Tag: M.W=150-200

Kolasa, Teodozyj published the artcileHeteroarylmethoxyphenylalkoxyiminoalkylcarboxylic acids as leukotriene biosynthesis inhibitors, Related Products of imidazoles-derivatives, the publication is Journal of Medicinal Chemistry (2000), 43(4), 690-705, database is CAplus and MEDLINE.

A novel series of heteroarylmethoxyphenylalkoxyiminoalkylcarboxylic acids was studied as leukotriene biosynthesis inhibitors. The hypothesis of structure-activity optimization by insertion of an oxime moiety was investigated using REV-5901 as a starting point. A systematic structure-activity optimization showed that the spatial arrangement and stereochem. of the oxime insertion unit proved to be important for inhibitory activity. A promising lead inhibited LTB₄ biosynthesis in the intact human neutrophil with IC₅₀ of 8 nM and had superior oral activity in vivo, in a rat pleurisy model (ED₅₀ = 0.14 mg/kg) and rat anaphylaxis model (ED₅₀ = 0.13 mg/kg). Spa. In a model of lung inflammation, the compound blocked LTE₄ biosynthesis (ED₅₀ of 0.1 mg/kg) and eosinophil influx (ED₅₀ of 0.2 mg/kg).

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, Related Products of imidazoles-derivatives.

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

Maji, Ankur published the artcileWell-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Journal of Organic Chemistry (2022), 87(13), 8351-8367, database is CAplus and MEDLINE.

Herein, authors report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles and pyridines from amino alcs. and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. Authors also detected two potential intermediates in the catalytic cycle using ESI-MS anal. Based on these studies, a metal-ligand cooperative mechanism was proposed.

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

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

Shevtsova, I. I. published the artcileCoordination compounds of copper salts and silver salts with some benzimidazole and benzothiazole derivatives and their antimicrobic properties, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Antibiotiki (Kiev) (1970), 44-8, database is CAplus.

Among 26 coordination compounds studied, 2 complexes of AgNO3 with 2-methylbenzothiazole and 2-(hydroxymethyl)benzothiazole had a high antiinfusorial activity. The action of all compounds on Paramecium caudatum is shown. Four of the complexes prevented mold growth on grains.

Antibiotiki (Kiev) 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 C7H8BClO2, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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

Donne-Op den Kelder, G. M. published the artcileQSAR studies on mifentidine and related compounds, Synthetic Route of 13682-33-2, the publication is Quantitative Structure-Activity Relationships (1988), 7(2), 60-71, database is CAplus.

The MNDO semiempirical SCF-MO method was used to calculate charge distributions of a series of histamine H₂-receptor antagonists. The investigated compounds concerned mifentidine analogs, RC₆H₄N:CHNHR¹-4, (R = heterocyclics; R¹ = Me, Et, iso-Pr, Pr). A correlation was found between H₂-antagonistic activity as determined by inhibition of specific [³H]-tiotidine binding to the H₂ receptors of a guinea pig cortex preparation, and the net at. charges of 2 of the atoms in the heterocycle. The binding capacity of the ligand mol. to the receptor was enhanced when the electronic population of atom and the pos. charge on the proton were higher. Assuming that the difference between both charges might effectively serve as a valuable substitute for the H bond-forming capacity of the X-H group, the conclusion can be drawn that this property of the heterocycle plays an important role in the interaction process of the ligand with its H₂-receptor. The obtained regression equation(s) suggest that the monocation (formamidine moiety protonated) is the species related to pharmacol. activity.

Quantitative Structure-Activity Relationships published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 13682-33-2.

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

Bakthavatchalam, Balaji published the artcileComparative evaluation on the thermal properties and stability of MWCNT nanofluid with conventional surfactants and ionic liquid, Product Details of C8H15ClN2, the publication is Journal of Thermal Analysis and Calorimetry (2022), 147(1), 393-408, database is CAplus.

