64019-57-4

Usage

Uses

Used in Pharmaceutical Industry:
TRIS(2-BENZIMIDAZOLYLMETHYL)AMINE) is used as a reactant for the synthesis of carbonic anhydrase models. Carbonic anhydrase is an enzyme that plays a crucial role in various physiological processes, including respiration, pH regulation, and ion transport. By synthesizing models of this enzyme, researchers can study its structure, function, and potential as a target for therapeutic intervention in various diseases.
Used in Chemical Research and Material Science:
TRIS(2-BENZIMIDAZOLYLMETHYL)AMINE) is used as a reactant for the synthesis of porous lanthanide tris(benzimidazolylmethyl)amine nitrato frameworks. These frameworks are of interest in the field of material science due to their unique properties, such as high surface area, porosity, and potential for ion exchange. They can be used in various applications, including gas storage, catalysis, and separation processes.

InChI:InChI=1/C24H21N7/c1-2-8-17-16(7-1)25-22(26-17)13-31(14-23-27-18-9-3-4-10-19(18)28-23)15-24-29-20-11-5-6-12-21(20)30-24/h1-12H,13-15H2,(H,25,26)(H,27,28)(H,29,30)

Upstream product

• 92206-38-7 ammonia triacetic acid 
• 95-54-5 1,2-diamino-benzene 
• 139-13-9 nitrilotriacetic acid 

Downstream Products

• 159665-22-2 [(N(CH₂(C₇H₅N₂))3)ZnOCO(C₆H₄OH)]⁽¹⁺⁾*ClO₄^(1-) = [(N(CH₂(C₇H₅N₂))3)ZnOCO(C₆H₄OH)](ClO₄) 
• 318498-50-9 [(tris(benzimidazolylmethyl)amine)Zn((p-t-Bu-phenyl-OPO₂)2O)] 

Relevant academic research and scientific papers

tris-(Benzimidazol-2-yl-methyl)-amine as a versatile building block in Ru(II) polypyridyl chemistry

tris-(Benzimidazol-2-yl-methyl)-amine, H3ntb, was prepared and used in the synthesis of dinuclear Ru(II) polypyridyl and polynuclear Ru(II)-Co(III) complexes of the type [Ru2(H2ntb) (bpy)4]3+, [Rusub

Cis-Dichloro[tris(2-benzimidazolylmethyl)amine]iron(III) chloride ethanol dihydrate: Hydrogen bonding changing the arrangement of tapes built from π-π and C - H...πctions

The title compound, [FeCl2(C24H21N 7)]Cl·C2H5OH·2H2O, comprises an [FeCl2(C24H21N7)] + cation, a Cl- anion, an ethanol molecule and two water molecules. The cations are linked by π-π and C - H...π interactions into one-dimensional tapes, and hydrogen bonding between the cations, Cl- anions, and ethanol and water molecules links these tapes into a three-dimensional network.

Synthesis and characterization of benzimidazole-based zinc complexes as structural carbonic anhydrase models and their applications towards CO 2 hydration

The tripod ligand tris(2-benzimidazolylmethyl)amine L1 and its methylated derivative tris(N-methyl-2-benzimidazolylmethyl)amine L2 were used for the preparation of chloro complexes [L1Zn-Cl](PF 6) 1 and [L2Zn-Cl](PF6) 2. These complexes reacted with AgPF6 in aqueous acetone to form the corresponding aqua complexes [L1Zn-OH2](PF6)2 3, [L2Zn(H2O)](PF6)2 4, which were deprotonated by using KOH to form the hydroxide complexes [L1Zn-OH)] (PF6) 5 and [L2Zn-OH)](PF6) 6. 1H NMR titration of the ligands with Zn(II) ions gave detailed information about the structure of the resulting zinc complexes and the evidence for the existence of the zinc-bound hydroxo species. Complex 3 reacted with CO2 gas in the presence of triethylamine to give the bicarbonate complex [L 1Zn-OCO2H)](PF6), which was characterized by IR and 13C NMR spectroscopes. The X-ray structure of [L 1Zn-NCS]2[Zn(NCS)4] 7 as structural carbonic anhydrase inhibitor was determined and adopted slightly distorted tetrahedral ZnN4 coordination geometries with the equatorial positions occupied by three benzimidazole nitrogen atoms and apical position by nitrogen atom from the thiocyanate anion.

