Category: 4760-35-4

Liu, Jianming published the artcileEnvironmental Friendly Azide-Alkyne Cycloaddition Reaction of Azides, Alkynes, and Organic Halides or Epoxides in Water: Efficient “Click” Synthesis of 1,2,3-Triazole Derivatives by Cu Catalyst, SDS of cas: 4760-35-4, the publication is Chinese Journal of Chemistry (2012), 30(3), 644-650, database is CAplus.

An efficient click synthesis of 1,2,3-triazole derivatives from benzyl halides or alkyl halides, epoxides, terminal alkynes, and sodium azides in the presence of copper salts and relative benzimidazole salts have been developed. This procedure eliminates the need to handle potentially organic azides, which are generated in situ. A broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields.

Chinese Journal of 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, SDS of cas: 4760-35-4.

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

Verma, Raman K. published the artcileHeterocyclyl linked anilines and benzaldehydes as precursors for biologically significant new chemical entities, Computed Properties of 4760-35-4, the publication is Journal of Chemical Sciences (Bangalore, India) (2012), 124(5), 1063-1069, database is CAplus.

Syntheses of benzaldehydes and anilines, linked at the para position with an alkoxy ether linkage to 3 crucial heterocycles, namely benzimidazole, indole, and acridone, were reported. Representative procedures for the preparation of 1,3-diester, 2,4-thiazolidinedione, and α-bromopropanoic acid ester derivatives in case of benzimidazole, and a 1,3-diester and 2,4-thiazolidinedione derivative in case of indole-based precursors were optimized, and the said compounds were successfully synthesized.

Journal of Chemical Sciences (Bangalore, India) 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 C25H47NO8, Computed Properties of 4760-35-4.

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

Popov, I. I. published the artcileReaction of 2-(chloromethyl)benzimidazoles with acetylacetone and benzoylacetone. Acidic cleavage of substituted β-diketones, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1996), 1067-1071, database is CAplus.

The title reactions gave benzimidazolyl ketones I (R = R¹ = Me; R = Ph, R¹ = H, Me). When 2-(chloromethyl)benzimidazole reacted with acetylacetone, the product was the pyrrolobenzimidazole II.

Khimiya Geterotsiklicheskikh Soedinenii 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

Popov, I. I. published the artcile(1-Methylbenzimidazo-2-yl)carbene. Reaction of 1-methyl-2-(chloromethyl)benzimidazole with nucleophiles, Computed Properties of 4760-35-4, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1989), 1422, database is CAplus.

Treating 2-(chloromethyl)-1-methylbenzimidazole (I) with aqueous NH₃ in the presence of 40% aqueous NaOH gave 2-(aminomethyl)-1-methylbenzimidazole. Under phase-transfer catalyzed conditions (50% NaOH, Et₃(PhCH₂)N⁺Cl^–) in Me₂CO or DMSO pyrazinobisbenzimidazole II was formed, but in DMF or EtOH 2-(dimethylamino)- and 2-ethoxy-1-methylbenzimidazoles were obtained, resp.

Khimiya Geterotsiklicheskikh Soedinenii 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

Popov, I. I. published the artcileTransformations of 2-(α-chloroalkyl)benzimidazoles, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1993), 664-72, database is CAplus.

Phase-transfer dehydrochlorination/cyclodimerization of title compounds I (X = Cl: R = H, Me) in water-DMSO system afforded pyrazinobis(benzimidazole)s II in 96 and 93% yields, resp. II (R = Me) was similarly obtained (in 76% yield) via dehydration/cyclodimerization of I (X = OH, R = Me) in polyphosphoric or sulfuric acid; I (X = OH, R = H) was inert under the reaction conditions. II (R = H) was obtained in 90% yield via diazotization of I (X = NH₂, R = H). Phase-transfer dehydrochlorination of (chloromethyl)benzimidazole III using DMF or EtOH afforded the corresponding carbene-derived products IV (R¹ = NMe₂, OEt, resp.). Phase-transfer dehydrochlorination of (chloromethyl)benzimidazoles (using DMSO) in presence of β-diketones MeCOCH₂COR (R = Me, Ph) afforded pyrrolobenzimidazoles V (R¹ = H, Me).

