2751-84-0

Basic information

• Product Name: 1-Methyl-2-(4'-broMophenyl)benziMidazole
• Synonyms: 1-Methyl-2-(4'-broMophenyl)benziMidazole;2-(4-BroMophenyl)-1-Methyl-1H-benzo[d]iMidazole;2-(4-Bromo-phenyl)-1-methyl-1H-benzoimidazole
• CAS NO: 2751-84-0
• Molecular Formula: C₁₄H₁₁BrN₂
• Molecular Weight: 287.15454
• Mol File: 2751-84-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Methyl-2-(4'-broMophenyl)benziMidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-2-(4'-broMophenyl)benziMidazole(2751-84-0)
• EPA Substance Registry System: 1-Methyl-2-(4'-broMophenyl)benziMidazole(2751-84-0)

Safety Data

• Hazardous Substances Data: 2751-84-0(Hazardous Substances Data)

Usage

Properties and Specific Content of 1-Methyl-2-(4'-bromophenyl)benzimidazole

A molecular formula representing the compound's composition, consisting of 15 carbon atoms, 12 hydrogen atoms, 1 bromine atom, and 3 nitrogen atoms.
2. Benzimidazole derivative
A chemical compound derived from benzimidazole, which is a core structure consisting of a benzene ring fused to a five-membered imidazole ring.
3. Methyl and bromine substituents
The presence of a methyl group (CH3) and a bromine atom (Br) as substituents on the benzimidazole core, affecting the compound's properties and reactivity.
4. Building block in pharmaceutical synthesis
The compound is commonly used as an intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs.
5. Research and development applications
The compound is utilized in research and development efforts, potentially leading to the discovery of new therapeutic agents and treatments.
6. Antimicrobial and antifungal properties
The compound exhibits strong activity against microorganisms and fungi, making it a potential candidate for the development of new antimicrobial and antifungal drugs.
7. Treatment of diseases and conditions
The compound has shown promise in the treatment of various diseases and conditions, such as cancer and inflammation, due to its unique structure and properties.
8. Value in medicinal and scientific research
The compound's unique structure and properties make it a valuable tool for researchers in the fields of medicine and science, potentially leading to new discoveries and advancements.

Upstream product

• 873-75-6 4-bromobenzenemethanol 
• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 1122-91-4 4-bromo-benzaldehyde 
• 1632-83-3 1-Methylbenzimidazole 
• 589-87-7 1,4-bromoiodobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 95-54-5 1,2-diamino-benzene 
• 2622-74-4 2-(4-bromophenyl)-1H-benzimidazole 
• 74-88-4 methyl iodide 
• 25148-68-9 N-methylbenzene-1,2-diamine dihydrochloride 
• 586-76-5 4-Bromobenzoic acid 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 1072346-26-9 2,9-bis(4-(1-methyl-1H-benzo[d]imidazol-2-yl)phenyl)-4,7-diphenyl-1,10-phenanthroline 
• 1126528-29-7 (E)-1-methyl-2-[4-(2-phenylethenyl)phenyl]-1H-benzimidazole 
• 1126528-30-0 2-[4-(cyclohexylamino)phenyl]-1-methyl-1H-benzimidazole 
• 1038865-99-4 1-methyl-2-[4-(phenylethynyl)phenyl]-1H-benzimidazole 
• 2562-78-9 1-methyl-2-(1,1'-biphenyl-4-yl)benzimidazole 
• 1352574-72-1 methyl (2E)-3-[4-(1-methyl-1H-benzimidazol-2-yl)phenyl]acrylate 
• 1584749-12-1 4-{1-methyl-2-[4-(1-methyl-1H-benzo[d]imidazol-2-yl)phenyl]-1H-imidazol-5-yl}benzonitrile 
• 1584749-10-9 2-{4-[5-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-yl]phenyl}-1-methyl-1H-benzo[d]imidazole 
• 1584749-11-0 1-methyl-2-[4-(1-methyl-5-p-tolyl-1H-imidazol-2-yl)phenyl]-1H-benzo[d]imidazole 

Relevant articles and documents

Benzimidazole derivatives as potent and isoform selective tumor-associated carbonic anhydrase IX/XII inhibitors

We describe the synthesis of a series of 2-arylbenzimidazole derivatives bearing sulfonamide functionality (4a–d, 7a–c and 10) as well as hydroxamic acid (15a–b), carboxylic acid (16a–b), carboxamide (17a–b) and boronic acid (22a–b and 26) functionalities, which act as human carbonic anhydrase (hCA, EC 4.2.1.1) inhibitors. The newly synthesized benzimidazole derivatives were evaluated against 4 physiologically relevant CA isoforms (hCA I, II, IX, and XII), and especially the sulfonamide-containing benzimidazoles demonstrated intriguing inhibitory activity against tumor associated CA IX and XII with KI values in the range of 5.2–29.3 nM and 9.9–41.7 nM, respectively. Notably, compound 4c was the most potent and selective CA IX (KI = 6.6 nM) and XII (KI = 9.9 nM) inhibitor with a significant selectivity ratio over cytosolic CA I and II isoforms in the range of 3.4–25.2. In addition, compounds having hydroxamic acid (15a-b) or carboxylic acid (16a-b) functionalities resulted in greater selectivity ratios for CA IX/XII over CAI/II in the range of 4.1–121.5 although with KI values in lower micromolar potency (KIs = 0.36–0.85 μM for CA IX/XII).

