Imidazoles-derivatives

Discovery and characterization of benzyloxy piperidine based dopamine 4 receptor antagonists was written by Tolentino, Kirsten T.;Mashinson, Viktoriya;Vadukoot, Anish K.;Hopkins, Corey R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2022.SDS of cas: 58442-17-4 This article mentions the following:

The dopamine receptor 4 (D4R) is highly expressed in both motor, associative and limbic subdivisions of the cortico-basal ganglia network. Due to the distribution in the brain, there is mounting evidence pointing to a role for the D4R in the modulation of this network and its subsequent involvement in L-DOPA induced dyskinesias in Parkinson′s disease. As part of our continued effort in the discovery of novel D4R antagonists, we report the discovery and characterization of a new 3- or 4-benzyloxypiperidine scaffold as D4R antagonists. We report several D4R selective compounds (>30-fold vs. other dopamine receptor subtypes) with improved in vitro and in vivo stability over previously reported D4R antagonists. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4SDS of cas: 58442-17-4).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. SDS of cas: 58442-17-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reductive cyclization of o-phenylenediamine with CO₂ and BH₃NH₃ to synthesize 1H-benzoimidazole derivatives was written by Li, Xiao;Zhang, Junhua;Yang, Yue;Hong, Hailong;Han, Limin;Zhu, Ning. And the article was included in Journal of Organometallic Chemistry in 2021.Quality Control of 1-Methylbenzimidazole This article mentions the following:

A simple and green protocol was developed for the reductive cyclization of o-phenylenediamine with CO₂ and BH₃NH₃ to yield 1H-benzimidazole. The desired 1H-benzimidazole derivatives were produced under mild conditions. Mechanism investigation indicated that the coordination of o-phenylenediamine with the boron atom of BH₃NH₃ promoted the transfer of the formyl group to form a stable intermediate, which facilitated the intramol. nucleophilic addition-elimination for the formation of target product. In this process, BH₃NH₃ served multifunctional roles, acting as a reducing agent and a formylation catalyst. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Quality Control of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Quality Control of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Phase Equilibrium Investigation on 2-Phenylethanol in Binary and Ternary Systems: Influence of High Pressure on Density and Solid-Liquid Phase Equilibrium was written by Domanska, Urszula;Krolikowski, Marek;Wlazlo, Michal;Wieckowski, Mikolaj. And the article was included in Journal of Physical Chemistry B in 2018.Formula: C18H31F6N3O4S2 This article mentions the following:

Ionic liquids (ILs) are important new solvents proposed for applications in different separation processes. Herein, an idea of possible use of high pressure in a general strategy of production of 2-phenylethanol (PEA) is discussed. In this work, we present the influence of pressure on the d. in binary systems of 1-hexyl-1-methylpyrrolidynium bis{(trifluoromethyl)sulfonyl}imide, [HMPYR][NTf₂], or 1-dodecyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}imide, [DoMIM][NTf₂] + PEA in a wide range of temperatures (298.15-348.15 K) and pressures (0.1-40 MPa). The densities at ambient and high pressures are measured to present the physicochem. properties of the ILs used in the process of separation of PEA from aqueous phase. The Tait equation was used for the correlation of d. of one-component and two-component systems as a function of mole fraction, temperature, and pressure. The influence of pressure is not significant. These systems exhibit mainly neg. molar excess volumes, V^E. The solid-liquid phase equilibrium (SLE) of [DoMIM][NTf₂] in PEA at atm. pressure was measured and compared to the SLE high-pressure results. Addnl., the ternary liquid-liquid phase equilibrium (LLE) at ambient pressure in the {[DoMIM][NTf₂] (1) + PEA (2) + water (3)} at temperature T = 308.15 K was investigated. The solubility of water in the [DoMIM][NTf₂] is quite high in comparison with that measured by us earlier for ILs (x₃ = 0.403) at T = 308.15 K, which results in not very successful average selectivity of extraction of PEA from the aqueous phase. The [DoMIM][NTf₂] has shown strong interaction with PEA without the immiscibility region. The ternary system revealed Treybal’s type phase equilibrium in which two partially miscible binaries ([DoMIM][NTf₂] + water) and (PEA + water) exist. From the results of LLE in the ternary system, the selectivity and the solute distribution ratio of separation of water/PEA were calculated and compared to the results obtained for the ILs measured earlier by us. The popular NRTL model was used to correlate the exptl. tie-lines in ternary LLE. These results may help in a new technol. project of “in situ” extraction of PEA from aqueous phase during the biosynthesis. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Formula: C18H31F6N3O4S2).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Formula: C18H31F6N3O4S2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer was written by Puleo, Thomas R.;Klaus, Danielle R.;Bandar, Jeffrey S.. And the article was included in Journal of the American Chemical Society in 2021.Computed Properties of C8H8N2 This article mentions the following:

A general protocol for the direct C-H etherification of N-heteroarenes is reported. Potassium tert-butoxide catalyzes halogen transfer from 2-halothiophenes to N-heteroarenes to form N-heteroaryl halide intermediates that undergo tandem base-promoted alc. substitution. Thus, the simple inclusion of inexpensive 2-halothiophenes enables regioselective oxidative coupling of alcs. with 1,3-azoles, pyridines, diazines, and polyazines under basic reaction conditions. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Computed Properties of C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Computed Properties of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adjacent lone pair (ALP) effects in heteroaromatic systems. 1. Isotope exchange of ring hydrogens in alkylimidazoles was written by Takeuchi, Yoshio;Yeh, Herman J. C.;Kirk, Kenneth L.;Cohen, Louis A.. And the article was included in Journal of Organic Chemistry in 1978.Related Products of 3034-41-1 This article mentions the following:

