Tag: M.W=150-200

Woo, Ho Bum published the artcileSynthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity, COA of Formula: C9H10N2O, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(2), 933-936, database is CAplus and MEDLINE.

A novel curcumin mimic library possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of I or II with diversely substituted benzimidazolyl-2-carbaldehydes. The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound III with IC₅₀ of 1.0 and 1.9 μM has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, resp., and that compound IV with IC₅₀ of 1.9 μM has a strong inhibitory effect on the growth of MCF-7 cancer cells.

Bioorganic & Medicinal Chemistry Letters published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C24H12, COA of Formula: C9H10N2O.

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

Gumus, Fatma published the artcileSynthesis, Cytotoxicity, and DNA Interactions of New Cisplatin Analogues Containing Substituted Benzimidazole Ligands, Computed Properties of 4760-35-4, the publication is Journal of Medicinal Chemistry (2009), 52(5), 1345-1357, database is CAplus and MEDLINE.

Six new platinum(II) complexes (I; R = CH₂Cl, CH₂OCOMe, CH₂CH₂OH; R₁ = H, Me) were synthesized and evaluated for their reactivity against model nucleophile I^–, cellular uptake, and in vitro antiproliferative activities against the human MCF-7 breast and HeLa cervix cancer cell lines. The effect of the compounds on pBR322 plasmid DNA was studied by gel electrophoretic mobility measurements. Flow cytometric anal. was also carried out to study the effect of representative compounds bearing 2-chloromethyl or acetoxymethylbenzimidazole substituents on the cell cycle distribution of MCF-7 and HeLa cells, resp. In general, it was found that Pt(II) complexes were less cytotoxic than cisplatin and were comparable to carboplatin. The results of the plasmid DNA interaction and the restriction studies suggest that changing the chem. structure of the benzimidazole ligands may modulate DNA binding mode and the sequence selectivity. The studied compounds had no significant effect on the cell cycle profile of the cells used. However, the acetoxymethylbenzimidazole derivative induced a significant increase in the SubG1 cell population at a concentration of 20 μM.

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

Ge, Mengmeng published the artcileInsight into the dual effect of water on lignin dissolution in ionic liquids, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is International Journal of Biological Macromolecules (2022), 178-184, database is CAplus and MEDLINE.

The dual regulation of water on lignin in ionic liquids was studied at the mol. level by mol. dynamics simulation. The simulation results show that a small amount of water will destroy the ion association in ionic liquids, i.e., it will produce more free anions and cations. The free ions around lignin are conducive to the dissolution of lignin. On the contrary, excess water will seriously solvate anions and cations. By changing the number of lignin clusters, it is more intuitive to observe that the dissolution of lignin in ILs containing a small amount of water is stronger than that in pure IL, however, the dissolution ability of lignin is reduced after adding a large amount of water in ILs. It is concluded that with the increase of water content, water changes from co-solvent to anti-solvent in the dissolution process. This study provides ideas for the design of IL-water system for economic pretreatment of biomass.

International Journal of Biological Macromolecules published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Yu, Ke published the artcileIonic liquids screening for lignin dissolution: COSMO-RS simulations and experimental characterization, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Journal of Molecular Liquids (2022), 118007, database is CAplus.

As the second most abundant terrestrial polymer, lignin has emerged as a major sustainable source for the production of fuels, chems., and materials. However, efficient screening of solvents for lignin dissolving faces great challenges. In this work, COSMO-RS was used to screen 3886 ionic liquids (ILs) composed of 58 cations and 67 anions, to find out the most effective ones for lignin dissolving by considering the critical items of logarithmic infinite dilution activity coefficient (lnγ^{âˆ?/sup>) and σ-profiles. The substantial improvement of lignin dissolution was achieved in [PMpyrr][OAc] IL by both simulations and experiments validations. Moreover, it was found that the anions dominate the dissolution process and the strongly polar anions exhibit better dissolution ability. Furthermore, the underlying mechanism originated from the hydrogen bond (H-bond) between ILs and lignin was also revealed and systemically analyzed from donor and acceptor ability, indicating that high lignin solubility is reached in the ILs with stronger ability to form H-bond acceptors. This work leads to possible ways toward developing more selective and efficient lignin dissolution methods based on solvent properties.}

Journal of Molecular Liquids published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C7H9BO3, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Heller, William T. published the artcileImpact of Two Water-Miscible Ionic Liquids on the Temperature-Dependent Self-Assembly of the (EO)₆-(PO)₃₄-(EO)₆ Block Copolymer, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is ACS Omega (2022), 7(23), 19474-19483, database is CAplus and MEDLINE.

