Tag: M.W=150-200

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

Chen, Jiuyan published the artcileThe mechanisms involved into the inhibitory effects of ionic liquids chemistry on adsorption performance of ciprofloxacin onto inorganic minerals, Recommanded Product: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Colloids and Surfaces, A: Physicochemical and Engineering Aspects (2022), 129422, database is CAplus.

The ionic liquids (ILs) can influence the adsorption of antibiotics on minerals but there was ambiguity about mechanisms. Herein, we demonstrated the adsorption characteristics of ciprofloxacin (CIP) onto ferrihydrite and montmorillonite by various soluble ILs. Five imidazolium-based ILs with different alkyl chain lengths ([C₂mim]Cl, [C₄mim]Cl, [C₆mim]Cl) and counteranions ([C₄mim][TOS] and [C₄mim][PF₆]) were employed. The results validated that ILs could suppress CIP adsorption on both minerals due to the adsorption site competition between cations and CIP mols., steric hindrance induced by long alkyl chains of ILs, and electrostatic interaction. Interestingly, the adsorption-inhibition effects of ILs were almost unchanged with the lengthening alkyl chain for ferrihydrite, which were ascribed to the comparable adsorption capacities of the three ILs on ferrihydrite. Whereas, the effects of ILs on CIP adsorption onto montmorillonite followed the order of [C₆mim]Cl > [C₄mim]Cl > [C₂mim]Cl owing to the adsorption site competition and steric hindrance effects on the ILs increased with the lengthening alkyl chain. Furthermore, the inhibitory effects of ILs on CIP adsorption onto both studied minerals were also dependent on the counteranions (kept the same cation ([C₄mim]+)) and in the following order of [C₄mim][PF₆] > [C₄mim][TOS] > [C₄mim]Cl, which was mainly ascribed to the differences of anions in the ion sizes and the binding affinities to minerals. Addnl., the extent of the inhibitory impact of [C₄mim][TOS] on CIP adsorption onto ferrihydrite declined with increasing solution pH from 5.0 to 9.0, which was attributed to the amounts of adsorbed [TOS]^– declined with increasing pH. Contrarily, for montmorillonite, the extent increased with increasing pH, owing to increase in adsorption site competition and steric effect at higher pH conditions. Our findings emphasize the significance of emerging contaminants in understanding the antibiotic environmental behavior in eco-environmental systems.

Colloids and Surfaces, A: Physicochemical and Engineering Aspects 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

Zhang, Ming published the artcileChemical reaction within a compact non-porous crystal containing molecular clusters without the loss of crystallinity, Safety of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Chemical Science (2017), 8(8), 5356-5361, database is CAplus and MEDLINE.

The very rare occurrence of a gas-solid chem. reaction has been found to take place on a mol. within a compact non-porous crystal without destroying its long-range structural order and retaining similar crystal structures when yellow crystals of Fe^II₄(mbm)₄Cl₄(MeOH)₄ were exposed to air to give black [Fe^III₄(mbm)₄Cl₄(OH)₄]·2H₂O. The latter cannot be synthesized directly. The original cluster underwent an exchange of methanol to hydroxide, an oxidation of Fe(II) to Fe(III), a change in stereochem. and hydration while the packing and space-group remained unaltered.

Chemical Science 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 C6H6N2O, Safety of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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

Hu, Xutao published the artcileElucidating the transition between CO₂ physisorption and chemisorption in 1,2,4-triazolate ionic liquids at a molecular level, HPLC of Formula: 79917-90-1, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2022), 435(Part_2), 134956, database is CAplus.

Capture of CO₂ is a crucial process to achieve carbon neutrality. High-performance CO₂ capture involves both physi- and chemi-sorption, with a transition between them. However, the underlying mechanistic insights required to produce the methods to tune the transition are poorly understood. Here, we describe a series of 1,2,4-triazolate ionic liquids (TZ ILs) that capture > 0.7 mol CO₂ /mol TZ IL in a two-stage absorption process. Physi- and chemi-sorption were studied by spectroscopy using ¹³CO₂ and the transition between the two sorption modes has been identified. UV-Vis, FT-IR and NMR spectroscopy as well as d. and viscosity measurements demonstrate that physisorption is initially the dominant process whereas later chemisorption predominates. Based on the identification of key species combined with theor. modeling, a plausible mol.-level mechanism is proposed for the transition between the two sorption modes. These mechanistic insights enable the transition of CO₂ capture to be tuned.