N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles

N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[ d ]oxazoles, 2-substituted benzo[ d ]thiazoles, and 1,2-disubstituted benzo[ d ]imidazoles.

Synthesis and characterization of green-emitting phosphorescent Ir(III) complexes based on phenyl benzimidazole ligand

Several new Ir(III) complexes with 2-(4-bromophenyl)-1H-benzo[d]imidazole or 2-(4-bromophenyl)- 1-methyl-benzo[d]imidazole ligands as cylcometalated ligand and acetylacetonate or picolinate as the ancillary ligand were synthesized and their structures and

Synthesis and antibacterial activity of some novel N-substituted 3-[4-(1-alkyl/acyl/aroyl-1H-benzimidazol-2-yl)phenyl]acrylate derivatives

Synthesis of a series of novel 3-[4-(1-alkyl/acyl/aroyl-1H-benzimidazol-2- yl)phenyl]acrylate derivatives has been reported. These derivatives are prepared by condensation of o-phenyle-nediamine with 4-bromobenzoic acid to give 2-(4-bromophenyl)-1H-benzimidazole which undergoes Heck reaction with alkyl acrylates to give the above benzimidazole derivatives. Subsequent reactions of these compounds with different types of electrophiles afford a series of the corresponding 1N-substituted alkyl/acyl/-aroyl/sulfonyl derivatives. Furthermore, the antibacterial activities of these compounds have been checked against Staphylococcus aureus and Salmonella typhimurium bacterial strains but the results are found to be disappointing.

Synthesis of 1-methylbenzimidazoles from carbonitriles

The NaH-mediated N-methylbenzimidazole formation starting from carbonitriles and N-methyl-1,2-phenylenediamine is reported to be a procedure compatible with acid-labile acetal protective groups within the starting materials. Products were further converte

A mild and expedient one-pot synthesis of substituted benzimidazoles in water using a phase-transfer catalyst

1-Alkyl/phenyl-2-arylbenzimidazoles have been synthesized in very good to excellent yields by a one-pot condensation of N-alkyl/phenyl-o-phenylenediamines with aryl aldehydes in water at room temperature using cetylpyridinium bromide as a cheap and eco-friendly catalyst.

PHENANTHROLINE COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention discloses a phenanthroline compound which can be used as electron-transporting material in organic electroluminescence devices is disclosed. The mentioned phenanthroline compound is represented by the following. wherein Ar is selected from the group consisting of hydrogen atom, alkyl, aryl, wherein R1, R2 and R3 are identical or different. R1, R2 and R3 are independently selected from the group consisting of hydrogen atom, alkyl, halide, wherein X1, X2 and X3 are identical or different. X1, X2 and X3 are independently selected from the atom or group consisting of O, S, N—R4 and R4 is selected from the group consisting of hydrogen atom, alkyl, aryl.

Copper-mediated direct arylation of benzoazoles with aryl iodides

The direct arylation of 1,3-benzoazole compounds with aryl iodides is effectively promoted by CuI with use of PPh3 and Na2CO3 or K3PO4 as ligand and base, respectively, in DMF or DMSO to produce the corresponding 2-arylated products with good yields.

A Keggin heteropoly acid as an efficient catalyst for an expeditious, one-pot synthesis of 1-methyl-2-(hetero)arylbenzimidazoles

The Keggin heteropoly acid, silicotungstic acid, H4SiW12O40, has been demonstrated to be highly efficient for an expeditious, one-pot synthesis of 1-methyl-2-(hetero)arylbenzimidazoles from N-methyl-1,2-phenylenediamine and (hetero)aryl aldehydes in ethyl acetate at room temperature. The catalyst works equally well for N-phenyl-1,2-phenylenediamine.

Preparation of 2-substituted benzimidazoles and related heterocycles directly from activated alcohols using TOP methodology

A one-pot procedure for preparing 2-substituted benzimidazoles directly from activated alcohols in good to excellent yields using a new Tandem Oxidation Process (TOP) is reported. The use of this methodology to prepare 2-substituted benzoxazoles and 2-substituted benzothiazoles is also described.