109635-38-3

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Chlorophenylmethyl)-2-aminobenzimidazole is used as an antihypertensive agent for its potential in treating hypertension. It is being studied for its ability to regulate blood pressure and provide a therapeutic option for patients suffering from high blood pressure.
1-(4-Chlorophenylmethyl)-2-aminobenzimidazole is also used as an antifungal agent due to its capacity to inhibit the growth of certain fungal species. This makes it a potential candidate for the development of antifungal medications, offering a new approach to combat fungal infections.
The ongoing research on 1-(4-Chlorophenylmethyl)-2-aminobenzimidazole highlights its versatility and value in the pharmaceutical and medicinal fields, with the potential to contribute to the development of new treatments and therapies.

InChI:InChI=1/C14H12ClN3/c15-11-7-5-10(6-8-11)9-18-13-4-2-1-3-12(13)17-14(18)16/h1-8H,9H2,(H2,16,17)

Upstream product

• 934-32-7 1H-benzimidazol-2-amine 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 622-95-7 4-chlorobenzyl bromide 

Downstream Products

• 141472-71-1 [1-(4-Chloro-benzyl)-1H-benzoimidazol-2-yl]-[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-amine 
• 144836-29-3 [1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-[1-(4-chloro-benzyl)-1H-benzoimidazol-2-yl]-amine 
• 144836-25-9 1-<(4-chlorophenyl)methyl>-2-amino-1H-benzimidazole 
• 144836-21-5 4-{[(E)-1-(4-Chloro-benzyl)-1H-benzoimidazol-2-ylimino]-methyl}-2-methoxy-phenol 
• 131705-68-5 ethyl (<1-(p-chlorobenzyl)-1H-benzimidazol-2-yl>amino)oxoacetate 
• 144836-33-9 4-{[1-(4-Chloro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-phenol 
• 144836-41-9 Benzo[1,3]dioxol-5-ylmethyl-[1-(4-chloro-benzyl)-1H-benzoimidazol-2-yl]-amine 
• 144836-37-3 [1-(4-Chloro-benzyl)-1H-benzoimidazol-2-yl]-(3,4,5-trimethoxy-benzyl)-amine 
• 144836-43-1 4-{[1-(4-Chloro-benzyl)-1H-benzoimidazol-2-ylamino]-methyl}-2-methoxy-6-morpholin-4-ylmethyl-phenol 
• 1404300-47-5 1-(4-chlorobenzyl)-N-benzyl-1H-benzo[d]imidazol-2-amine 
• 109635-47-4 [1-(4-Chloro-benzyl)-1H-benzoimidazol-2-yl]-(2-chloro-pyridin-3-ylmethyl)-amine 
• 109635-51-0 7-(4-Chloro-benzyl)-7H-1,6,7,11b-tetraaza-benzo[c]fluoren-5-one 

Relevant academic research and scientific papers

A novel 2-aminobenzimidazole-based compound Jzu 17 exhibits anti-angiogenesis effects by targeting VEGFR-2 signalling

Background and Purpose: Recent development in drug discovery have shown benzimidazole to be an important pharmacophore,. Benzimidazole derivatives exhibit broad-spectrum pharmacological properties including anti-microbial, anti-diabetic and anti-tumour activity. However, whether benzimidazole derivatives are effective in suppressing angiogenesis and its underlying mechanisms remain incompletely understood. In this study, we aim to characterize the anti-angiogenic mechanisms of a novel 2-aminobenzimidazole-based compound, Jzu 17, in an effort to develop novel angiogenesis inhibitor. Experimental Approach: Effects of Jzu 17 on endothelial cell proliferation, migration, invasion, and activation of signalling molecules induced by VEGF-A, were analysed by immunoblotting, MTT, BrdU, migration, and invasion assays. We performed tube formation assay, aorta ring sprouting assay, matrigel plug assay, and a mouse model of metastasis to evaluate ex vivo and in vivo anti-angiogenic effects of Jzu 17. Key Results: Jzu 17 inhibited VEGF-A-induced cell proliferation, migration, invasion, and endothelial tube formation of HUVECs. Jzu 17 suppressed VEGF-A-induced microvessel sprouting ex vivo and attenuated VEGF-A- or tumour cell-induced neovascularization in vivo. Jzu 17 also reduced B16F10 melanoma lung metastasis. In addition, Jzu 17 inhibited the phosphorylation of VEGFR-2 and its downstream signalling molecules in VEGF-A-stimulated HUVECs. Results from computer modelling further showed that Jzu 17 binds to VEGFR-2 with high affinity. Conclusions and Implications: Jzu 17 may inhibit endothelial remodelling and suppress angiogenesis through targeting VEGF-A-VEGFR-2 signalling. These results also suggest Jzu 17 as a potential lead compound and warrant the clinical development of similar agents in the treatment of cancer and angiogenesis-related diseases.

Synthesis of phenyl 1-benzyl-1H-benzo [d] imidazol-2-ylcarbamates

1H-Benzo [d] imidazol-2-amine reacts with benzyl halides to give 1-benzyl-1Hbenzo [d] imidazol-2-amines (3a-k). These compounds were treated with phenylchloro formate to yield phenyl 1-benzyl-1H-benzo [d] imidazol-2-ylcarbamates (5a-k). They have been screened for their antibacterial activity.

Identification of inhibitors of NOD1-induced nuclear factor-κB activation

NOD1 (nucleotide-binding oligomerization domain 1) protein is a member of the NLR (NACHT and leucine rich repeat domain containing proteins) protein family, which plays a key role in innate immunity as a sensor of specific microbial components derived from bacterial peptidoglycans and induction of inflammatory responses. Mutations in NOD proteins have been associated with various inflammatory diseases that affect NF-κB (nuclear factor κB) activity, a major signaling pathway involved in apoptosis, inflammation, and immune response. A luciferase-based reporter gene assay was utilized in a high-throughput screening program conducted under the NIH-sponsored Molecular Libraries Probe Production Center Network program to identify the active scaffolds. Herein, we report the chemical synthesis, structure-activity relationship studies, downstream counterscreens, secondary assay data, and pharmacological profiling of the 2-aminobenzimidazole lead (compound 1c, ML130) as a potent and selective inhibitor of NOD1-induced NF-κB activation.

NOVEL 2-AMINO BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS MODULATORS OF SMALL-CONDUCTANCE CALCIUM-ACTIVATED POTASSIUM CHANNELS

This invention relates to novel 2-amino benzimidazole derivatives of formula (I1) and (Ib) useful as modulators of small-conductance calcium-activated potassium channels (SK channels) . In other aspects the invention relates to the use of these compounds

Heterocyclic Bis-Cations as Starting Hits for Design of Inhibitors of the Bifunctional Enzyme Histidine-Containing Protein Kinase/Phosphatase from Bacillus subtilis

The main mechanism of carbon catabolite repression/activation in low-guanine and low-cytosine Gram-positive bacteria seems to involve phosphorylation of HPr (histidine-containing protein) at Ser-46 by the ATP-dependent HPr kinase, which in Bacillus subtilis, Lactobacillus casei, and Staphylococcus xylosus also exhibits phosphatase activity and is thus a bifunctional enzyme (HPrK/P). Since deficiency of HPrK/P in S. xylosus, L. casei, and B. subtilis mutants leads to severe growth defects, inhibitors of the enzyme could form a new family of antibiotic drugs. The aim of the study was to screen an in-house chemical library for identification of hits as inhibitors of HPrK/P in B. subtilis and to further extract additional information of structural features from hit optimization using a radioactive in vitro assay. A symmetrical bis-cationic compound LPS 02-10-L-D09 (2a) with a 12-carbon alkyl linker bridging the two 2-aminobenzimidazole moieties was identified as a non-ATP mimetic compound exhibiting an EC50 value of 10 μM in a kinase assay with HPr as substrate. The substance also inhibited the phosphatase activity of HPrK/P triggered by the addition of inorganic phosphate. Similar results were obtained with 2a and catabolite repression HPr, which, like HPr, can be phosphorylated at Ser-46 by HPrK/P and is involved in catabolite repression. Structure-activity relationship analysis indicated the importance in its structure of a substituted 2-aminobenzimidazole. This typical heterocycle is linked through a C12 alkyl chain to a second scaffold that can bear a cationic or a noncationic moiety but in all cases should present an aromatic ring in its vicinity.

Benzimidazole compounds useful as calcium channel blockers

The present invention discloses compounds of the formula STR1 wherein R'' and R"" independently of each other are hydrogen or alkyl, or R'' and R"" together form a 3 to 6 membered alkylene chain;n is 1 or 2;R 1 is phenyl which may be substituted one or mo

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