Chemical Engineering Journal (Amsterdam, Netherlands) 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, HPLC of Formula: 79917-90-1.

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

Chang, Jinyu published the artcilePreparation of 5-methyl-3,5-dipropyl-2-pyrazoline catalyzed by chloroaluminate ionic liquids, Safety of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Journal of Molecular Structure (2022), 132539, database is CAplus.

5-Methyl-3,5-dipropyl-2-pyrazoline is an intermediate for the preparation of new high energy fuels. In this paper, chloroaluminate ionic liquids ([Bmim]Cl-xAlCl₃, x = 1, 1.2, 1.4, 1.6, 1.8, 2.0) were applied as green catalysts for the synthesis of 5-methyl-3,5-dipropyl-2-pyrazoline through the intramol. cyclization reaction of 2-pentyl ketazine. The effects of temperature, acidity and dosage of ionic liquids on the cyclization reaction were studied in detail and the highest catalytic performance was under the conditions as 110°, [Bmim]Cl-1.6AlCl₃ and 10% of 2-pentyl ketazine. With the theor. simulations, the possible catalytic mechanism was proposed as the hydrogen-like interaction between Al ([Bmim]⁺AlCl₄^–) and N1 atoms, which increases the charge of N2 atoms, thereby improving its nucleophilicity and further making it undergo intramol. addition reaction with Me. This study will provide guidance for the green preparation of 5-methyl-3,5-dipropyl-2-pyrazoline.

Journal of Molecular Structure 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, Safety of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Kim, Jina published the artcileIdentification of selective ERRγ inverse agonists, Product Details of C7H7BN2O2, the publication is Molecules (2016), 21(1), 80/1-80/16, database is CAplus and MEDLINE.

GSK5182 (4) is currently one of the lead compounds for the development of estrogen-related receptor gamma (ERR) inverse agonists. Here, we report the design, synthesis, pharmacol. and in vitro absorption, distribution, metabolism, excretion, toxicity (ADMET) properties of a series of compounds related to 4. Starting from 4, a series of analogs were structurally modified and their ERR inverse agonist activity was measured. A key pharmacophore feature of this novel class of ligands is the introduction of a heterocyclic group for A-ring substitution in the core scaffold. Among the tested compounds, several of them are potent ERR inverse agonists as determined by binding and functional assays. The most promising compound, 15g, had excellent binding selectivity over related subtypes (IC50 = 0.44, >10, >10, and 10 μM at the ERR, ERRγ, ERR∝, and ERβ subtypes, resp.). Compound 15g also resulted in 95% transcriptional repression at a concentration of 10 _M, while still maintaining an acceptable in vitro ADMET profile. This novel class of ERR inverse agonists shows promise in the development of drugs targeting ERR-related diseases.

Molecules 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, Product Details of C7H7BN2O2.

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

Sawlewicz, Jozef published the artcileSynthesis of thiocyanates derived from benzimidazole, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Acta Poloniae Pharmaceutica (1976), 33(4), 429-32, database is CAplus and MEDLINE.

2-(Hydroxymethyl)benzimidazole and ClCH2COCl in anhydrous dioxane yielded the benzimidazole I (R1 = R2 = H), which was treated with KSCN to give II (R1 = R2 = H). Analogously prepared were I and II (R1 and R2 given): H, Me; Me, H; PhCH2, H; PhCH2, Me. Chloroacetylation of the N-substituted benzimidazoles required an excess of ClCH2COCl to be used. The benzimidazoles were bactericidal.

Acta Poloniae Pharmaceutica 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 C9H10N2O, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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

Wang, Qiang published the artcileEfficient absorption of low partial pressure SO₂ by deep eutectic solvents based on pyridine derivatives, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Chemical Engineering Research and Design (2022), 36-44, database is CAplus.