Efficient 4f-5d emission processes of Ce3+complexes with benzimidazole-based tetradentate ligands

A Ce3+complex with tetradentate ligands based on benzimidazole moieties was synthesized. The photochemical properties of the Ce3+complex were studied via absorption and emission spectra and emission quantum yield measurements. The effective values of the molar absorption coefficient and the emission quantum yield were estimated to be 890 dm3mol-1cm-1and 0.58, respectively; these values are relatively large compared to those of common rare-earth metal complexes that exhibit 4f-4f emissions.

Tris(1H-benzimidazol-2-ylmethyl)-amine-solvent adducts

The tris(1H-benzimidazol-2-ylmethyl)amine (ntb) molecule crystallizes in different solvent systems, resulting in two kinds of adduct, namely the monohydrate, C24H21N7·H2O or ntb·H2O, (I), and the acetonitrile-methanol-water (1/0.5/1.5) solvate, C24H21N7·C2H 3N·0.5CH4O·1.5H2O or ntb·1.5H2O·0.5MeOH·MeCN, (II). In both cases, ntb adopts a tripodal mode to form hydrogen bonds with a solvent water molecule via two N-H...O and one O-H...N hydrogen bond. In (I), the ntb·H2O adduct is further assembled into a two-dimensional network by N-H...N and O-H...N hydrogen bonds, while in (II), a double-stranded one-dimensional chain structure is assembled via N-H...O and O-H...O hydrogen bonds, with the acetonitrile molecules located inside the cavities of the chain structure.

A binuclear ag(I) complex based on a tripodal ligand tris(2- benzimidazolylmethyl)amine: Synthesis and characterization

A new binuclear complex [Ag2(ntb)2](NO 3)2·(CH3OH) 1.5·(CH3CN)0.5 based on a tripodal ligand ntb (ntb = tris(2-benzimidazolylmethyl)amine) has been synthesized and structurally characterized by X-ray single crystal diffractometry. In the structure of the complex each center Ag(I) ion is coordinated by two N atoms from two benzimidazole arm of one ntb ligand and one N atoms from one benzimidazole arm of the other in a trigonal coordinated geometry, resulting in the construction of a binuclear complex. The complex units are further linked into a 1-D chain by hydrogen bonds. The emission spectrum of the complex has been investigated and shows a red-shift of the emission peak compared to the ligand and the existence of ligand-to-metal charge transfer process (emission peak at 468.2 nm). Cyclic voltammogram of the complex indicates a pair of quasi-reversible redox couple, corresponding to the Ag+/Ag electrochemical process. Graphical Abstract: In the structure of the complex each center Ag(I) ion is coordinated by two N atoms from two benzimidazole arm of one ntb ligand and one N atoms from one benzimidazole arm of the other in a trigonal coordinated geometry, resulting in the construction of a binuclear complex.[Figure not available: see fulltext.]

Design, synthesis, structural, spectral, and redox properties and phenoxazinone synthase activity of tripodal pentacoordinate Mn(ii) complexes with impressive turnover numbers

