29540-87-2

Usage

Uses

Used in Pharmaceutical Industry:
1H-Benzimidazole-1,2-diamine(9CI) is used as an active pharmaceutical ingredient for its antiprotozoal properties, helping to combat infections caused by protozoan parasites. It is particularly effective against various parasitic diseases, making it a valuable compound in the development of treatments for such conditions.
1H-Benzimidazole-1,2-diamine(9CI) is also used as an antihelminthic drug, which aids in the treatment of infections caused by helminths, or parasitic worms. Its effectiveness in this area contributes to its importance in the pharmaceutical industry, providing a means to address and alleviate the health issues associated with helminthic infections.
Used in Synthetic Organic Chemistry:
In the field of synthetic organic chemistry, 1H-Benzimidazole-1,2-diamine(9CI) serves as a key intermediate compound in the synthesis of various complex organic molecules. Its unique structure and reactivity make it a valuable building block for the creation of new compounds with potential applications in a range of industries, including pharmaceuticals, materials science, and agrochemicals. The versatility of 1H-Benzimidazole-1,2-diamine(9CI) in synthetic processes highlights its significance in advancing the development of novel chemical entities.

InChI:InChI=1/C7H8N4/c8-7-10-5-3-1-2-4-6(5)11(7)9/h1-4H,9H2,(H2,8,10)

Upstream product

• 934-32-7 1H-benzimidazol-2-amine 
• 499982-01-3 5H-2-methyl-1,2,4-triazepino[2,3-a]benzimidazolo-4-thione 
• 499982-00-2 5H-2-methyl-3-phenylazo-1,2,4-triazepino[2,3-a]benzimidazol-3-one 
• 91323-05-6 ZIN⁽⁴⁷⁷⁾C₀₀₉₁₂ 

Downstream Products

• 122128-68-1 2-Amino-1-benzylideneaminobenzimidazole 
• 133638-57-0 9-amino-3-methyl-2-phenylimidazo<1,2-a>benzimidazole 
• 121361-02-2 2,3-tetramethylene-3H,5H-1,2,4-triazepino<2,3-a>benzimidazol-4-one 
• 121361-03-3 2,3-tetramethylene-10(2'-ethoxycarbonylcyclohexenyl)amino pyrimidino<1,2-a>benzimidazol-4-one 
• 103311-08-6 2-benzoylmethyl-1,2,4-triazino<2,3-a>benzimidazol-4H-3-one 
• 110808-12-3 3-benzoylmethyl-1,2,4-triazino<2,3-a>benzimidazol-4H-3-one 
• 110835-65-9 2-phenylfuro<4,5-e>-1,2,4-triazino<2,3-a>benzimidazole 
• 112778-71-9 4-(4-methylphenyl)-2-phenylpyrimido<1,2-a>benzimidazole 
• 103311-13-3 1,2-diaminobenzimidazole 3-benzoyl-2-propanonate 
• 103311-09-7 2-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-4H-benzo[4,5]imidazo[1,2-b][1,2,4]triazin-3-one 
• 103311-11-1 2-(2-Oxo-2-p-tolyl-ethyl)-4H-benzo[4,5]imidazo[1,2-b][1,2,4]triazin-3-one 
• 103311-14-4 2,4-Dioxo-4-p-tolyl-butyric acid; compound with benzoimidazole-1,2-diamine 
• 103311-12-2 2-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-4H-benzo[4,5]imidazo[1,2-b][1,2,4]triazin-3-one 
• 107553-45-7 2,4-Bis-(4-bromo-phenyl)-benzo[4,5]imidazo[1,2-a]pyrimidine 

Relevant academic research and scientific papers

Synthesis, spectroscopic characterizations, DFT, molecular docking and molecular dynamics simulations of a novel 2-methyl-3H-benzimidazolo[1,2-b][1,2,4]triazepin-4(5H)-one

