Quick Search
Benzimidazole is a heterocyclic aromatic organic compound.
Benzimidazole is a bicyclic compound consists of the fusion of benzene and imidazole.
Benzimidazole is a colorless solid.
CAS Number: 51-17-2
EC Number: 200-081-4
IUPAC Name: 1H-benzimidazole
Chemical Formula: C7H6N2
Other names: BENZIMIDAZOLE, 51-17-2, 1H-Benzimidazole, 1H-Benzo[d]imidazole, 1,3-Benzodiazole, Benzoimidazole, o-Benzimidazole, 3-Azaindole, Benziminazole, Benzoglyoxaline, Azindole, 1,3-Diazaindene, 1H-1,3-benzodiazole, 1H-Benzoimidazole, Benzimidazol, N,N'-Methenyl-o-phenylenediamine, NSC 759, CCRIS 5967, Hbzim, BZI, Hbim, CHEBI:41275, HSDB 2797, NSC-759, EINECS 200-081-4, UNII-E24GX49LD8, MFCD00005585, BRN 0109682, E24GX49LD8, DTXSID8024573, AI3-03737, DTXCID704573, 5-23-06-00196 (Beilstein Handbook Reference), benzimidazole phase betaetha, benzimidazole phase alphalpha, benzimidazole phase gammaamma, CAS-51-17-2, 26985-65-9, bezimidazole, benz-imidazole, 1H-benzimidazol, 4dsu, Benzimidazole, 98%, 1,3-Benzodiazole, BZI, BENZIMIDAZOLE [MI], Epitope ID:140095, SCHEMBL6009, SCHEMBL6010, BENZIMIDAZOLE [HSDB], WLN: T56 BM DNJ, MLS001066336, 1H-1,3-BENZIMIDAZOLE, BDBM7939, CHEMBL306226, F3366-5347, NSC759, SCHEMBL5197771, CHEBI:36622, HMS2233D03, HMS3370L16, HY-Y1825, Tox21_202107, Tox21_303321, Analytical Reagent,>98.0%(HPLC), STK397462, AKOS000119163, CS-W019944, DB02962, PS-5765, NCGC00091255-01, NCGC00091255-02, NCGC00257173-01, NCGC00259656-01, SMR000471839, SY012765, DB-002016, B0054, NS00010836, EN300-33475, C02009, D70829, Q415190, W-105914, InChI=1/C7H6N2/c1-2-4-7-6(3-1)8-5-9-7/h1-5H,(H,8,9
Benzimidazole is a crystalline base C7H6N2 that is composed of a benzene ring fused with an imidazole ring and is structurally similar to purine.
also : any of various derivatives (such as thiabendazole, omeprazole, or benomyl) of this base typically possessing therapeutic properties including broad-spectrum anthelmintic, fungicidal, or antimicrobial action
Benzimidazole is produced by condensation of o-phenylenediamine with formic acid, or the equivalent trimethyl orthoformate:
2-substituted derivatives are obtained when the condensation is conducted with aldehydes in place of formic acid, followed by oxidation.
This method afford 2-substituted benzimidazoles.
Benzimidazole is a heterocyclic aromatic organic compound containing nitrogen.
This bicyclic compound is formed by the fusion of benzene with imidazole ring.
Benzimidazole is a vital Pharmacophore and privileged structure in medicinal chemistry which exhibits various therapeutic activities like antiulcer, antihypertensive, analgesic, antiviral, antifungal, anticancer and antihistaminic.
Benzimidazole is a heterocyclic aromatic organic compound which enjoys the attention as a versatile Pharmacophore in medicinal chemistry.
The benzimidazole ring is one of the privileged scaffolds for the development and synthesis of novel molecules of therapeutic value.
This nitrogen-containing heterocyclic moiety exhibits a diverse range of biological activities like antimicrobial, anticancer, anthelmintic, anti-convulsant, antioxidant, anti-inflammatory, anti-fungal, antipsychotic, antihistaminic, antiviral
Benzimidazole is a six-membered bicyclic heteroaromatic compound in which benzene ring is fused to the 4- and 5-positions of the imidazole ring.
Benzimidazole ring contains two nitrogen atoms placed at position 1 and 3 which exhibit amphoteric nature, that is, possessing both acidic and basic characteristics .
Benzimidazole ring exists in two equivalent tautomeric forms, in which the hydrogen atom can be located on either of the two nitrogen atoms
Color/Form:
RHOMBIC, BIPYRAMIDAL PLATES IN WATER
Tabular crystals
Othrorombic and monoclinic modifications
Benzimidazoles are low use-rate, broad-spectrum fungicides that have been used commercially for the control of plant diseases since the late 1960’s.