Catechol oxidase (CO) and phenoxazinone synthase (PHS) are two enzymes of immense significance due to their capability to oxidize catechols and o-aminophenols to o-quinones and phenoxazinones, respectively. In this connection two mononuclear manganese complexes with the molecular framework [MnII(Ln)Cl]Cl {L1: tris((1H-benzo[d]imidazol-2-yl)methyl)amine; n = 1 and L2: tris(N-methylbenzimidazol-2-ylmethyl)amine; n = 2} have been designed to be potential catalysts for OAPH (o-aminophenol) oxidation. Both the ligands and their corresponding metal complexes have been successfully synthesized and thoroughly characterized by different spectroscopic and analytical techniques such as FT-IR, 1H NMR, UV-vis spectroscopy, EPR spectroscopy and ESI mass spectroscopy. The molecular structures of [MnII(L1)Cl]Cl (1) and [MnII(L2)Cl]Cl (2) have been revealed by a single-crystal X-ray diffraction study. The spectral properties and redox behaviour of both the complexes were examined. Under ambient conditions, 1 and 2 show excellent phenoxazinone synthase activity as both are very susceptible to oxidize o-aminophenol to phenoxazinone. The kinetic parameters for both complexes have been determined by analyzing the experimental spectroscopic data. The turnover numbers (kcat value) of these two complexes are extremely high, 440 h-1 and 234 h-1 for 1 and 2, respectively. The present report offers a thorough overview of information involving the role of the metal ions and their extent of phenoxazinone synthase mimicking activity. The oxidation of o-aminophenol to 2-amino-3H-phenoxazine-3-one (APX) by catalytic oxidation of oxygen (O2) by the reaction with transition metal complexes has been an important study for the last few decades. The current study evidently showed better performance of our synthesized Mn(ii) complexes than all the predecessors. The plausible mechanism has been reiterated based on the experimental data via ESI-MS spectra and considering the concepts from the previously reported mechanisms involved in the formation of hydrogen peroxide (H2O2) as an intermediate substrate is fairly indicating the involvement of molecular oxygen in the catalytic cycle.

METAL COMPLEXES FOR PROMOTING GROWTH IN A PHOTOSYNTHETIC ORGANISM

A method of promoting growth in a photosynthetic organism comprising treating the photosynthetic organism with a metal complex or a precursor thereof, wherein the metal complex comprises a metal selected from the group consisting of zinc (Zn), cobalt (Co), copper (Cu), nickel (Ni) and iron (Fe), and a ligand, which is a bidentate or tridentate ligand. Metal complexes and their ligands are also described.

Reverse photoluminescence responses of Ln(iii) complexes to methanol vapor clarify the differentiated energy transfer pathway and potential for methanol detection and encryption

Advanced photoluminescent (PL) materials with unique and unclonable photophysical behaviors are important for potential applications in hazardous material detection and optical encryption. We herein present new detecting and encrypting models based on the uncommon reverse photoluminescence response of Eu(iii) and Tb(iii) complexes with isomorphic structures. Upon the stimulus of methanol vapor, the characteristic red emission of Eu(iii) shows an unusual turn on magnification depending on crystal morphologies, manifesting a more sensitive response from the lamellar crystals with not so perfect crystalline forms, while the green emission of Tb(iii) turns down conversely. This clarifies an unprecedent proof for the differentiated energy transfer (ET) pathway, i.e., triplet ET to Eu(iii), while singlet ET to Tb(iii) in lanthanide complexes. Furthermore, patterned taggants can be designed from the interweaving of unary and binary Eu/Tb(iii) complexes, presenting new optical detecting and encrypting models with pixel-selective responding and methanol vapor detecting capacities.

A Highly Selective and Robust Co(II)-Based Homogeneous Catalyst for Reduction of CO2 to CO in CH3CN/H2O Solution Driven by Visible Light

Visible-light driven reduction of CO2 into chemical fuels has attracted enormous interest in the production of sustainable energy and reversal of the global warming trend. The main challenge in this field is the development of efficient, selective, and economic photocatalysts. Herein, we report a Co(II)-based homogeneous catalyst, [Co(NTB)CH3CN](ClO4)2 (1, NTB = tris(benzimidazolyl-2-methyl)amine), which shows high selectivity and stability for the catalytic reduction of CO2 to CO in a water-containing system driven by visible light, with turnover number (TON) and turnover frequency (TOF) values of 1179 and 0.032 s-1, respectively, and selectivity to CO of 97%. The high catalytic activity of 1 for photochemical CO2-to-CO conversion is supported by the results of electrochemical investigations and DFT calculations.