Month: November 2022

Kankate, Rani S. published the artcileDesign, synthesis and antifungal evaluation of novel benzimidazole tertiary amine type of fluconazole analogues, COA of Formula: C9H9ClN2, the publication is Arabian Journal of Chemistry (2019), 12(8), 2224-2235, database is CAplus.

A novel series of compounds containing tertiary amine moiety, substituted benzimidazole and triazole ring I (X = Cl; R¹ = Me, Et; R² = Me, Ph) based on an initial design by mol. docking study of this scaffold at the active site of the fungal enzyme of lanosterol 14α-demethylase (homol. modeled of C. albicans) was synthesized by microwave irradiation The screening of the synthesized compounds for in vitro (turbidimetric method) and in vivo (kidney burden test) antifungal activity against C. albicans revealed activity for many compounds as comparable to that of fluconazole.

Arabian 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, COA of Formula: C9H9ClN2.

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

Verma, Raman K. published the artcileDesign, synthesis and computational validation of novel benzimidazole/indole-based PPARα and PPARγ partial agonists, HPLC of Formula: 7467-35-8, the publication is Journal of Chemical Sciences (Bangalore, India) (2013), 125(6), 1555-1571, database is CAplus.

The design and synthesis of benzimidazolyl and indolyl linked α-alkoxy phenylpropanoic acid derivatives and the β-keto ester analogs in an effort to develop novel peroxisome proliferator activated receptors ligands expected to exhibit PPARα and PPARγ partial agonism in the management of hyperglycemia and hyperlipidemia for the treatment of type 2 diabetes is reported. Computational validation of the designed mols. through activity prediction and docking studies showed expected results.

Journal of Chemical Sciences (Bangalore, India) 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 C9H17NO, HPLC of Formula: 7467-35-8.

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

Leigh, Vivienne published the artcileSynthesis of pincer-type N-heterocyclic carbene palladium complexes with a hemilabile ligand and their application in cross-coupling catalysis, Category: imidazoles-derivatives, the publication is Journal of Organometallic Chemistry (2014), 33-39, database is CAplus.

Benzimidazolium salts containing both a neutral imine and a masked carboxylate functional group for potential metal chelation were prepared Palladation of the ester-protected ligand afforded a N,C-bidentate carbene complex I [X = Cl, Br]. Subsequent ester hydrolysis preserved the bidentate coordination mode and yielded complex II [X = Cl, CF₃CO₂] with a pending COOH group exclusively. However, when ester deprotection was carried out prior to metalation, the N,C,O-tridentate pincer-type coordinated palladium complex III was obtained. Proton-abstraction of the dangling COOH group in the bidentate ligand of complex II by treatment with a base led to the formation of the N,C,O-tridentate coordinated Pd system III, and inversely, exposure of the tridentate bound Pd complex III with acid afforded the N,C-bidentate ligand coordination mode in complex II, demonstrating hemilability of the oxygen donor site in the pincer ligand. All three palladium(II) complexes I, II and III were evaluated in cross-coupling catalysis and revealed distinct activity differences that are dependent on the type of coupling. These differences suggest that judicious choice of donor groups in pincer-type complexes is a viable strategy for catalyst optimization.

Journal of Organometallic 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

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

Veenboer, Richard M. P. published the artcileExpedient Syntheses of Neutral and Cationic Au(I)-NHC Complexes, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Organometallics (2017), 36(18), 3645-3653, database is CAplus.

The synthesis and isolation of Au(I) precatalysts often requires the generation of several isolable intermediates as well as numerous purification steps. New protocols for the expedient synthesis of neutral [Au(OH)(NHC)] and [Au(CH₂COCH₃)(NHC)] species from [AuCl(NHC)] or [AuCl(DMS)] precursors bearing a variety of N-heterocyclic carbene (NHC) ligands are presented. These methods can be employed in a telescoping manner for the synthesis of catalytically relevant [Au(NTf₂)(NHC)] and [Au(NHC)(NCCH₃)][BF₄] complexes. These attractive methods are straightforward and practical leading to various complexes in high isolated yields and purity.