At the time of their introduction, they represented a ground-breaking class of fungicides with unique properties including systemic and curative activity that allowed extended spray intervals.
World-wide, benzimidazole fungicides are registered in many countries on more than 70 crops including cereals, grapes, fruits and vegetables.
Benzimidazoles currently commercially available include the active ingredients benomyl, carbendazim (MBC), thiabendazole, thiophanate, thiophanate-methyl and fuberidazole.
Benzimidazoles are potent inhibitors of ß-tubulin polymerization in many species of fungi and have been used for plant disease control since the late 1960’s.
Although direct interactions of inhibitors with ß-tubulin seem to be the predominant inhibitory processes for this chemical class, interactions with other forms of tubulin as well as differential interactions with tubulin in the free and polymerized states also have been reported.
Depending on their concentration, time of incubation and type of media, benzimidazoles appear to induce abnormalities in spore germination, germ tube elongation, cellular multiplication, and mycelial growth of sensitive fungi.
The initial stages of spore germination often are not affected by benzimidazoles.
Benzimidazoles prevent cell division,however, that is required for continued germ tube elongation and infection.
Benzimidazole fungicides control a remarkably broad spectrum of plant pathogenic fungi but they do not control Oomycetes like Pythium, Phytophthora and organisms that are responsible for downy mildew diseases of many crops.
Interestingly, the benzamide fungicide zoxamide introduced more recently has been reported to affect tubulin and microtubule interactions in Oomycetes as well as other fungi.
Benzimidazoles and their derivatives possess antibacterial, antitumor, antineoplastic, antihistaminic, local analgesic, vasodilative,hypotensive, antifungal, antihelmintic, spasmolytic and antimicrobial pharmacological activities.
In recent years, principally bisbenzimidazole derivatives have become of interest due to their possible use in cancer cure by immobilization of DNA binding.
Benzimidazole derivatives, especially 2-substituted benzimidazoles, generally show physiological activity and even inhibitory effect on production of viruses in tissue cultures.
Enetetramines, in other words, electron-rich olefins, have four electron donating substitutents and are strong nucleophiles and highly reactive.
They act as vigorous reducing agents and are organic ligands to transition-metal carbene complex precursors as well as catalysts for acyloin type C-C pairing reactions.
Moreover enetetramines react with proton-active compounds give insertion products of nucleophilic carbenes due to the separation of the main C=C double bond.
Electron-rich olefins are reducing factors and its known that the oxidation product of electron rich olefins have been synthesized with oxygen in air, sulfur, selenium, and tellurium.
Benzimidazole is an important heterocyclic aromatic organic compound having important pharmacophore and a privileged structure in medicinal chemistry.
Benzimidazole is a Bicyclic in nature which consists of an imidazole ring containing two nitrogen atom at adjacent position fused to benzene ring
Benzimidazole derivatives is used in different ways such as analgesic, anti-inflammatory, antibacterial, antifungal, antiviral, anti-helmenthic, anticonvulsant, anticancer, antiulcer antihypertensive
Benzimidazole is a heterocyclic aromatic organic compound.
This bicyclic compound consists of the fusion of benzene and imidazole.
Heterocyclic compounds are occupied prominent place among various class of aromatic organic compounds.
Benzimidazole are having a variety of therapeutic uses including antitumor, antifungal, antiparasitic, analgesics, antiviral, antihistamine, as well as use in cardiovascular disease, neurology, endocrinology, and ophthalmology.
Applications:
Benzimidazoles are often bioactive.
Many anthelmintic drugs (albendazole, mebendazole, triclabendazole etc.) belong to the benzimidazole class of compounds.
Benzimidazole fungicides are commercialized.
They act by binding to the fungal microtubules and stopping hyphal growth.
Benzimidazole also binds to the spindle microtubules and blocks nuclear division.
The proton-pump inhibitors (antacids) omeprazole, lansoprazole, pantoprazole, rabeprazole, and tenatoprazole all contain a benzimidazole group.
Other pharmaceutical drugs which contain a benzimidazole group include galeterone, mavatrep, and dovitinib, as well as the benzimidazole opioids such as etonitazene.
Benzimidazole derivatives are among the top frequently used ring systems for small molecule drugs listed by the US FDA.
In printed circuit board manufacturing, benzimidazole can be used as an organic solderability preservative.
Several dyes are derived from benzimidazoles.
