Category: 4760-35-4

Srinivas, Rao S. published the artcileA facile and Eco-friendly synthesis of 1-methyl-2-((alkylthio)methyl)-1H-benzimidazole, Synthetic Route of 4760-35-4, the publication is Heterocyclic Letters (2014), 4(2), 245-249, 5 pp., database is CAplus.

A green approach for the synthesis of 1-methyl-2-[(alkylthio)methyl]-1H-benzimidazoles I (R¹ = CH₃, C₂H₅, CH₂Ph) under different conditions was developed from N-methyl-2-thiomethylbenzimidazole (i.e. CH₃) by reacting with an alkylating agent by phys. grinding or by using green solvent like PEG-600 or by using microwave irradiation technique.

Heterocyclic 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 C16H24BF4Ir, Synthetic Route of 4760-35-4.

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

Srinivas Rao, S. published the artcileSynthesis of N-alkyl-2-thiomethyl benzimidazoles: a green approach, SDS of cas: 4760-35-4, the publication is Organic Chemistry International (2014), 239710/1-239710/5, 5 pp., database is CAplus.

A green approach for the synthesis of N-alkyl-2-thiomethyl benzimidazoles I (R = CH₃, C₂H₅, CH₂Ph) under different conditions has been developed from N-alkyl-2-chloromethyl benzimidazoles by reaction with thiourea by phys. grinding, or by using green solvents like ethanol and PEG-600, or by using microwave irradiation technique.

Organic Chemistry International 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 C9H9NO, SDS of cas: 4760-35-4.

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

Hassan, Mujtaba published the artcileBenzimidazole-galactosides bind selectively to the Galectin-8 N-Terminal domain: Structure-based design and optimization, Computed Properties of 4760-35-4, the publication is European Journal of Medicinal Chemistry (2021), 113664, database is CAplus and MEDLINE.

We have obtained the X-ray crystal structure of the galectin-8 N-terminal domain (galectin-8N) with a previously reported quinoline-galactoside ligand at a resolution of 1.6 Å. Based on this X-ray structure, a collection of galactosides derivatized at O3 with triazole, benzimidazole, benzothiazole, and benzoxazole moieties were designed and synthesized. This led to the discovery of a 3-O-(N-methylbenzimidazolylmethyl)-galactoside with a K_d of 1.8μM for galectin-8N, the most potent selective synthetic galectin-8N ligand to date. Mol. dynamics simulations showed that benzimidazole-galactoside derivatives bind the non-conserved amino acid Gln47, accounting for the higher selectivity for galectin-8N. Galectin-8 is a carbohydrate-binding protein that plays a key role in pathol. lymphangiogenesis, modulation of the immune system, and autophagy. Thus, the benzimidazole-derivatized galactosides, e.g. I, represent promising compounds for studies of the pathol. implications of galectin-8, as well as a starting point for the development of antitumor and antiinflammatory therapeutics targeting galectin-8.

European Journal of Medicinal 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, Computed Properties of 4760-35-4.

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

Castillo, Ivan published the artcileStructural, spectroscopic, and electrochemical properties of tri- and tetradentate N₃ and N₃S copper complexes with mixed benzimidazole/thioether donors, Formula: C9H9ClN2, the publication is Dalton Transactions (2012), 41(31), 9394-9404, database is CAplus and MEDLINE.

