Category: 4760-35-4

Pathak, Devender published the artcileSynthesis, characterization and antimicrobial evaluation of some newer substituted benzimidazole derivatives, SDS of cas: 4760-35-4, the publication is Journal of Chemical and Pharmaceutical Sciences (2011), 4(1), 26-29, database is CAplus.

1,2-Benzenediamine dihydrochloride when reacted with different carboxylic acid derivatives yielded 2-substituted benzimidazole derivatives [no data] which on methylation afforded 1-methyl-2-substituted benzimidazole derivatives, and on acetylation yielded 1-acetyl-2-substituted benzimidazole derivatives The synthesized compounds were elucidated by phys. and spectral data and screened for in vitro antibacterial activity against two gram pos. (Staphylococcus aureus, Bacillus subtilis) and two gram neg. bacterial strains (Pseudomonas aeruginosa, Escherichia coli) and in vitro antifungal activity against Candida albicans, Aspergillus niger.

Journal of Chemical and Pharmaceutical Sciences published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, SDS of cas: 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Singh, Gagandeep published the artcileSynthesis, molecular docking, α-glucosidase inhibition, and antioxidant activity studies of novel benzimidazole derivatives, SDS of cas: 4760-35-4, the publication is Medicinal Chemistry Research (2020), 29(10), 1846-1866, database is CAplus.

A novel series of N-methyl/benzyl-substituted benzimidazolyl-linked para-substituted benzyl-based compounds containing 2,4-thiazolidinediones, di-Me malonate (DMM) and di-Et malonate (DEM) were designed, docked, synthesized, and evaluated for their antidiabetic activity studies. Four targeted compounds I (R = Me, Bn) and II showed good inhibitory potential in the range of 4.10 +/- 0.01 to 9.12 +/- 0.06μM. Furthermore, synthesized compounds were evaluated for their antioxidant potential and compared with standard ascorbic acid and results showed that compound I (R = Bn) (EC₅₀ = 0.176 +/- 0.002 mM) being the most active. Compounds I and II exhibited prominent antidiabetic as well as antioxidant activity. Compound I (R = Bn) was considered a promising candidate for this series. The designed mols. were docked into α-glucosidase protein (PDB Code. 3TOP) to develop a correlation with the α-glucosidase inhibition studies and were also addnl. docked into PPARγ proteins (PDB ID: 2PRG) with rosiglitazone (standard drug) to study their PPARγ binding affinity in comparison with rosiglitazone and to classify these compounds for their PPARγ agonistic behavior.

Medicinal Chemistry Research published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C25H29N9O3, SDS of cas: 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Kumar, Akhilesh published the artcileStructure, magnetism and reactivity of a {Mn^III(μ-O)₂Mn^IV}³⁺ core towards oxidation of phenols, Application In Synthesis of 4760-35-4, the publication is Polyhedron (2019), 226-235, database is CAplus.

Two complexes [(L)₂Mn^II(OClO₃)(MeCN)](ClO₄)·CH₃CN (1) and [(L)₄Mn^III/IV₂(μ-O)₂](ClO₄)₃·2CH₃CN·Et₂O (2), where L is 2-((1H-pyrazol-1-yl)methyl)-1-methyl-1H-benzimidazole, were synthesized, structurally characterized, UV-visible and EPR spectral properties, variable-temperature (2-300 K) magnetic susceptibility and redox behavior studied. Structural anal. reveals that the {Mn^III(μ-O)₂Mn^IV}³⁺ core in 2 is an example of delocalized class III system. Complex 1 has S = 5/2 ground-state. The Mn^III and Mn^IV centers in 2 are antiferromagnetically coupled (J = -192 cm^-1) and has S = 1/2 ground-state. Complex 2 exhibits characteristic 16-line EPR spectrum (120 K) centered at g ≈ 2. Reactivity of 2 towards p-X-2-tert-butylphenols (X = H, Me, OMe, ^tBu) was studied. The oxidation of phenols generate phenoxyl radical (2,4,6-tri-tert-butylphenol exhibits EPR signal due to radical)/radical-coupled bis-phenol product (in the case of 2,4-di-tert-butylphenol, DTBP). Kinetic experiments have allowed the authors to evaluate second-order rate constant values for the faster initial step (k₂ × 10^-2 M^-1s^-1) for p-X-2-tert-butylphenols: 0.6 (X = H), 1.95 (Me), 3.0 (OMe), 1.85 (^tBu) and for the slower second step (k₂ × 10^-3 M^-1s^-1) for p-X-2-tert-butylphenols: 0.9 (X = H), 2.5 (Me), 4.0 (OMe). Reaction between {Mn^III(μ-O)₂Mn^IV}³⁺ of 2 and phenols proceeds via hydrogen atom transfer mechanism to produce oxidation products. Initial reaction supposedly generates {Mn^III(O)(OH)Mn^III}³⁺ species, which finally ends up as (L)-coordinated Mn^II species (ESI-MS spectrum for the reaction between 2 and DTBP).