Conventional surfactants such as CTAB (cetrimonium bromide), SDS (sodium dodecyl sulfate), SDBS (sodium dodecyl sulfonate) are combined with nanofluids to improve the stability and thermal conductivity of nanofluids. These nanofluids are mainly used for heat transfer applications where heating and cooling are usual courses of action which result in surfactants producing foams and polluting the heat transfer media, affecting the total system performance. Besides, the common surfactant mols. that augment the thermal resistance between the nanoparticles and base fluid also affect the thermophys. properties of the nanofluid. In this paper, [Bmim][Cl] (1-butyl-3-methylimidazolium chloride), a high purity ionic liquid (IL) with higher thermal stability was used to provide a comparative study on the stability and thermal properties with that of the conventional surfactants (CTAB, SDS, SDBS) on multiwalled carbon nanotubes (MWCNT)/propylene glycol (PG) nanofluid. The transient hot-wire based KD2-Pro and zeta potential results demonstrated that the inclusion of ionic liquid improved the thermal conductivity and stability of the formulated nanofluid. However, much like the conventional surfactants, the strong electrostatic repulsive force created by the ionic liquid was found to decrease when the temperature is increased. The outcome demonstrated the most extreme thermal conductivity upgrade of 33.7% at 303 K and maximum dispersion stability of more than one month without any aggregation for the nanofluid containing ionic liquid

Journal of Thermal Analysis and Calorimetry 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, Product Details of C8H15ClN2.

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

Kaboudin, Babak published the artcileA novel and facile route for the synthesis of medetomidine as the α₂-adrenoceptor agonist, HPLC of Formula: 1021949-47-2, the publication is Journal of the Iranian Chemical Society (2017), 14(8), 1735-1739, database is CAplus.

Herein, a novel and facile method for the synthesis of (+/-)-4(5)-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole (medetomidine) in a good yield in five steps is reported. The method involves Wittig olefination of the phenylimidazolylketone, followed by a hydrogenation. The Wittig alkenylation reaction provides a convenient step for the synthesis of medetomidine without requiring methylation and dehydration steps, which are problematic processes in the previous methods.

Journal of the Iranian Chemical Society published new progress about 1021949-47-2. 1021949-47-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Alkenyl,Benzene, name is 5-(1-(2,3-Dimethylphenyl)vinyl)-1H-imidazole, and the molecular formula is C13H14N2, HPLC of Formula: 1021949-47-2.

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

Shi, Yoa Jun published the artcileA practical synthesis of 2-butyl-4(5)-chloro-5(4)-hydroxymethyl-1H-imidazole, COA of Formula: C8H13ClN2O, the publication is Synthetic Communications (1993), 23(18), 2623-30, database is CAplus.

A practical process for the synthesis of 2-butyl-4-hydroxymethylimidazole (I, R = H) followed by silylation-chlorination-desilylation to provide chloroimidazole I (R = Cl) in an overall 71% yield has been developed.

Synthetic Communications published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C5H10O2S, COA of Formula: C8H13ClN2O.

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

Garcia-Alvarez, Ana C. published the artcileSelf-assembled nickel cubanes as oxygen evolution catalysts, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(69), 8608-8611, database is CAplus and MEDLINE.

Ni₄O₄ cubanes [(μ₃-L¹O)NiCl(MeOH)]₄ and [(μ₃-L²O)NiCl(H₂O)]₄ (L¹OH = 1-H-2-benzimidazolylmethanol, L²OH = 1-methyl-2-benzimidazolylmethanol) self-assemble from com. available 1-H- and 1-methyl-2-benzimidazolylmethanol and NiCl₂·6H₂O in high yields under mild conditions. Both complexes were characterised spectroscopically and by X-ray crystallog. The cubanes oxidise water electrocatalytically to dioxygen at neutral pH in aqueous potassium phosphate buffer solutions

Chemical Communications (Cambridge, United Kingdom) 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, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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

Hosadurga, K. Keerthy published the artcileSynthesis and characterization of novel 2-amino-chromene-nitriles that target Bcl-2 in acute myeloid leukemia cell lines, SDS of cas: 79047-41-9, the publication is PLoS One (2014), 9(9), e107118/1-e107118/11, 11 pp., database is CAplus and MEDLINE.