Cupric and cuprous complexes of bis(2-methylbenzimidazolyl)(2-methylthiophene)amine (L¹), bis(2-methylbenzimidazolyl)benzylamine (L²), bis(2-methylbenzimidazolyl)(2,4-dimethylphenylthioethyl)amine (L³), bis(1-methyl-2-methylbenzimidazolyl)benzylamine (Me₂L²), and bis(1-methyl-2-methylbenzimidazolyl)(2,4-dimethylphenylthioethyl)amine (Me₂L³) were spectroscopically, structurally, and electrochem. characterized. The thioether-containing ligands L³ and Me₂L³ give rise to complexes with Cu-S bonds in solution and in the solid state, as evidenced by UV-visible spectroscopy and x-ray crystallog. The Cu²⁺ complexes [L¹CuCl₂] (1), [L²CuCl₂] (2) and [Me₂L³CuCl]ClO₄ (3^Me,ClO4) are monomeric in solution according to ESI mass spectrometry data, as well as in the solid state. Their Cu⁺ analogs [L¹Cu]ClO₄, [L²Cu]ClO₄, [L³Cu]ClO₄ (4–6), [BOC₂L¹Cu(NCCH₃)]ClO₄ (4^BOC), [Me₂L²Cu(NCCH₃)₂]PF₆ (5^Me) and [Me₂L³Cu]₂(ClO₄)₂ (6^Me) are also monomeric in MeCN solution, as confirmed crystallog. for 4^BOC and 5^Me. In contrast, 6^Me is dimeric in the solid state, with the thioether group of one of the ligands bound to a symmetry-related Cu⁺ ion. Cyclic voltammetry studies revealed that the bis(2-methylbenzimidazolyl)amine-Cu²⁺/Cu⁺ systems possess half-wave potentials in the range -0.16 to -0.08 V (referenced to the ferrocenium-ferrocene couple); these values are nearly 0.23 V less neg. than those reported for related bis(picolyl)amine-derived ligands. Based on these observations, the N₃ or N₃S donor set of the benzimidazole-derived ligands is analogous to previously reported chelating systems, but the electronic environment they provide is unique, and may have relevance to histidine and methionine-containing metalloenzymes. This is also reflected in the reactivity of [Me₂L²Cu(NCCH₃)₂]⁺ (5^Me) and [Me₂L³Cu]⁺ (6^Me) towards dioxygen, which gave the superoxide anion in both cases. The thioether-bound Cu⁺ center in 6^Me appears to be more selective in the generation of O₂√^– than 5^Me, lending evidence to the hypothesis of the modulating properties of thioether ligands in Cu-O₂ reactions.

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, Formula: C9H9ClN2.

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

Zwaagstra, Marieel E. published the artcileSynthesis and Structure-Activity Relationships of Carboxyflavones as Structurally Rigid CysLT₁ (LTD₄) Receptor Antagonists, Application In Synthesis of 4760-35-4, the publication is Journal of Medicinal Chemistry (1998), 41(9), 1428-1438, database is CAplus and MEDLINE.

The synthesis and CysLT₁ receptor affinities of a new series of highly rigid 3′- and 4′-(2-quinolinylmethoxy)- I [Ar = 2-quinolinyl; R¹ = CO₂H; R² = R³ = H; X = CH₂O; Ar = 2-quinolinyl; R¹ = R³ = H; R² = CO₂H; X = CH₂O; Ar = 2-quinolinyl; R¹ = R² = H; R³ = CO₂H; X = CH₂O] or 3′- and 4′-[2-(2-quinolinyl)ethenyl]-substituted, 6-, 7-, or 8-carboxylated flavones (E)-I [Ar = 2-quinolinyl, R¹ = CO₂H, R² = H, R³ = H, Br, Cl, F, Me, X = CH:CH; Ar = 2-quinolinyl, R¹ = R³ = H, R² = CO₂H, X = CH:CH; Ar = 2-quinolinyl, R¹ = CN, R² = H, R³ = Cl, X = CH:CH; Ar = 2-quinolinyl; R¹ = R² = H; R³ = CO₂H, CN, X = CH:CH] are described. CysLT₁ receptor affinities of the flavones (down to 11 nM) were determined by their ability to displace [³H]LTD₄ from its receptor in guinea pig lung membranes. Structure-affinity relationship studies showed that the relative positions of the carboxylic acid and the quinoline moiety were critical for CysLT₁ affinities. While the carboxyl is optimal in the 8 position but tolerated in the 6 position, only the 6- and not the 8-tetrazole has significant activity. The quinoline moiety may be connected to the flavone skeleton by an ethenyl or a methoxy linker, but the substitution position is important for high affinity, especially in the 6-carboxylated flavones. 4′-Substituted 6-carboxyflavones are essentially inactive, whereas the 3′-substituted analogs have submicromolar CysLT₁ affinity. Replacement of the quinoline by other heteroaromatics generally leads to decreased affinities, with the Ph and naphthyl analogs displaying only little or no affinity, while the 7-chloroquinoline analog is comparable in activity to the quinoline. Flavones having CysLT₁ receptor affinities of 10-30 nM were selected for determination of their inhibitory effects on the LTD₄-induced contraction of guinea pig ileum in vitro. The IC₅₀ values ranged between 15 and 100 nM. 8-Carboxy-6-chloro-3′-(2-quinolinylmethoxy)flavone [VUF 5087; {(E)-I; Ar = 2-quinolinyl, R¹ = CO₂H, R² = H, R³ = Cl, X = 3′-CH:CH}] was selected for further research because of its high potency in the functional assay. This series contains the most rigid CysLT₁ receptor antagonists known to date, and they are useful in the development of a CysLT₁ antagonist model, which is discussed in the companion paper.