Polyhedron published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Application In Synthesis of 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Guo, Tao published the artcileDiscovery and SAR of biaryl piperidine MCH1 receptor antagonists through solid-phase encoded combinatorial synthesis, Application of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(16), 3696-3700, database is CAplus and MEDLINE.

An encoded combinatorial library based on aryl- and biarylpiperidine scaffolds was designed and synthesized. Screening of this library resulted in the discovery of high-nanomolar biarylpiperidine-based MCH1 receptor antagonists. Follow-up optimization using a parallel synthesis provided potent, single digit nanomolar antagonists.

Bioorganic & Medicinal Chemistry Letters published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Application of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Ganguli, Kasturi published the artcileCooperative Mn(I)-complex catalyzed transfer hydrogenation of ketones and imines, Product Details of C9H9ClN2, the publication is Dalton Transactions (2019), 48(21), 7358-7366, database is CAplus and MEDLINE.

The synthesis and reactivity of Mn(I) complexes bearing bifunctional ligands comprising both the amine N-H and benzimidazole fragments I and II (R = H, Me; R¹ = H, Me, phenyl; R² = H, Me) are reported. Among the various ligands, the N-((1H-benzimidazol-2-yl)methyl)aniline ligand containing Mn(I) complex II (R = R² = H; R¹ = Ph) presented higher reactivity in the transfer hydrogenation (TH) of ketones R³C(O)R⁴ (R³ = Ph, thiophen-2-yl, cyclopropyl, etc.; R⁴ = Me, propan-2-yl, tert-Bu, etc.; R³R⁴ = 9H-fluoren-9-yl, 1,2,3,4-tetrahydronaphthalen-1-yl, cyclohexyl) in 2-propanol. Exptl., it was established that both the benzimidazole and amine N-H proton played a vital role in the enhancement of the catalytic activity. Utilizing this system, a wide range of ketones R³C(O)R⁴ and aldehydes R⁵CHO (R⁵ = 4-CH₃C₆H₄, thiophen-2-yl, pentyl, etc.) was reduced efficiently. Notably, the TH of several imines R⁶R⁷C=NR⁸ (R⁶ = 4-OCH₃C₆H₄, thiophen-2-yl, naphthalen-2-yl, etc.; R⁷ = H, Me, Et; R⁸ = C₆H₅, 4-OCH₃C₆H₄, CH₃(CH₂)₃, etc.), as well as chemoselective reduction of unsaturated ketones, was achieved in the presence of this catalyst. DFT calculations were carried out to understand the plausible reaction mechanism which disclosed that the transfer hydrogenation reaction followed a concerted outer-sphere mechanism.

Dalton Transactions published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Product Details of C9H9ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Ye, Chen-Xi published the artcileStereocontrolled 1,3-nitrogen migration to access chiral α-amino acids, COA of Formula: C9H9ClN2, the publication is Nature Chemistry (2022), 14(5), 566-573, database is CAplus and MEDLINE.

Here a protocol for the economical and practical synthesis of optically active α-amino acids RNHC(R¹)(R²)C(O)OH (R = Ts, Ms, C(O)OMe, (2,2,2-trichloroethoxy)carbonyl; R¹ = H, Me; R² = pent-2-yn-1-yl, 4-methylphenyl, 2H-1,3-benzodioxol-5-yl, etc.) based on an unprecedented stereocontrolled 1,3-nitrogen shift was reported. The method employs abundant and easily accessible carboxylic acids R¹CH(R²)C(O)OH as starting materials, which are first connected to a nitrogenation reagent, followed by a highly regio- and enantioselective ruthenium- or iron-catalyzed C(sp³)-H amination. This straightforward method displays a very broad scope, providing rapid access to optically active α-amino acids with aryl, allyl, propargyl and alkyl side chains, and also permits stereocontrolled late-stage amination of carboxylic-acid-containing drugs and natural products.

Nature Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C7H7BrFN, COA of Formula: C9H9ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Albrecht, Markus published the artcileStructures and properties of complexes [MCl(C₅Me₅)(N-S)](PF₆), M = Rh, Ir, with N-S = 1-methyl-2-(alkylthiomethyl)-1H-benzimidazole ligands, Application of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Journal of Organometallic Chemistry (2000), 596(1-2), 84-89, database is CAplus.

The four complexes [MCl(C₅Me₅)(N-S)](PF₆), M = Rh, Ir; N-S = 1-methyl-2-(methylthiomethyl)-1H-benzimidazole (mmb) and 1-methyl-2-(tert-butylthiomethyl)-1H-benzimidazole (mtb) were synthesized and characterized by spectroscopy, electrochem. and x-ray crystallog. (as MeOH solvates). The essential coordination features, viz., longer M-S (∼2.38 A) and shorter M-N bonds (∼2.09 A) in five-membered chelate rings are common to all four species. Cyclic voltammetry reveals irreversible two-electron reduction to M^I complexes and partially reversible oxidation to Ir^IV species for [IrCl(C₅Me₅)(mtb)]⁺. The results are discussed in comparison with those obtained for α-diimine (N-N) complexes of the [MCl(C₅Me₅)]⁺ fragments.