Khimiya Geterotsiklicheskikh Soedinenii 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

Mutti, Francesco G. published the artcileBiomimetic modelling of copper enzymes: synthesis, characterization, EPR analysis and enantioselective catalytic oxidations by a new chiral trinuclear copper(II) complex, Category: imidazoles-derivatives, the publication is European Journal of Inorganic Chemistry (2009), 554-566, database is CAplus.

The new octadentate ligand (R)-(+)-N,N’-dimethyl-N,N’-bis{-2-[bis(1-methyl-2-benzimidazolylmethyl)]-2-methyl-aminoethyl}-1,1′-binaphthyl-2,2′-diamine [(R)-(+)-DABN-L-Ala-Bz₄; L] was employed for the synthesis of dinuclear and trinuclear copper(II) complexes. The ligand design is based on the insertion of chiral residues derived from L-alanine between the diaminobinaphthyl (R)-(+)-DABN spacer and the aminobis(benzimidazole) metal binding units. The chiroptical properties of the ligand and the complexes are described. EPR experiments were performed on [Cu₂L]⁴⁺ and [Cu₃L]⁶⁺ at low temperatures In the case of [Cu₂L]⁴⁺, a weak dipolar interaction between the two spin centers was found. A similar weak spin interaction occurred in the trinuclear copper cluster, which could be treated likewise as a weakly coupled three-spin system. The anal. was substantiated by studying the complex EPR temperature behavior, where population of the quartet state occurred only at high temperature (77 K), whereas at cryogenic temperatures (4 K) the system adopted a doublet state as a ground-state spin configuration. Titration with sodium azide of [Cu₂L]⁴⁺ was consistent with terminal binding of one N₃^– mol. to each copper ion. Furthermore, dipolar interactions between spin centers were strongly suppressed in this case. For [Cu₃L]⁶⁺, the adduct formed by the interaction with two azido mols. induced formation of a μ-azido bridges among the three Cu²⁺ ions and led to population of the quartet state even at cryogenic temperatures This bridged configuration was, however, lost upon further addition of azido mols. The copper(II) complexes were tested as catalysts in the oxidation of biogenic catechols and flavonoids by dioxygen to give the corresponding quinones, which were trapped as adducts with MBTH. The dinuclear complex [Cu₂L]⁴⁺ displays poor substrate enantiodifferentiating ability, even though it exhibits catalytic activity comparable to that of [Cu₃L]⁶⁺. The trinuclear complex [Cu₃L]⁶⁺ exhibits significant enantioselectivity in the oxidations of the catecholamines L-/D-DOPA Me ester and L-/D-norepinephrine. The origin of this enantioselectivity must be associated with the mode of substrate binding, as it depends almost entirely on K_m.

European Journal of Inorganic 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

Han, Jie published the artcile2-Chloromethyl-1-methyl-1,3-benzimidazole, Related Products of imidazoles-derivatives, the publication is Acta Crystallographica, Section E: Structure Reports Online (2011), 67(8), o2104, database is CAplus and MEDLINE.

The title compound, C₉H₉ClN₂, was prepared from the reaction of N-methylbenzene-1,2-diamine and 2-chloroacetic acid in boiling 6 M hydrochloric acid. The benzimidazole unit is approx. planar, the largest deviation from the mean plane being 0.008(1) Å. The Cl atom is displaced by 1.667(2) Å from this plane. The Me group is statistically disordered with equal occupancy.

Acta Crystallographica, Section E: Structure Reports Online 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, Related Products of imidazoles-derivatives.

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

Bai, Yu-Bin published the artcileSynthesis and Antifungal Activity of 2-Chloromethyl-1H-benzimidazole Derivatives against Phytopathogenic Fungi in Vitro, Category: imidazoles-derivatives, the publication is Journal of Agricultural and Food Chemistry (2013), 61(11), 2789-2795, database is CAplus and MEDLINE.

