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Benzimidazole

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Benzimidazole is a heterocyclic organic compound composed of a benzene ring fused to an imidazole ring. It serves as a core structural element in various pharmaceutical and chemical products. Benzimidazole's primary function is to provide a fundamental building block for the development of diverse chemical and biological applications.

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Lab products found in correlation

Imidazole, by Merck Group (3 mentions) Benzoic acid, by Thermo Fisher Scientific (3 mentions) N methyl pyrrolidone (nmp), by Thermo Fisher Scientific (3 mentions) 1 4 dioxane, by Merck Group (2 mentions) N n dimethylformamide (dmf), by Thermo Fisher Scientific (2 mentions) Dichloromethane dcm stabilised with amylene, by Thermo Fisher Scientific (2 mentions) Dimethyl sulfoxide dmso d6, by Avantor (2 mentions) Triethylamine, by Merck Group (2 mentions) Methanol, by Merck Group (2 mentions) Benzotriazole, by Thermo Fisher Scientific (1 mentions) Potassium carbonate, by Thermo Fisher Scientific (1 mentions) Copper chloride, by Thermo Fisher Scientific (1 mentions) Sodium salicylate, by Merck Group (1 mentions) Ethylene glycol, by Thermo Fisher Scientific (1 mentions) Dichloromethane, by Thermo Fisher Scientific (1 mentions) 1 5 dibromopentane, by Thermo Fisher Scientific (1 mentions) 1 4 dibromobutane, by Thermo Fisher Scientific (1 mentions) 3 3 5 5 tetramethylbenzidine (tmb), by Thermo Fisher Scientific (1 mentions) Tris 3 hydroxypropyltriazolylmethyl amine, by Merck Group (1 mentions) Benzene 1 3 5 tricarboxaldehyde, by Merck Group (1 mentions)

13 protocols using benzimidazole

1

Synthesis of Novel Heterocyclic Compounds

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CuI (98%, Alfa Aesar), bulk methanol (98%, Alfa Aesar), dichloromethane (99+%, Alfa Aesar), benzotriazole (99%, Alfa Aesar), benzimidazole (99%, Alfa Aesar), 2-methyl-1H-imidazole (99%, Alfa Aesar), 1,5-dibromopentane (99%, Alfa Aesar), 1,4-dibromobutane (99%, Alfa Aesar), 1-chloro-3-bromopropane (>98%, Alfa Aesar), 3-bromopyridine (99%, Alfa Aesar), 1,4-bis(bromomethyl)benzene (99%, Alfa Aesar), ethylene glycol (99%, Alfa Aesar), potassium carbonate (99%, Alfa Aesar), copper chloride (99%, Alfa Aesar), sodium salicylate (99%, Merck), BaMgAl10O17:Eu2+ and YAG:Ce3+ type 9800 (Global Tungsten & Powders Corp), and PolyOx N750 (Dow Chemical).
Fang Y., Sojdak C.A., Dey G., Teat S.J., Li M., Cotlet M., Zhu K., Liu W., Wang L., ÓCarroll D.M, & Li J. (2019). Highly efficient and very robust blue-excitable yellow phosphors built on multiple-stranded one-dimensional inorganic–organic hybrid chains †Electronic supplementary information (ESI) available. CCDC 1888939–1888944. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c9sc00970a. Chemical Science, 10(20), 5363-5372.
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2

Synthesis and Characterization of Novel Organic Compounds

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3,3′,5,5′-Tetramethylbenzidine
(TMB, 98%), 1,3,5-benzenetricarbonyl chloride (TMC, 98+%), benzimidazole
(BI, 99%), and glacial acetic acid (CH3CH2COOH,
99+%) were purchased from Alfa Aesar (Heysham, UK). Tris(3-hydroxypropyltriazolylmethyl)amine
(THPTAMA, 95%), triethylamine (TEA, Et3N, 99%), 1,3,5-tris(2-hydroxyethyl)isocyanurate
(THEIC, 97%), benzene-1,3,5-tricarboxaldehyde (97%), 1,3,5-trimethylbenzene
(mesitylene, 98%), N,N-dimethylformamide
(DMF, anhydrous, 99.8%), tetrahydrofuran (THF, anhydrous, 99.8%),
and 1,4-dioxane (anhydrous, 99.8%) were purchased from Sigma-Aldrich
(St. Louis, Missouri, USA). All chemicals were of reagent grade and
used as purchased.
Aliyev E., Emmler T., Lillepaerg J., Shishatskiy S., Dizge N, & Filiz V. (2024). Two-Dimensional Nanoporous Cross-linked Polymer Networks as Emerging Candidates for Gas Adsorption. ACS Omega, 9(13), 15282-15293.
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3