A novel compound named 2-methyl-3H-benzimidazolo[1,2-b][1,2,4]triazepin-4(5H)-one (C11H10N4O) has been synthesized and characterized by spectroscopic techniques (FT-IR),UV–Vis,1H NMR, 13C NMR and mass spectra. The optimized molecular structure analyses, vibrational wave numbers, 13C and 1H NMR chemical shifts of the title molecule have been performed at DFT/B3LYP method with 6-31 + G(d,p) basis set. The electronic absorption wavelengths computed using B3LYP, B3P86 and PBE0 hybrid functional. The scaled vibrational modes, and the predicted 13C NMR and 1H NMR chemical shifts are relatively in good agreement with the corresponding experimental ones. However, B3LYP, B3P86 and PBE0 hybrid functional fail in reproduction of experimental λMAX of the tilted compound and it is underestimated by the tested hybrid functionals with deviations to the experimental values of 30, 34 and 40 nm for B3LYP, B3P86 and PBE0, respectively. In addition, molecular docking and molecular dynamics simulations of titled compound were carried out to determine its binding modes and stability within the leucine-rich repeat kinase 2 active site.

Hypervalent iodine mediated oxidation of 1,2-diaminobenzimidazole and its schiff bases: Efficient synthesis of 3-amino-1,2,4-benzotriazine and 2-aryl-1,2,4-triazolo[1,5-a]benzimidazoles

Hypervalent iodine mediated oxidation of 1,2-diaminobenzimidazole and its Schiff bases is described. The reaction produces 3-amino-1,2,4-benzotriazine and 2-aryl-1,2,4-triazolo[1,5-a]benzimidazoles efficiently. Georg Thieme Verlag Stuttgart.

Condensed imidazo-1,2,4-azines. 31*. Synthesis and chemical transformations of substituted 1,2,4-triazepino[2,3-a]benzimidazoles

By reaction of 1,2-diaminobenzimidazole with 1,3-diketones, acetoacetic ester and its derivatives, we have synthesized substituted 1,2,4-triazepino[2,3-a]benzimidazole and 5H-1,2,4-triazepino[2,3-a]-benzimidazol-4-one. By reaction of 5H-2-methyl-1,2,4-triazepino[2,3-a] benzimidazol-4-one with aromatic aldehydes or phenyldiazonium chloride, we have obtained 3-arylidene(phenylazo) derivatives of this compound, and by reaction with P2S5 we have obtained 5H-2-methyl-1,2,4-triazepino[2,3-a]-benzimidazole-4-thione. We have shown that when reacted with ammonia, primary or secondary amines, the latter forms 4-amino-substituted 2methy-1,2,4-triazepino[2,3-a] benzimidazole.

Method of inhibiting the advanced glycosylation of proteins using 1,2-disubstituted-benzimidazoles

The present invention relates to compositions and methods for inhibiting nonenzymatic cross-linking (protein aging). Accordingly, composition is disclosed which comprises 1,2-disubstituted benzimidazoles capable of inhibiting the formation of advanced glycosylation endproducts of target proteins by reacting with the carbonyl moiety of the early glycosylation product of such target proteins formed by their initial glycosylation. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated.

Pyrazolo(1,5-a)benzimidazole couplers

The invention provides a method for the production of a pyrazolo(1,5-a)benzimidazole of the general formula (A): STR1 wherein R is a substituted or unsubstituted alkyl or aryl group, and R1 -R4 =R, H, halogen, OR, COOR, CONHR, SO2, NO2 NHR, NR2, or CN, and X is hydogen or a reactive group releasable on coupling with an oxidized color developer, wherein the invention provides reacting a 2-amino or 2-mercapto substituted benzimidazole to form a triazepinone or a thiadiazino derivative respectively, ring contracting said triazepinone or thiadiazino derivative to give the corresponding 2-methylpyrazolobenzimidazole product, and subsequently removing the substituents at the -3 or -4 positions to provide a compound of the general formula (1).

Synthesis, Antibacterial, and Antifungal Activities of Some New Benzimidazoles

1,2-Diaminobenzimidazoles 2 were synthesized by N-amination of 2-aminobenzimidazoles 1 with hydroxylamine-O-sulphonic acid.Substituted 1-alkyl and 1-alkylarylbenzimidazoles 3 were prepared from various benzimidazoles by alkylating with the corresponding a

1,2,4-TRIAZOLOBENZIMIDAZOLES: TAUTOMERISM AND ALKYLATION

The position of the tautomeric equilibrium in unsubstituted 1,2,4-triazolobenzimidazole, as well as in its 2-methyl and 2-phenyl derivatives, was investigated by UV, IR, and PMR spectroscopy and by determination of the ionization constants.In all c