Journal of Medicinal 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 C10H9ClN2O, Application In Synthesis of 4760-35-4.

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

Nobbs, James D. published the artcileFrom alternating to selective distributions in chromium-catalysed ethylene oligomerisation with asymmetric BIMA ligands, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Catalysis Science & Technology (2018), 8(5), 1314-1321, database is CAplus.

The oligomerization of ethylene with Cr-based catalysts containing asym. BIMA (bis(benzimidazole)methylamine) ligands produces linear alpha olefins (LAOs) that follow an alternating distribution. The catalytic activity and the degree of alternation is affected by the different ligands; in particular variations at the backbone of the ligand affect the nature of the distribution. For certain catalysts a deviation from regular alternating behavior is observed, whereby increased amounts of 1-hexene and 1-octene (up to 29 mol%) were obtained compared to the amount expected from the distribution anal. based on C₁₀-C₃₄ LAOs. This behavior towards more selective oligomerization to 1-hexene and 1-octene can be explained by varying probabilities of single and double ethylene insertion. The deviations will depend on the size of the metallacycle and are most pronounced early on during the metallacycle growth.

Catalysis Science & Technology 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, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Zwaagstra, Marieel E. published the artcileSynthesis and Structure-Activity Relationships of Carboxylated Chalcones: A Novel Series of Cys-LT₁ (LTD₄) Receptor Antagonists, HPLC of Formula: 4760-35-4, the publication is Journal of Medicinal Chemistry (1997), 40(7), 1075-1089, database is CAplus and MEDLINE.

The synthesis and Cys-LT₁ antagonistic activities of a new series of 2-, 3-, and 4-(2-quinolinylmethoxy)- and 3- and 4-[2-(2-quinolinyl)ethenyl]-substituted, 2′-, 3′-, 4′-, or 5′-carboxylated chalcones are described. Structure-activity relationship studies indicate a preference for the presence of a neg. charged (acidic) moiety, although in some cases nitrile or ester analogs also exhibit moderate activity. The quinoline moiety may be substituted at either the 3- or the 4-position. Replacement of this heterocycle by other aromatic groups results in compounds with comparable affinities [2-(7-chloroquinoline), 1-(1-methyl-2-benzimidazole), or 1-(2-benzothiazole)] or substantially lower activities [1-(1-ethoxyethyl)-2-benzimidazole, 2-naphthyl, or phenyl]. The quinoline and chalcone moieties may be connected by either an ethenyl or a methoxy spacer. The acidic moiety at the chalcone B ring may be attached to the 2′-, 3′-, 4′-, or 5′-position, for both the 3- and 4-substituted chalcones. There are no general patterns to specify which substitution positions gave the most potent compounds The series contains several potent Cys-LT₁ receptor antagonists, with K_D values approaching the nanomolar range, as measured by the displacement of [³H]LTD₄ from guinea pig lung membranes. Antagonism of LTD₄-induced contraction of guinea pig ileum, the inhibition of antigen-induced contraction of guinea pig trachea in vitro, and the inhibition of LTD₄-induced increase of vascular permeability in vivo are determined for chalcones with high Cys-LT₁ receptor affinities (K_D values below 0.1 μM). 2′-Hydroxy-4-(2-quinolinylmethoxy)-5′-(5-tetrazolyl)chalcone showed good activity in both in vitro and in vivo assays and has been selected for further evaluation.

