135875-04-6

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 9 carbon (C) atoms, 10 hydrogen (H) atoms, and 4 nitrogen (N) atoms.

Explanation

This is the systematic name of the compound, which follows the IUPAC nomenclature rules. The name provides information about the structure and stereochemistry of the molecule.

Explanation

This is an alternative name for the compound, which is often used in the scientific community. It highlights the presence of a methyl group (-CH3) and the benzimidazole core structure.
4. Chiral Amine

Explanation

The compound is a chiral amine, meaning it has a chiral center (an atom with non-superimposable mirror image). This results in the existence of two enantiomers (stereoisomers) with different spatial arrangements.

Explanation

The compound has been studied for its potential use in the synthesis of biologically active compounds and as a building block for the preparation of various pharmaceuticals and agrochemicals.
6. Unique Structure and Properties

Explanation

The compound's structure and properties make it valuable for scientific and industrial purposes. Its chiral nature and the presence of a benzimidazole core contribute to its potential applications in the development of new drugs and other chemical products.

Explanation

The compound has a specific stereochemistry, with the (S)-configuration indicating the arrangement of the atoms around the chiral center. This information is crucial for understanding the compound's biological activity and potential applications.

Synonym

S-(+)-alpha-Methylbenzimidazolyl(1)

Potential Applications

Pharmaceutical Research and Development

Stereochemistry

(S)-configuration

Upstream product

• 7324-05-2 L-alanine amide 
• 95-54-5 1,2-diamino-benzene 
• 73042-50-9 1-(benzimidazol-2-yl)ethylamine 
• 141-78-6 ethyl acetate 
• 56-41-7 L-alanin 

Downstream Products

• 135875-07-9 (S)-3-Methyl-2,3-dihydro-1H-benzo[d]imidazo[1,5-a]imidazole 
• 135875-08-0 (S)-1-Methyl-1,2,3,4-tetrahydro-benzo[4,5]imidazo[1,2-a]pyrazine 

Relevant academic research and scientific papers

PF74 and its novel derivatives stabilize hexameric lattice of HIV-1 mature-like particles

A major structural retroviral protein, capsid protein (CA), is able to oligomerize into two different hexameric lattices, which makes this protein a key component for both the early and late stages of HIV-1 replication. During the late stage, the CA prote

Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents

A library of 53 benzimidazole derivatives, with substituents at positions 1, 2 and 5, were synthesized and screened against a series of reference strains of bacteria and fungi of medical relevance. The SAR analyses of the most promising results showed that the antimicrobial activity of the compounds depended on the substituents attached to the bicyclic heterocycle. In particular, some compounds displayed antibacterial activity against two methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentrations (MICs) comparable to the widely-used drug ciprofloxacin. The compounds have some common features; three possess 5-halo substituents; two are derivatives of (S)-2-ethanaminebenzimidazole; and the others are derivatives of one 2-(chloromethyl)-1Hbenzo[ d]imidazole and (1H-benzo[d]imidazol-2-yl)methanethiol. The results from the antifungal screening were also very interesting: 23 compounds exhibited potent fungicidal activity against the selected fungal strains. They displayed equivalent or greater potency in their MIC values than amphotericin B. The 5-halobenzimidazole derivatives could be considered promising broad-spectrum antimicrobial candidates that deserve further study for potential therapeutic applications.

Hybrid NH2-benzimidazole ligands for efficient Ru-catalyzed asymmetric hydrogenation of aryl ketones

Readily available hybrid NH2/benzimidazole ligands (R-bimaH, 1) dramatically influence the outcome of established Ru-based catalysts during asymmetric hydrogenation of aryl ketones. The benzimidazole functionality results in reversal of the typically observed chiral induction and allows for hydrogenation to be uncharacteristically conducted in nonprotic solvents. The developed systems efficiently catalyzed the AH of a number of ketones in up to 99% ee.

Stereoselective chemoenzymatic synthesis of enantiopure 1-(Heteroaryl)ethanamines by lipase-Catalysed kinetic resolutions

The efficient chemical synthesis and enzymatic kinetic resolution of a family of 1-(heteroaryl)ethanamines have been performed with lipases responsible for the preparation of nitrogenated compounds in high optical purity. Thus, Candida antarctica lipase type B has been identified as an excellent biocatalyst for the stereoselective production of the corresponding enantiomerically enriched (B)-acetamides and (S)-amines. A similar effect of the heteroatom in the cyclic ring has been observed in terms of reactivity and enantio- selectivity, with benzoxazole, benzothiazole and benzimidazole derivatives being obtained with excellent enantiopurities after one day of reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.

Heterocyclization of the 2-aminoalkyl (and aryl) benzimidazoles under phase transfer catalysis conditions

A number of new imidazolo (pyrazino and diazepino) benzimidazoles have been prepared by reaction between 2-aminoalkyl (and aryl)benzimidazoles and dibromoalkanes Br-(CH2)n-Br under phase transfer catalysis conditions.These products have been characterized by 1H NMR, IR, MS and their microanalysis. --- Key words: heterocyclization / benzimidazole / diazepinobenzimidazole / benzimidazolo benzodiazepin