic nature of the benzimidazole and 2substitution of the imino hydrogen eliminates the pseudoacidic character. Pdf corrosion mitigation by planar benzimidazole derivatives. Compounds 1a, 1b, 1c and 1d were screened for antiinflammatory. Purines, structural relatives of benzimidazoles 1 figure 3. Benzimidazole is not readily metabolized by isolated soil microbial strains that metabolize benzimidazolebased fungicides, and is inhibitory to some microbes at concentrations ranging from 500 to ugg. Uvvis absorption and fluorescence spectra 300 400 500 600 700 800 0. Pharmacological activity of benzimidazole derivatives. Synthesis and antimicrobial activity of certain benzimidazole. Flubendazole is an anthelmintic that is used to treat worm infection in humans.
The heterogeneous catalyst can be recovered and recycled. Benzimidazole derivative, anti hypertensive agent, synthesis. Chapter 4 studies on benzimidazole derivatives 2 ph. In the last step of estrogen biosynthesis, aromatase enzyme catalyzes the conversion of androgens to estrogens. The synthesized compounds were characterized by using ir, 1h nmr, and mass spectral data together with elemental analysis. Benzimidazole article about benzimidazole by the free. Synthesis and biological evaluation of 2substituted benzimidazole. Benzimidazole complexes containing halides or carboxylates derivatives are discussed, as well as the coordination chemistry of 2substituted benzimidazoles. Aromatase inhibition is an important way to control estrogenrelated diseases and estrogen levels. In the present research work, a novel series of 1, 2substituted benzimidazole derivatives have been synthesized and bio. The synthesized benzimidazole compounds were screened for acute. A series of novel benzimidazole derivatives was synthesized and evaluated for their antihepatitis b virus hbv activity and cytotoxicity in vitro.
Coordination behavior of benzimidazole, 2substituted. The standards used are norfloxacin and gatifloxacin. The pseudo benzimidazole and many of acidic character of its derivatives is reflected in the ability to form salts with metals. Synthesis and antifungal activity of benzimidazole.
1321 1060 1178 1323 703 198 551 122 1256 961 358 1136 1537 393 1304 259 1263 169 571 734 279 1445 1209 302 1317 889 476 1056 1489 2 1356 779 185 1001 223 1411 557 1416 1277 1074 392 730 140 156 469 310 1227 729