Journal of Medicinal 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 C18H34N4O5S, HPLC of Formula: 4760-35-4.

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

Ang, Chee Wei published the artcileAntitubercular and Antiparasitic 2-Nitroimidazopyrazinones with Improved Potency and Solubility, Category: imidazoles-derivatives, the publication is Journal of Medicinal Chemistry (2020), 63(24), 15726-15751, database is CAplus and MEDLINE.

Following the approval of delamanid and pretomanid as new drugs to treat drug-resistant tuberculosis, there is now a renewed interest in bicyclic nitroimidazole scaffolds as a source of therapeutics against infectious diseases. We recently described a nitroimidazopyrazinone bicyclic subclass with promising antitubercular and antiparasitic activity, prompting addnl. efforts to generate analogs with improved solubility and enhanced potency. The key pendant aryl substituent was modified by (i) introducing polar functionality to the methylene linker, (ii) replacing the terminal Ph group with less lipophilic heterocycles, or (iii) generating extended biaryl side chains. Improved antitubercular and antitrypanosomal activity was observed with the biaryl side chains, with most analogs achieved 2- to 175-fold higher activity than the monoaryl parent compounds, with encouraging improvements in solubility when pyridyl groups were incorporated. This study has contributed to understanding the existing structure-activity relationship (SAR) of the nitroimidazopyrazinone scaffold against a panel of disease-causing organisms to support future lead optimization.

Journal of Medicinal 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, Category: imidazoles-derivatives.

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

House, Donald A. published the artcileChiral heterocyclic ligands. Part V. The first x-ray structure of an octahedral transition metal complex containing a strongly chelating bidentate perchlorate, Application In Synthesis of 4760-35-4, the publication is Journal of the Chemical Society, Chemical Communications (1987), 1575-6, database is CAplus.

NiL₂(ClO₄)₂.EtOH (L = I) was prepared from Ni(ClO₄)₂.6H₂O and L in EtOH. NiL₂(ClO₄)₂.EtOH is monoclinic, space group P2₁, with a 13.370(8), b 21.152(13), c 15.605(9) Å, β 99.73(5)°, Z = 4, d.(calculated) = 1.44 g cm^-3, R = 0.063. Two different stereoisomers of [NiL₂(ClO₄)]⁺ are present in an asym. unit, each of which contains a strongly bidentate perchlorate and the bulky borane groups in a trans configuration.

Journal of the Chemical Society, Chemical Communications 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

Butera, John A. published the artcileSynthesis and selective class III antiarrhythmic activity of novel N-heteroaralkyl-substituted 1-(aryloxy)-2-propanolamine and related propylamine derivatives, Category: imidazoles-derivatives, the publication is Journal of Medicinal Chemistry (1991), 34(11), 3212-28, database is CAplus and MEDLINE.

The synthesis and biol. evaluation of a series of novel 1-(aryloxy)-2-propranolamines and several related deshydroxy analogs are described. The compounds were prepared and investigated for their class III electrophysiol. activity in isolated canine Purkinje fibers and in anesthetized open-chest dogs. None of these compounds showed any class I activity. On the basis of the in vitro data, structure-activity relations for the series are discussed. Two compounds, WAY-123,223 (I) and WAY-125,971 (II) were identified and characterized as potent and specific class III antiarrhythmic agents in vitro and in vivo. I was orally bioavailable, to produce large increases of ventricular fibrillation threshold (VFT), and, in some instances, to restore sinus rhythm from ventricular fibrillation in anesthetized open-chest dogs at a dose of 5 mg/kg (i.v.). The enantiomers of I were synthesized and found to exhibit similar electrophysiol. effects in the Purkinje fiber screen. II, a propylamine analog with potency and efficacy comparable to those of UK-68798 and E-4031, was studied in voltage-clamp experiments (isolated cat myocytes) and found to be a potent and specific blocker of the delayed rectifier potassium current (I_K).

Journal of Medicinal 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, Category: imidazoles-derivatives.

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