29540-87-2

Basic information

• Product Name: 1H-Benzimidazole-1,2-diamine(9CI)
• Synonyms: 1H-Benzimidazole-1,2-diamine(9CI);1H-benzo[d]imidazol-1,2-diamine;1H-1,3-benzodiazole-1,2-diamine
• CAS NO: 29540-87-2
• Molecular Formula: C₇H₈N₄
• Molecular Weight: 148.17
• Product Categories: BENZIMIDAZOLE
• Mol File: 29540-87-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 256-259 °C
• Boiling Point: 407.6 °C at 760 mmHg
• Flash Point: 200.3 °C
• Appearance: /
• Density: 1.52 g/cm³
• Vapor Pressure: 7.44E-07mmHg at 25°C
• Refractive Index: 1.774
• PKA: 6.33±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole-1,2-diamine(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-1,2-diamine(9CI)(29540-87-2)
• EPA Substance Registry System: 1H-Benzimidazole-1,2-diamine(9CI)(29540-87-2)

Safety Data

• Hazardous Substances Data: 29540-87-2(Hazardous Substances Data)

Usage

General Description

1H-Benzimidazole-1,2-diamine(9CI) is a chemical compound commonly associated with the benzimidazole family. Benzimidazoles are organic compounds that contain a fusion of benzene and imidazole rings. The compound is generally used in the field of synthetic organic chemistry. It has a role as an antiprotozoal drug and an antihelminthic drug. Its specific properties, including its reactivity and safety profile, may vary based on its specific molecular structure and other factors. Details regarding its properties, preparation, and uses are typically provided in relevant chemical reference materials.

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

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

Downstream Products

• 103311-08-6 2-benzoylmethyl-1,2,4-triazino<2,3-a>benzimidazol-4H-3-one 
• 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 
• 107553-44-6 2,4-Bis-(4-chloro-phenyl)-benzo[4,5]imidazo[1,2-a]pyrimidine 
• 103311-10-0 2-[2-(4-Bromo-phenyl)-2-oxo-ethyl]-4H-benzo[4,5]imidazo[1,2-b][1,2,4]triazin-3-one 
• 20028-80-2 SR 4330 
• 129157-92-2 2-hydroxy-3-phenyl-10-formamidopyrimido<1,2-a>benzimidazol-4-one 
• 171082-84-1 2-amino-1-isopropylaminobenzimidazole 
• 1448032-81-2 (4-methylphenyl)[2-(4-methylphenyl)-4H-[1,2,4]-triazolo[1,5-a]benzimidazol-4-yl]methanone 
• 120625-37-8 2-(4-methylphenyl)-4H-[1,2,4]triazolo[1,5-a]-benzimidazole 

Relevant articles and documents

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.

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.

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).