The anti-apoptotic protein Bcl-2 is a well-known and attractive therapeutic target for cancer. In the present study the solution-phase T3P-DMSO mediated efficient synthesis of 2-amino-chromene-3-carbonitriles I (R¹ = 3-O₂NC₆H₄, 4-BrC₆H₄, 1H-indol-3-yl, etc.) from alcs., malanonitrile and 2-naphthalenol is reported. Addnl. chromenecarbonitriles from resorcinol and 4-hydroxy-2-chromenones were also reported. These novel 2-amino-chromene-3-carbonitriles showed cytotoxicity in human acute myeloid leukemia (AML) cell lines. Compound I (R¹ = 2,6-Cl₂C₆H₃) was found to be the most bioactive, decreasing growth and increasing apoptosis of AML cells and moreover, it (at a concentration of 5 μM) increased the G2/M and sub-G1 (apoptosis) phases of AML cells and when the AML cells were treated with this compound it exhibited decreased levels of Bcl-2 and increased levels of caspase-9. In silico mol. interaction anal. showed that this compound shared a similar global binding motif with navitoclax (another small mol. that binds Bcl-2), however it occupies a smaller volume within the P2 hot spot of Bcl-2. The intermol. π-stacking interaction, direct electrostatic interactions, and docking energy predicted for I (R¹ = 2,6-Cl₂C₆H₃) in complex with Bcl-2 suggest a strong affinity of the complex, rendering it as a promising Bcl-2 inhibitor for evaluation as a new anticancer agent.

PLoS One published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, SDS of cas: 79047-41-9.

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

Frawley, Rachel P. published the artcileEvaluation of skin sensitization induced by four ionic liquids, Synthetic Route of 79917-90-1, the publication is Journal of Applied Toxicology (2022), 42(3), 392-408, database is CAplus and MEDLINE.

Ionic liquids (ILs) are synthetic solvents used as replacements for volatile organic solvents. Human exposure occurs through dermal or oral routes. In rodents, several ILs were reported to induce dermal toxicity, irritation, and sensitization. Due to the potential for occupational exposure, and industrial use as nonvolatile solvents, 1-ethyl-3-methylimidazolium chloride (EMIM, 6.25% to 50% volume/volume), 1-butyl-3-methylimidazolium chloride (BMIM, 3.12% to 12.5% volume/volume), 1-butyl-1-methylpyrrolidinium chloride (BMPY, 0.825% to 6.25% volume/volume), and N-butylpyridinium chloride (NBuPY, 0.825% to 12.5% volume/volume) were nominated to the National Toxicol. Program and evaluated for skin sensitization. The test compound was applied to the ears of female BALB/c mice daily for 3 days in a primary irritancy (IRR)/local lymph node assay (LLNA). Sensitization was assessed in vitro in the direct peptide reactivity assay (DPRA), KeratinoSens assay, and human cell line activation test (h-CLAT). In the LLNA, the butylated ILs, BMIM, and BMPY were more potent than NBuPY (butylated) or EMIM (ethylated), which was neither an irritant nor a sensitizer. NBuPY induced skin irritation in vivo at ≥3.12% (p ≤ 0.01), and sensitization in vitro in the KeratinoSens assay and h-CLAT, but was neg. for sensitization in vivo and in the DPRA. Although SI3 was not achieved, dermal treatment with 12.5% BMIM or 6.25% BMPY increased (p ≤ 0.01) lymph node cell proliferation in the LLNA. In vitro, BMIM was pos. for sensitization in the h-CLAT, and BMPY was pos. in the h-CLAT and KeratinoSens assay; both were neg. in the DPRA. Integrated data analyses, weighted toward in vivo data, suggested that BMIM and BMPY may induce weak to mild sensitization.

Journal of Applied Toxicology 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, Synthetic Route of 79917-90-1.

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