Synthesis of ZnO Nanoparticles

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Zinc oxide nanopowder (ZnO), zinc acetate dihydrate (Zn(OAc)2·2H2O, ⩾98%) and imidazole (⩾99.5%) were purchased from Sigma Aldrich. Benzimidazole (99%) was purchased from Alfa Aesar. N,N-Dimethylformamide (DMF) (99.5%) and dichloromethane (DCM) stabilised with amylene (99.8%) were purchased from Fischer Scientific. Dimethyl sulfoxide (DMSO-d6) (99.8 at% D, containing 0.03% (v/v) tetramethylsilane (TMS)) was purchased from VWR. All materials were used as received.
Chester A.M., Castillo-Blas C., Sajzew R., Rodrigues B.P., Mas-Balleste R., Moya A., Snelson J.E., Collins S.M., Sapnik A.F., Robertson G.P., Irving D.J., Wondraczek L., Keen D.A, & Bennett T.D. (2023). Structural insights into hybrid immiscible blends of metal–organic framework and sodium ultraphosphate glasses. Chemical Science, 14(42), 11737-11748.
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4

Synthesis of ZnO Nanoparticles

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Zinc oxide nanopowder (ZnO), zinc acetate dihydrate (Zn(OAc)2·2H2O, ⩾98%) and imidazole (⩾99.5%) were purchased from Sigma Aldrich. Benzimidazole (99%) was purchased from Alfa Aesar. N,N-Dimethylformamide (DMF) (99.5%) and dichloromethane (DCM) stabilised with amylene (99.8%) were purchased from Fischer Scientific. Dimethyl sulfoxide (DMSO-d6) (99.8 at% D, containing 0.03% (v/v) tetramethylsilane (TMS)) was purchased from VWR. All materials were used as received.
Chester A.M., Castillo-Blas C., Sajzew R., Rodrigues B.P., Mas-Balleste R., Moya A., Snelson J.E., Collins S.M., Sapnik A.F., Robertson G.P., Irving D.J., Wondraczek L., Keen D.A, & Bennett T.D. (2023). Structural insights into hybrid immiscible blends of metal–organic framework and sodium ultraphosphate glasses. Chemical Science, 14(42), 11737-11748.
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5

Synthesis and Characterization of Zinc-Benzimidazole Complexes

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Zinc nitrate hexahydrate ( ≥ 99%) was purchased from ABCR. BenzImidazole ( ≥ 99%) was supplied by Alfa Aesar and Imidazole ( ≥ 99.5%) was purchased from Sigma-Aldrich. N,N-Dimethylformamide ( ≥ 99.9%) was supplied by VWR, dichloromethane ( ≥ 99%, stabilized with ethanol) -by Acros Organics. GP-Silica resin and substrates (fused silica and silicon 3D LF DiLL, 25 × 25 × 0.725 mm substrates) were purchased from Nanoscribe GmbH. Methanol ( ≥ 99.9%) and isopropanol ( ≥ 99.5%) were supplied by Merck and ROTH, respectively.
Smirnova O., Sajzew R., Finkelmeyer S.J., Asadov T., Chattopadhyay S., Wieduwilt T., Reupert A., Presselt M., Knebel A, & Wondraczek L. (2024). Micro-optical elements from optical-quality ZIF-62 hybrid glasses by hot imprinting. Nature communications, 15(1).
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6

Synthesis of Benzimidazole Derivatives

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The chemicals required for synthetic work, including benzimidazole, benzyl bromide, and potassium hydroxide, were obtained from Alfa Aesar. Silver(i) oxide and KPF6 were purchased from Alfa Aesar. The solvents used, namely methanol, ethanol, dimethyl sulfoxide (DMSO), n-hexane, 1,4 dioxane, chloroform, and carbon tetrachloride, were purchased from Sigma Aldrich.
Tabussam T., Shehnaz H., Majeed M.I., Nawaz H., Alghamdi A.A., Iqbal M.A., Shahid M., Shahid U., Umer R., Rehman M.T., Farooq U., Hassan A, & Imran M. (2024). Surface-enhanced Raman spectroscopy for studying the interaction of organometallic compound bis(1,3-dihexylimidazole-2-yl) silver(i) hexafluorophosphate (v) with the biofilm of Escherichia coli. RSC Advances, 14(10), 7112-7123.
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7