A series of 35 benzimidazole derivatives were synthesized from 2-chloromethyl-1H-benzimidazole in good yields. Their structures were characterized by ¹H and ¹³C NMR and HRESIMS. Antifungal activities of all of the synthesized compounds were evaluated against five phytopathogens fungi (Cytospora sp., Colletotrichum gloeosporioides, Botrytis cinerea, Alternaria solani, and Fusarium solani) using the mycelium growth rate method. Compound 1-methyl-2-(phenoxymethyl)-1H-benzo[d]imidazole (4m) displayed strong growth inhibition of C. gloeosporioides, A. solani, and F. solani with IC₅₀ of 20.76, 27.58, and 18.60 μg/mL, resp. Selective inhibition of B. cinerea instead of the other fungal pathogenes was observed with 2-[(4-Chlorophenoxy)methyl]-1-methyl-5-nitro-1H-benzo[d]imidazole (7f) (IC₅₀ of 13.36 μg/mL), comparable to that of pos. control, a com. agricultural fungicide hymexazol (IC₅₀ of 8.92 μg/mL). Compound 2-(chloromethyl)-1-(methylsulfonyl)-1H-benzo[d]imidazole (5b) exhibited remarkable antifungal properties against Cytospora sp., C. gloeosporioides, B. cinerea, and F. solani with IC₅₀ values of 30.97, 11.38, 57.71, and 40.15 μg/mL, resp.; among the target fungi, 5b was the most active compound and superior to the reference against C. gloeosporioides alone. Structure-activity relationship (SAR) data of these compounds are as follows: (1) introduction of the chlorine atom on para-position in the benzene ring help to increase activity (2-((4-chlorophenoxy)methyl)-1-methyl-1H-benzo[d]imidazole (4f) vs. 1-[4-[(1-Methyl-1H-benzo[d]imidazol-2-yl)methoxy]phenyl]ethanone (4c); 2-[(4-Chlorophenoxy)methyl]-1-methyl-5-nitro-1H-benzo[d]imidazole (7f) vs. 2-[(Benzo[d][1,3]dioxol-5-yloxy)methyl]-1-methyl-5-nitro-1H-benzo[d]imidazole (7n)), (2) the sulfonyl group is critical for the inhibition of C. gloeosporioides (5b and 2-(Chloromethyl)-1-[(4-chlorophenyl)sulfonyl]-1H-benzo[d]imidazol (5c) vs. 1-(2-(chloromethyl)-1H-benzo[d]imidazol-1-yl)ethanone (5a)), and (3) the unsubstituted benzene ring improve activity (4m vs. 2-[(Benzo[d][1,3]dioxol-5-yloxy)methyl]-1-methyl-1H-benzo[d]imidazole (4n), 2-((4-fluorophenoxy)methyl)-1-methyl-1H-benzo[d]imidazole (4e) and 1-[3-[(1-Methyl-1H-benzo[d]imidazol-2-yl)methoxy]phenyl]ethanone (4a)). Thus, compounds 5b, 4m, and 7f emerged as a new leading structure for the development of new fungicides.

Journal of Agricultural and Food 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

Aweke, Bamlaku Semagne published the artcileA Bis-(carbone) Pincer Ligand and Its Coordinative Behavior toward Multi-Metallic Configurations, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Angewandte Chemie, International Edition (2022), 61(24), e202201884, database is CAplus and MEDLINE.

Carbones are divalent carbon(0) species that contain two lone pairs of electrons. Herein, authors have prepared the first known stable and isolable free bis-(carbone) pincer framework with a well-defined solid-state structure. This bis-(carbone) ligand is an effective scaffold for forming monometallic (Ni and Pd) and trinuclear heterometallic complexes with Au-Pd-Au, Au-Ni-Au, and Cu-Ni-Cu configurations. Sophisticated quantum-theor. analyses found that the metal-metal interactions are too weak to play a significant role in upholding these multi-metallic configurations; rather, the four lone pairs of electrons within the bis-(carbone) framework are the main contributors to the stability of the complexes.

Angewandte Chemie, International Edition 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

Zhang, C. published the artcileEfficient synthesis and biological activity of novel indole derivatives as VEGFR-2 tyrosine kinase inhibitors, SDS of cas: 4760-35-4, the publication is Russian Journal of General Chemistry (2017), 87(12), 3006-3016, database is CAplus.

Series of novel indole derivatives, e.g. I were synthesized as potent inhibitors for the vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase. Among those, compound I demonstrated the highest growth inhibition rate of 66.7% against the VEGFR-2 tyrosine kinase at 10 μM which indicates that indole-benzothiazole might be the favorable structure. The binding mode of compound I with VEGFR-2 tyrosine kinase was evaluated by mol. docking.

Russian Journal of General 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 C3H9ClOS, SDS of cas: 4760-35-4.

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