There are many studies on the self-assembly of triblock poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) copolymers in aqueous solution These polymers display a rich phase diagram as a function of block length, concentration, temperature, and additives. Here, we present a small-angle neutron scattering study of the impact of two water-miscible ionic liquids, 1-butyl-3-methylimidazolium chloride ([C₄C₁mim][Cl]) and 1-butyl-3-methylpyrrolidinium chloride ([C₄C₁pyrr][Cl]), on the temperature-dependent self-assembly of (EO)₆-(PO)₃₄-(EO)₆, also known as L62 Pluronic, in aqueous solution Both ionic liquids depress the temperatures of the various structural transitions that take place, but ([C₄C₁pyrr][Cl]) has a stronger effect. The structures that the triblock copolymer self-assembles into do not dramatically change nor do they significantly change the series of structures that the system transitions through as a function of temperature relative to the various transition temperatures

ACS Omega published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Sinha, Hemant K. published the artcileAcidity constants of 2-(hydroxymethyl)benzimidazole, Formula: C9H10N2O, the publication is Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical (1986), 25A(12), 1092-6, database is CAplus.

The effects of solvents and pH on the spectral characteristics of 2-(hydroxymethyl)benzimidazole indicate that methylene group in between hydroxy and benzimidazole ring interferes in their direct interaction and thus each chromophore behaves independently. PH studies on 2-(hydroxymethyl)-1-methylbenzimidazole as well as on the compound devoid of 1-Me substituent demonstrate that the monoanion is formed by the deprotonation of imino group rather than the hydroxy group. Proton-induced fluorescence quenching of monocation is observed in moderate solutions

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C65H82N2O18S2, Formula: C9H10N2O.

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

Yue, Kun published the artcileComparison between Ab Initio Molecular Dynamics and OPLS-Based Force Fields for Ionic Liquid Solvent Organization, Computed Properties of 79917-90-1, the publication is Journal of Physical Chemistry B (2022), 126(21), 3908-3919, database is CAplus and MEDLINE.

OPLS-based force fields (FFs) have been shown to provide accurate bulk-phase properties for a wide variety of imidazolium-based ionic liquids (ILs). However, the ability of OPLS to reproduce an IL solvent structure is not as well-validated given the relative lack of high-level theor. or exptl. data available for comparison. In this study, ab initio mol. dynamics (AIMD) simulations were performed for three widely used ILs: the 1-butyl-3-methylimidazolium cation with chloride, tetrafluoroborate, or hexafluorophosphate anions, i.e., [BMIM][Cl], [BMIM][BF₄], and [BMIM][PF₆], resp., as a basis for further assessment of two unique IL FFs: the ±0.8 charge-scaled OPLS-2009IL FF and the OPLS-VSIL FF. The OPLS-2009IL FF employs a traditional all-atom functional form, whereas the OPLS-VSIL FF was developed using a virtual site that offloads neg. charge to inside the plane of the ring with careful attention given to reproducing hydrogen bonding. Detailed comparisons between AIMD and the OPLS FFs were made based on radial distribution functions (RDFs), combined distribution functions (CDFs), and spatial distribution functions (SDFs) to examine cation-anion interactions and π⁺-π⁺ stacking between the imidazolium rings. While both FFs were able to correctly capture the general solvent structure of these popular ILs, the OPLS-VSIL FF quant. reproduced interaction distances more accurately. In addition, this work provides further insights into the different short- and long-range structure patterns of these popular ILs.

Journal of Physical Chemistry B published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C26H26N4O7, Computed Properties of 79917-90-1.

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

Gonzalez Cabrera, Diego published the artcileStructure-Activity Relationship Studies of Orally Active Antimalarial 3,5-Substituted 2-Aminopyridines, Name: Imidazo[1,2-a]pyridine-6-boronic acid, the publication is Journal of Medicinal Chemistry (2012), 55(24), 11022-11030, database is CAplus and MEDLINE.