Organometallics published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C13H26N2, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Dai, Yu-ting published the artcileMicroanalysis for flame atomic absorption spectroscopy in determination of high content sodium, Name: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Fenxi Ceshi Jishu Yu Yiqi (2013), 19(1), 24-27, database is CAplus.

A new method using Flame Atomic Absorption Spectroscopy (FAAS) and Microanal. to determine high content sodium is developed. The developed method involves the choosing of suitable absorption line of sodium, the optimization of testing parameters and the evaluation of the linearity of the method. The linearity is 0-5 mg/L, the detection limit is 0.02 mg/L and the repeatability is 0.5% RSD. By comparing the measured sodium content with its truth value in some known organic and inorganic compounds, the absolute error is less than 0.3%, the relative error is less than 1%, and the recovery is 99.2%-100.6%.

Fenxi Ceshi Jishu Yu Yiqi published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C17H18N3NaO3S, Name: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

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

Kim, Dong-Ki published the artcileMicropatterning of proteins on ion beam-induced poly(acrylic acid)-grafted polyethylene film, SDS of cas: 359860-27-8, the publication is Polymers for Advanced Technologies (2011), 22(12), 1989-1992, database is CAplus.

Micropatterns of proteins were created by using patterned ion beam irradiation onto a polyethylene film and graft polymerization of acrylic acid. Acrylic acid was selectively graft polymerized on the irradiated regions. The results of the grafting study revealed that the optimum fluence to achieve the maximum grafting degree was 1 × 10¹⁵ ions/cm². Biotin was covalently immobilized on the grafted regions of the polyethylene film. Protein patterning was achieved through specific binding of biotin and streptavidin. The resolved protein patterns with the maximum fluorescence intensity were achieved on the poly(acrylic acid) (PAA)-grafted polyethylene films prepared at the fluence of 1 × 10¹⁵ ions/cm². This method can be used for patterning of various biomols. and for further biol. applications.

Polymers for Advanced Technologies published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, SDS of cas: 359860-27-8.

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

Choi, Jae-Hak published the artcilePatterned immobilization of biomolecules by using ion irradiation-induced graft polymerization, Formula: C18H34N4O5S, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(22), 6124-6134, database is CAplus.

A new method for biomol. patterning based on ion irradiation-induced graft polymerization was demonstrated in this study. Ion irradiation on a polymer surface resulted in the formation of active species, which was further used for surface-initiated graft polymerization of acrylic acid. The results of the grafting study revealed that the surface graft polymerization using 20 vol % of acrylic acid on the poly(tetrafluoroethylene) (PTFE) film irradiated at the fluence of 1 × 10¹⁵ ions/cm² for 12 h was the optimum graft polymerization condition to achieve the maximum grafting degree. The results of the fluorescence microscopy also revealed that the optimum fluence to achieve the maximum fluorescence intensity was 1 × 10¹⁵ ions/cm². The grafting of acrylic acid on the PTFE surfaces was confirmed by a fluorescence labeling method. The grafted PTFE films were used for the immobilization of amine-functionalized p-DNA, followed by hybridization with fluorescently tagged c-DNA. Biotin-amine was also immobilized on the acrylic acid grafted PTFE surfaces. Successful biotin-specific binding of streptavidin further confirmed the potential of this strategy for patterning of various biomols. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6124-6134, 2009.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Formula: C18H34N4O5S.

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

Luo, Ching-Zong published the artcileRh^III-catalyzed C-H activation: a versatile route towards various polycyclic pyridinium salts, Quality Control of 2622-67-5, the publication is Chemistry – A European Journal (2013), 19(42), 14181-14186, database is CAplus and MEDLINE.

An efficient and convenient method for the synthesis of highly substituted polycyclic pyridinium salts from the reaction of various 2-aryl-pyridines and 2-aryl-sp²-nitrogen-atom-containing heterocycles with alkynes through rhodium(III)-catalyzed C-H activation and annulation under an O₂ atmosphere is described. A possible mechanism that involves the chelation-assisted C-H activation of the 2-aryl-pyridine substrate, insertion of the alkyne, and reductive elimination is proposed. This mechanism was supported by the isolation of a five-membered rhodacycle (I’). In addition, kinetic isotope studies were performed to understand the intimate reaction mechanism.

Chemistry – A European Journal published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Quality Control of 2622-67-5.

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