Nitrogen-Doped SWCNT Thin Films

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Thin free-standing films
were made from high-quality SWCNTs of about 1.6 ± 0.4 nm in diameter
(Tuball, OCSiAl). For the manufacture of films, we used toluene and
acetone as solvents (pure p.a. class, ChemPur, Poland) and ethyl cellulose
as an interim binding agent (EC, pure p.a. class, ethoxyl content
48%, Acros Organics, Poland).
A range of nitrogen doping agents
were explored: propylamine, butylamine, octylamine, isopropylamine, tert-butylamine, dibutylamine, dicyclohexylamine, triethylamine,
tributylamine, N-methylbenzylamine, diphenylamine, N,N-dimethyl-1-benzylamine, allylamine,
ethanolamine, aminopropan-3-ol, aminopropan-2-ol, tris(hydroxymethyl)aminomethane,
diethanoloamine, ethylenediamine, hexamethylenediamine, hexamethylenetetraamine,
aniline, p-phenylenediamine, 3-nitroaniline, 2,4-dinitroaniline,
2-methylaniline, 4-aminobenzoic acid, acetanilide, pyridine, 4-hydroxypyridine,
3-cyanopyridine, 2-acetylpyridine, 2-amino-3-methylpyridine, imidazole,
benzimidazole, triazole, benzotriazole, tetrazole, and pyrazine. They
were purchased from Acros Organics, Alfa Aesar, Sigma-Aldrich, or
Avantor. All of them were of pure p.a. class.
Kumanek B., Milowska K.Z., Przypis Ł., Stando G., Matuszek K., MacFarlane D., Payne M.C, & Janas D. (2022). Doping Engineering of Single-Walled Carbon Nanotubes by Nitrogen Compounds Using Basicity and Alignment. ACS Applied Materials & Interfaces, 14(22), 25861-25877.
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8

Protein Expression and Purification

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Unless specified, chemicals used for protein expression and purification were purchased from Fisher, Sigma, RPI, or GoldBio and were used without further purification. Reagents used for crystallization were purchased from Hampton Research. l-Tryptophan (99%), d-tryptophan (99%), indole (99+%), indoline (98%), benzothiazole (97%), benzoxazole (99+%), benzimidazole (98%), aniline (99+%), l-glutamine (99%), and l-asparagine (99%) were purchased from Acros Organics. Dimethylallyl diphosphate (DMAPP) (>95%) and dimethylallyl S-thiolodiphosphate (DMSPP) (>95%) were purchased from Echelon Biosciences.
Roose B.W, & Christianson D.W. (2019). Structural Basis of Tryptophan Reverse N-Prenylation Catalyzed by CymD. Biochemistry, 58(30), 3232-3242.
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9

Alkylation Reactions: Characterizing Benzimidazole Derivatives

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D2O, deuterated ACN, and deuterated DMSO were purchased from Cambridge Isotope Labs (Tewksbury, MA, USA). Methyl iodide 99.9%, potassium carbonate, Methyl 3a, 4,5,5,6,7,7a-hexahydro-1H-1,3-benzodiazole-5carboxylate 98%, and 1-methylimidazole 98% were purchased from sigma Aldrich (St. Louis, MO, USA). 5-mehtylBenzimidazole 98%, and 5-nitroBenzimidazole 98+% were purchased through Alfa Aesar (Haverhill, MA, USA). Benzimidazole 98% was purchased from Acros organics (Geel, Belgium). 1-methylbenzimdazole-5-carboxylic acid was purchased from Maybridge chemicals (Altrincham, UK). Before use in alkylation reactions the solvents were dried via distillation over activated 3A molecular sieves. Chromatography solvents were purchased from Fisher Scientific (Hampton, NH, USA).
Murphree T., Vorauer C., Brzoska M, & Guttman M. (2020). Imidazolium Compounds as Internal Exchange Reporters for Hydrogen/Deuterium Exchange by Mass Spectrometry. Analytical chemistry, 92(14), 9830-9837.
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10

Synthesis of Benzimidazole Derivatives

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Picolyl chloride (TCI), benzimidazole, phenylboronic acid (ACROS organics, Bridgewater, NJ, USA), sodium carbonate, trisodium phosphate dodecahydrate (Fisher scientific, Waltham, MA, USA), Sodium dihydrogen phosphate monohydrate, potassium carbonate, disodium hydrogen phosphate heptahydrate (JT Baker, Deventer, The Netherlands), ammonium hexafluorophosphate, triethylamine, potassium hydroxide (Aldrich, St. Louis, MO, USA), copper(II) acetate (Alfa Aesar, Ward hill, MA, USA) were used as received. Perchloric acid, tetrabutylammonium hexafluorophosphate, and phosphorus(V) oxide were obtained from GFS chemicals, Inc. (Columbus, OH, USA), SACHEM, Inc. (Austin, TX, USA), and Sigma-Aldrich (St. Louis, MO, USA), respectively. All reagents used for this work were analytical grade and used as received. HPLC grade acetonitrile was obtained from Fisher Scientific (Waltham, MA, USA). The water used was initially deionized using a reverse osmosis system and further polished to be ~17 MΩ-cm.
Laman H., Coverley D., Krude T., Laskey R, & Jones N. (2001). Viral Cyclin–Cyclin-Dependent Kinase 6 Complexes Initiate Nuclear DNA Replication. Molecular and Cellular Biology, 21(2), 624-635.
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