Journal of Organometallic Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Application of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Gullotti, Michele published the artcileSynthesis and characterization of new chiral octadentate nitrogen ligands and related copper(II) complexes as catalysts for stereoselective oxidation of catechols, COA of Formula: C9H9ClN2, the publication is Journal of Molecular Catalysis A: Chemical (2005), 235(1-2), 271-284, database is CAplus.

Three new octadentate ligands, namely (R)-N,N’-dimethyl-N,N’-bis{3-[bis(1-methyl-2-imidazolylmethyl)]aminopropyl}-1,1′-binaphthyl-2,2′-diamine, (R)-DABN-3Im₄, (R)-N,N’-dimethyl-N,N’-bis{4-[bis(1-methyl-2-benzimidazolylmethyl)]aminobutyl}-1,1′-binaphthyl-2,2′-diamine, (R)-DABN-4Bz₄, and (S)-N2,N6-dimethyl-N2,N6-bis{2′-[bis(1-methyl-2-benzimidazolylmethyl)]aminomethyl}benzyl-2,6-diamino-1-hexanol acetate, -Lys-4Bz₄, were employed for the synthesis of dinuclear and trinuclear copper(II) complexes. The ligands contain two side arms of different nature and length which carry tridentate aminobis(benzimidazole) or aminobis(imidazole) residues as metal binding sites (A sites) connected to a central (R)-1,1′-binaphthyl-2,2′-diamine or -lysine residue which can bind a third metal ion (B site). The chiroptical properties of the ligands and the complexes have been described. The complexes were tested as catalysts in the oxidation of 3,5-di-tert-butylcatechol, L-, D-Dopa and L-, D-Dopa Me esters by dioxygen to give the corresponding quinones. The catalytic efficiency is moderate, but the complexes exhibit significant enantio-differentiating ability towards L-, D-Dopa Me esters, albeit their enantio-differentiating ability towards L-, D-Dopa is lower. The (R)-1,1′-binaphthyl-2,2′-diamine spacer in the (R)-DABN complexes has much stronger recognition power than the aliphatic L-lysine spacer in the L-Lys complexes. In addition, the highest stereoselectivity in the catalytic oxidation is obtained with the (R)-DABN-3Im₄ complexes, containing carbon chains of three atoms between the (R)-1,1′-binaphthyl-2,2′-diamine groups and the tridentate donor units at the A metal binding sites. In all cases, the preferred enantiomeric substrate has the configuration, which is dictated by the chirality of the spacer residue.

Journal of Molecular Catalysis A: Chemical published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, COA of Formula: C9H9ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Munoz-Patino, Natalia published the artcileSynthesis, structure, and biological activity of bis(benzimidazole)amino thio- and selenoether nickel complexes, SDS of cas: 4760-35-4, the publication is Journal of Inorganic Biochemistry (2020), 111198, database is CAplus and MEDLINE.

Four new nickel(II) complexes with bis(benzimidazole)thio- and selenoether-based ligands were synthesized and characterized in the solid state by elemental anal., IR, magnetic susceptibility and x-ray crystallog., and in solution by FAB⁺ mass spectrometry, UV-visible spectroscopy and cyclic voltammetry. Single-crystal x-ray diffraction anal. of the compounds revealed octahedral geometries for all nickel centers. Three of the four complexes are dimers with chloride bridges between the two Ni(II) ions. However, in solution all complexes have a monomeric formulation, based on mass spectrometry and osmometry measurements. The complexes were also screened for their cytotoxic activity on human cell lines (HeLa, SK-LU-1 and HEK-<293≥), and compared with a related Cu(II) complex.

Journal of Inorganic Biochemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, SDS of cas: 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Castillo, Ivan published the artcileSynthesis, spectroscopic, and structural characterization of mixed thioether-benzimidazole copper complexes, Computed Properties of 4760-35-4, the publication is Polyhedron (2015), 824-829, database is CAplus.

Mixed N,S tripodal ligands bis(2,4-dimethylphenylthioethyl)(2-methylbenzimidazolyl)amine L¹, bis(2,4-dimethylphenylthioethyl)(1-methyl-2-methylbenzimidazolyl)amine L², and bis(1-methyl-2-methylbenzimidazolyl)(2-methylthioethyl)amine L³ were employed to prepare the corresponding copper complexes. L¹ and L² associate weakly with Cu²⁺, while the reaction of CuI with L¹ affords [L¹CuI]. This was characterized in the solid state by the chelating tridentate coordination mode of L¹, with a free thioether, and a terminal iodide, in contrast with the commonly observed Cu-I-Cu bridges. For L³, Cu⁺ and Cu²⁺ complexes are accessible as [L³Cu]PF₆, and the crystallog. characterized [L³CuCl]Cl. The latter has a square pyramidal coordination around the Cu²⁺ ion, with the thioether as an axial ligand that remains coordinated in solution, as evidenced by UV-visible spectroscopy.

Polyhedron published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Computed Properties of 4760-35-4.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem