19018-24-7

Usage

Uses

Used in Metalworking Fluids and Lubricants Industry:
2-(1-Hydroxyethyl)benzimidazole is used as a corrosion inhibitor to protect metal surfaces from rust and corrosion, enhancing the longevity and performance of machinery and equipment.
Used in Plastics and Polymers Industry:
In the plastics and polymers industry, 2-(1-Hydroxyethyl)benzimidazole serves as a stabilizer, preventing degradation of materials due to exposure to heat and UV radiation, thus maintaining the integrity and durability of plastic products.
Used in Medicinal Applications:
2-(1-Hydroxyethyl)benzimidazole has been studied for its potential medicinal properties, including its antioxidant and anti-inflammatory effects, indicating its possible use in pharmaceutical development for treating various conditions.

Upstream product

• 849585-22-4 LACTIC ACID 
• 39145-59-0 o-phenylenediamine hydrochloride 
• 95-54-5 1,2-diamino-benzene 
• 97-64-3 ethyl 2-hydroxypropionate 
• 300-85-6 3-Hydroxybutyric acid 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 56653-47-5 N-benzyl-2-(α-hydroxyethyl)benzimidazole 
• 3319-28-6 N-methyl-2-(α-hydroxyethyl)benzimidazole 
• 23275-60-7 4-methylpyrido[1,2-a]benzimidazole 
• 63330-81-4 2-(5-phenyl-4,5-dihydroisoxazol-3-yl)benzimidazole 
• 1041177-35-8 C₁₁H₁₂N₂O₂ 
• 192316-22-6 (S)-(-)-2-(α-hydroxyethyl)benzimidazole 
• 659724-77-3 (1R)-1-(1H-benzo[d]imidazol-2-yl)ethanol 
• 56653-41-9 1-(1-benzyl-1H-benzo[d]imidazol-2-yl)ethan-1-one 
• 56653-43-1 2-bromo-1-(1-methyl-1H-benzo[d]imidazol-2-yl)ethan-1-one 
• 942-25-6 2-acetyl-1-methylbenzimidazole 
• 243668-28-2 1-(1-methyl-1H-benzo[d]imidazol-2-yl)-2-(phenylthio)ethanone 

Relevant academic research and scientific papers

Design and structure-activity relationships anticandidosic of diazaheteroaryl functionalized by Micha?l acceptors

Benzimidazole and imidazopyridine heterocycles associated with Micha?l acceptors have shown strong anticandidosic potential in our previous work. After a decade of research, we have designed, synthesized and evaluated the anticandidosic activities of seve

Probe and method for fluorescent visual recognition of latent fingerprints on substrate

The invention belongs to the technical field of fingerprint recognition, and particularly relates to a probe and method for fluorescent visual recognition of latent fingerprints on a substrate. The fluorescent probe is a clamp-type Zn (II) metal organic complex, 2, 2': 6', 2''-terpyridyl or 2, 6-diimidazolyl pyridine is used as a framework, and different substituent groups are introduced to the 4' position. The fluorescent probe can be used for carrying out fluorescent visual recognition on latent fingerprints on different substrate surfaces, specifically, the substrate with the fingerprints is soaked in a probe solution or a probe aqueous solution is uniformly sprayed on the surface of the substrate, clear and bright fingerprint lines and detail characteristics can be observed under excitation of 365nm ultraviolet light, and the fluorescent probe is suitable for fingerprint color development identification. The fluorescent probe can emit fluorescence of different colors in a pure water phase by changing substituent groups, the fluorescence emission wavelength is adjusted to be located in different visible light regions, and self-fluorescence interference of a color developing substrate is overcome; and the probe is simple and convenient to synthesize, low in cost, low in toxicity and environment-friendly.

A Swift One-Pot Solvent-Free Synthesis of Benzimidazole Derivatives and Their Metal Complexes: Hydrothermal Treatment, Enzymatic Inhibition, and Solubilization Studies

Abstract: Three benzimidazole derivatives, 1-(1H-benzimidazol-2-yl)ethanol (HBE), 1H-benzimidazol-2-yl(diphenyl)methanol (BDM) and 1,2-bis(1H-benzimidazol-2-yl)ethane-1,2-diol (BHBED), have been synthesized following the one-pot rapid green protocol. Complexes of benzimidazole derivatives with six 3d transition metals, Cu(II), Mn(II), Zn(II), Fe(II), Co(II), and Ni(II), have been synthesized by free hydrothermal method. The synthesized products have been characterized by FTIR, 1H, and 13C NMR, and mass spectroscopy, and CHN analysis, and 2:1 ligand to metal stoichiometry has been confirmed. The synthesized ligands and metal complexes have been tested for antioxidant potential (DPPH), inhibitory activity including inhibition of acetylcholinesterase (AChE), butyrylcholinesterase (BChE), lipoxygenase (LOX), α-glucosidase. Micellar solubilization of the metal complexes has been studied in sodium dodecyl sulphate (SDS) by UV-Vis spectroscopy and conductivity. The selected complexes of nickel, zinc and cobalt have demonstrated interaction with SDS, and the value of critical micellar concentration increased in all cases.

Preparation method of thiabendazole intermediate

The invention provides a preparation method of a thiabendazole intermediate. The method uses a raw material containing o-phenylenediamine to prepare the thiabendazole intermediate shown as a formula (1), and comprises the following steps: in an acidic environment, carrying out condensation reaction on the raw material containing o-phenylenediamine to obtain a crude product 1; carrying out halogenation reaction on the crude product 1 to obtain a crude product 2; and carrying out decarboxylation reaction on the crude product 2, and purifying to obtain the thiabendazole intermediate. According tothe invention, the method is low in raw material cost, simple in synthetic route, inapplicable to catalysts, recyclable in solvent, almost zero in emission of three wastes, mild in reaction condition, simple to operate and suitable for modern industrial production, and the influence on the environment is avoided, and the yield is as high as 80% or above. R is Cl or Br.

A step-by-step synthesis of triazole-benzimidazole-chalcone hybrids: Anticancer activity in human cells+

Novel series of triazole-benzimidazole-chalcone hybrid compounds have been synthesized via click chemistry, between different azide derivatives and substituted benzimidazole terminal alkynes bearing a chalcone moiety. The starting alkynes are prepared via base-catalysed nitrogen alkylation of pre-synthetized benzimidazole-chalcone substrates. All the intermediates as well as the final products are fully characterized by 1D and 2D NMR and mass spectrometry techniques. HMBC correlations permits the identification of a unique 1,4-disubstitued triazole-benzimidazole-chalcone isomer. Evaluation of the anti-proliferative potential in breast and prostate cancer cell lines showed that the presence of chloro substituents at the chalcone ring of the triazole-benzimidazole-chalcone skeleton enhanced the cytotoxic effects. The benzyl group linked to the 1,2,3-triazole moiety provides more antiproliferative potential.

Design, synthesis, and biological evaluation of aromatic amide-substituted benzimidazole-derived chalcones. The effect of upregulating TP53 protein expression

A series of benzimidazole-derived chalcones containing aromatic amide substituent were designed and synthesized. All of the chalcone compounds were tested for their in vitro antitumor activity against human cancer cell lines (HCT116, HepG2, A549, and CRL-5908). The antiproliferative activity of compounds 3, 6, 9, 14, 15, 16 against HCT116 cells was significantly better than that that of 5-Fluorouracil (IC50: 94.63 μM). The antitumor activity of these compounds showed obvious differences between the wild type HCT116 and mutant HCT116 (TP53-/-) cells. A preliminary mechanistic study suggested that these compounds act by upregulating the expression of TP53 protein in tumor cells without inhibiting the MDM2-TP53 interaction.

Novel cathepsin K inhibitors block osteoclasts in vitro and increase spinal bone density in zebrafish

Cathepsin K (Cat K) is a predominant cysteine protease and highly potent collagenase expressed in osteoclasts. Cat K inhibitors are anti-resorptive agents to treat osteoporosis. A novel scaffold of cathepsin K inhibitors, exemplified by lead compound 1x, was used as the template for designing and synthesizing a total of 61 derivatives that have not been reported before. An exploratory structure-activity relationship analysis identified the potent Cat K inhibitor A22, which displayed an IC50 value of 0.44 μM against Cat K. A22 was very specific for Cat K and caused a significantly higher in vitro inhibition of the enzyme as compared to that of lead compound 1x. A surface plasmon resonance analysis confirmed in vitro binding of A22 to Cat K. Molecular docking studies indicated several favourable interaction sites for A22 within the active pocket of Cat K. Furthermore, A22 also blocked active osteoclasts in vitro and increased spinal bone density in zebrafish, in which it showed an activity that was higher than that of the marketed therapeutic bone metabolizer etidronate disodium. A22 represents a very promising lead compound for the development of novel antiresorptive agents functioning as orthosteric inhibitors of Cat K.

Preparation method for benzimidazolone

The invention relates to a method of synthesizing a thiabendazole intermediate benzimidazolone cleanly and environment-friendly by means of one or more of catalytic oxidation devices of heterogeneouscopper, zinc, zirconium, cobalt, nickel, platinum and rhodium. The preparation method comprises the following steps: carrying out a condensation reaction on lactic acid and o-phenylenediamine in a hydrochloric acid aqueous solution; adjusting the PH value to obtain 2-alpha-hydroxyethyl benzimidazole; then filtering the 2-alpha-hydroxyethyl benzimidazole and putting into acetone and hydrochloric acid and the heterogeneous loaded catalytic oxidation devices; carrying out oxidization with oxygen-enriched air or direct air oxidization and combining hydrogen peroxide combined oxidization to prepare2-acetyl benzimidazole (benzimidazolone for short). The method optimizes the synthetic route, is mild in reaction condition, low in cost, high in efficiency, environment-friendly and safe, fully solves the severe pollution problem of heavy metal ion-containing waste water of the reaction in an old process, has a very good application prospect and has a relatively high economical benefit.

Design and synthesis of benzimidazole-chalcone derivatives as potential anticancer agents

Numerous reports have shown that conjugated benzimidazole derivatives possess various kinds of biological activities, including anticancer properties. In this report, we designed and synthesized 24 new molecules comprising a benzimidazole ring, arene, and alkyl chain-bearing cyclic moieties. The results showed that the N-substituted benzimidazole derivatives bearing an alkyl chain and a nitrogen-containing 5- or 6-membered ring enhanced the cytotoxic effects on human breast adenocarcinoma (MCF-7) and human ovarian carcinoma (OVCAR-3) cell lines. Among the 24 synthesized compounds, (2E)-1-(1-(3-morpholinopropyl)-1H-benzimidazol-2 -yl)-3-phenyl-2-propen-1-one) (23a) reduced the proliferation of MCF-7 and OVCAR-3 cell lines demonstrating superior outcomes to those of cisplatin.

Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Br?nsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.