Diarylpyridinamines such as I were prepared as antimalarial agents with reduced inhibition of the hERG potassium channel. The metabolic stabilities, lipophilicities, and aqueous solubilities of the diarylpyridinamines were determined; plasma concentrations in mice after oral dosage and hERG inhibition were determined for selected analogs. The structure-activity relations for in vitro antiplasmodial and hERG activities by diarylpyridinamines were delineated. Some of the diarylpyridinamines such as I exhibited potent antiplasmodial activity against both multidrug resistant and sensitive Plasmodium falciparum strains (for example, I showed K_i values of 12 nM and 15 nM against resistant and sensitive strains, resp.) and exhibited reduced inhibition of hERG channels (hERG inhibition observed for I at 20.2 μM). Mean survival time for mice given selected diarylpyridinamines orally in a Plasmodium berghei model of malaria was increased and parasitemia was reduced, but cures were not seen with the analogs as they were for the original lead compound series. Several diarylpyridinamines demonstrated promising in vivo efficacy in the Plasmodium berghei mouse model and will be further evaluated as potential clin. candidates.

Journal of Medicinal Chemistry published new progress about 913835-63-9. 913835-63-9 belongs to imidazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is Imidazo[1,2-a]pyridine-6-boronic acid, and the molecular formula is C7H7BN2O2, Name: Imidazo[1,2-a]pyridine-6-boronic acid.

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

Kumar, N. D. Mahesh published the artcile“D-Glucose” phase transfer catalyzed synthesis of benzimidazolyl oxadiazole derivatives, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Pharma Chemica (2010), 2(4), 224-230, database is CAplus.

Condensation of 2-(chloromethyl)benzimidazole with 2-mercapto-1,3,4-oxadiazoles gave 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)thiomethyl]-1H-benzimidazole (I). Alternatively, I was also prepared by treatment of 1,2-C₆H₄(NH₂)₂ with 1,3,4-oxadiazole-2-thioacetate under Philips conditions. Subsequent treatment with dialkyl sulfate in MeCN using D-glucose as phase-transfer catalyst (PTC) gave the corresponding N-alkylated 2-[(benzimidazol-2-ylmethyl)thio]-1,3,4-oxadiazoles. The latter were also prepared by the reaction of 2-(chloromethyl)-N-methylbenzimidazole with 2-mercapto-1,3,4-oxadiazoles. Even though, there are several other PTCs reported in literature, the authors employed D-glucose because it has got characteristics similar to that of crown ethers and polyethylene glycol. Furthermore, it is readily available, reasonably cheap, non-toxic, and eco-friendly.

Pharma Chemica 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, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Rao, S. Srinivas published the artcileSynthesis of N,N¹-(dialkyl)-bisbenzimidazole sulphides of potential pharmacological interest, Product Details of C9H9ClN2, the publication is Indian Journal of Heterocyclic Chemistry (2013), 22(3), 243-248, database is CAplus.

Condensation of 2-chloromethylbenzimidazole with 2-mercaptobenzimidazole in MeOH using Et₃N as a base under reflux for 3 h yielded 2-(thiomethyl-2¹-benzimidazolyl) benzimidazole which on alkylation using two equivalent of alkylating agent in DMF as solvent and K₂CO₃ as a base using Bu₄NBr as phase transfer catalyst gave N,N¹-dialkylbisbenzimidazolesulfides. Alternatively, N,N¹-dialkylbisbenzimidazolesulfides could also be prepared by condensing N-alkyl-2-chloromethylbenzimidazole and N-alkyl-2-mercaptobenzimidazole in a single step. Using this synthetic strategy, N,N¹-unsymmetricallydialkylbisbenzimidazolesulfides were prepared either by condensing 2-chloromethylbenzimidazole with N¹-alkyl-2-mercaptobenzimidazoles under PTC conditions or by condensing 1-alkyl-2-chloromethylbenzimidazoles with N-unsubstituted-2-mercaptobenzimidazole, under PTC conditions too. Direct condensation of N-substituted-2-chloromethylbenzimidazoles with N¹-alkyl-2-mercaptobenzimidazoles also gave the products.

Indian Journal of Heterocyclic 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, Product Details of C9H9ClN2.

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