Efficient and reversible absorption of SO₂ by deep eutectic solvents (DESs) has drawn much attention in recent years. In this work, a new type of deep eutectic solvents (DESs) were synthesized via pyridine derivatives, nicotinamide, aminopyridines and hydroxypyridines, as the hydrogen bond donors (HBDs) with common quaternary ammonium salt ionic liquids (ILs) as hydrogen bond acceptors (HBAs). The studied DESs exhibited an attractive absorption behavior for SO₂, especially for low concentration SO₂. The 1-allyl-3-methylimidazolium chloride (AmimCl)/2-aminopyridine (2-NH2Py) (2:1) and 1-butyl-3-methylimidazolium chloride (BmimCl)/3-aminopyridine (3-NH2Py) (2:1) could capture 0.273 and 0.223 g SO₂/g DES at 293 K and 1.0 kPa, resp., surpassing that of most DESs and ILs in the present literature. The influence of DES composition, temperature and pressure on SO₂ absorption performance was systematically investigated. Moreover, the absorption mechanism studied by NMR (NMR) and Fourier transform IR (FT-IR) spectroscopies indicated that the efficient absorption of SO₂ was ascribed to the chem. interaction between the pyridine nitrogen atom and SO₂.

Chemical Engineering Research and Design 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 C15H12O8, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Zhang, Shunlin published the artcileThe Chemistry of the Passivation Mechanism of Perovskite Films with Ionic Liquids, SDS of cas: 79917-90-1, the publication is Inorganic Chemistry (2022), 61(12), 5010-5016, database is CAplus and MEDLINE.

Passivation of perovskite films by ionic liquids (ILs) improves the performance (efficiency and stability) of perovskite solar cells (PSCs). However, the role of ILs in the passivation of perovskite films is not fully understood. Here, we report the reactions of commonly used ILs with the components of perovskites. The reaction of ILs with perovskite precursors (PbI₂ and methylammonium iodide or formamidinium iodide) in a 1:1:1 molar ratio affords one-dimensional (1D) salts composed of the IL cation interspersed along infinite 1D polymeric [PbI₃]^–_n chains. If the IL is applied in excess, the resulting crystal is composed of six cations surrounding a discrete [Pb₃I₁₂]^6- cluster. All the isolated salts were unambiguously characterized by single-crystal X-ray diffraction anal., which also reveals extensive hydrogen-bonding interactions.

Inorganic Chemistry 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 C13H18N2, SDS of cas: 79917-90-1.

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

Wang, Hui published the artcileEffect of critical micelle concentration of imidazole ionic liquids in aqueous solutions on the wettability of anthracite, Synthetic Route of 79917-90-1, the publication is Energy (Oxford, United Kingdom) (2022), 239(Part_B), 122088, database is CAplus.

In this study, the influence of ionic liquids (ILs) on the microstructure and wetting behavior of anthracite is explored. ¹H NMR and conductometry are used to determine the critical micelle concentration (CMC) for the aggregation of the ILs in an aqueous solution XPS and zeta potential are used to analyze the changes in functional groups on the surface of coal treated with ILs and their effects on the wetting process. The results show that with an increase in the concentration of the ILs, the chem. shift of the end proton of the alkyl side chain moves forward to the high field, and the chem. shift value decreases. 1-Butyl-3-methylimidazolium chloride [Bmim][Cl] and 1-butyl-3-methylimidazolium tetrafluoroborate [Bmim][BF₄] in aqueous solution attain the CMC at 0.93 mol/L and 0.95 mol/L, resp. XPS results show that at the CMC of [Bmim][Cl], the relative content of oxygen-containing functional groups (C-O-, C=O, COO-) is higher, and the wetting effect is better. When the concentration of [Bmim][BF₄] in aqueous solution is 0.5 mol/L, it has a low hydrophobic group (C-C/C-H) content and strong wetting ability to coal dust. At the CMC, [Bmim][Cl] aqueous solution has an inhibiting effect on the wetting behavior, while [Bmim][BF₄] has the opposite effect.

Energy (Oxford, United Kingdom) 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 C25H47NO8, Synthetic Route of 79917-90-1.

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