Solvent D isotope exchange (D₂O, 50°) is readily observed above pD 5 at C-2 in imidazole and its C– or N-alkyl derivatives The intermediate is an ylide, formed by base-catalyzed abstraction of H-2 from the imidazolium ion (path Y-2). A similar, but much slower, exchange is observed at C-4 (Y-4) or at C-5 (Y-5) at 100°. In strongly alk. media, NH imidazoles exchange more rapidly at C-4 or C-5 via a carbanion pathway (C) involving C-proton abstraction from the neutral mol.; in N-alkylimidazoles, however, only H-5 exchanges via the C pathway (C-5). The resistance to carbanion formation at C-4 is ascribed to the adjacent lone pair (ALP) effect, a significant electrostatic repulsion between lone pairs in the coplanar, sp² orbitals at N-3 and C-4. The partial contributions of the ylide and carbanion pathways are evaluated from kinetic data at pD 10-11 and in 1 N NaOD, resp. For 1-methylimidazole (1 N NaOD, 100°C), C-5 exchange occurs 15 times faster than Y-5 and 3 times faster than Y-4. NMR signals for H-4 and H-5 are assigned on the basis of (1) spin-decoupling experiments, (2) nuclear Overhauser enhancements, (3) chem. transformations of 1-methylimidazole-d₂, and (4) Δδ values. Ring protons adjacent to N-Me can be differentiated from other ring protons by a characteristic shift in δ with variation of solvent (Δδ); furthermore, relative to H-4, H-5 appears at higher field in nonpolar solvents and lower field in polar ones. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Related Products of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Related Products of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Assessing chemical toxicity of ionic liquids on Vibrio fischeri: Correlation with structure and composition was written by Montalban, Mercedes G.;Hidalgo, Juana M.;Collado-Gonzalez, Mar;Diaz Banos, F. Guillermo;Villora, Gloria. And the article was included in Chemosphere in 2016.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

One of the most important properties of ionic liquids is their non-volatility, making them potentially “green” alternatives to volatile organic compounds However, they are widely soluble in water, meaning that they can be released into aquatic ecosystems and so contribute to water pollution. Nevertheless, although the toxicity of ILs has been widely assessed in the literature, the information is still scarce due to the great number of ionic liquids that have been synthesized. The present work reports the toxicity of twenty-nine imidazolium-, pyridinium- and ammonium-based ionic liquids towards the bioluminescent photobacterium Vibrio fischeri. When the effect of the type of anion, the length of the alkyl chain of the cation, the cation core and the presence of a functionalized side chain in the cation on ionic liquid toxicity were analyzed, the main influence was seen to be exercised by the alkyl chain length. A Quant. Structure-Activity Relationships-based method was used to compare the exptl. results with previously estimated values and very good agreement was obtained. A relationship between the toxicity, expressed as Log EC₅₀, and the 1-octanol-water partition coefficient was established. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Inhibition of rat hepatic microsomal aminopyrine N-demethylase activity by benzimidazole derivatives. Quantitative structure-activity relationships was written by Murray, Michael;Ryan, Adrian J.;Little, Peter J.. And the article was included in Journal of Medicinal Chemistry in 1982.Synthetic Route of C8H8N2 This article mentions the following:

Eighty-two benzimidazole derivatives, some which were synthesized, were tested for the ability to inhibit cytochrome P-450 mediated enzyme activity, specifically aminopyrine N-demethylase  [9037-69-8], from phenobarbitone-induced rat hepatic microsomes. Using physicochem. parameters and multiple regression anal., a quant. structure-activity relationship (QSAR) that describes up to 87% of the data variance in terms of hydrophobic and electronic effects and the molar refractivity of the substituent in the 2-position of the benzimidazole ring is presented. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Synthetic Route of C8H8N2).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Synthetic Route of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hierarchically structured polymeric ionic liquids and polyvinylpyrrolidone mat-fibers fabricated by electrospinning was written by Montolio, Silvia;Abarca, Gabriel;Porcar, Raul;Dupont, Jairton;Burguete, Maria Isabel;Garcia-Verdugo, Eduardo;Luis, Santiago V.. And the article was included in Journal of Materials Chemistry A: Materials for Energy and Sustainability in 2017.Formula: C11H20N2 This article mentions the following:

Different polymeric ionic liquids/polyvinylpyrrolidone (PILs/PVP) fiber membranes were prepared by electrospinning from the corresponding polymeric blends. Supramol. interpolymeric interactions between PILs and PVP seem to define not only the solution properties but also the final morphol. and performance of the mat-fibers. The fine tuning of the counter anion and the length of the alkyl chain allows modulating both their hydrophilic/hydrophobic properties and their morphol. In this way, it was possible to obtain materials with potential applications in different fields as highlighted by the promising results obtained for oil-water separation or for the synthesis and stabilization of AuNPs. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Formula: C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Formula: C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Fe-BPsalan Complex-Catalyzed Asymmetric [4 + 2] Cycloaddition of Cyclopentadiene with α,β-Unsaturated Heterocycles was written by Chen, Kai-Ge;Lu, Hao;Zhou, Yi-Ming;Wan, Xiao-Long;Wang, Hao-Yang;Xu, Zhen-Jiang;Guo, Hai-Ming;Che, Chi-Ming. And the article was included in Journal of Organic Chemistry in 2022.Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone This article mentions the following:

An efficient iron-catalyzed asym. [4 + 2] cycloaddition of cyclopentadiene with α,β-unsaturated acyl imidazoles or 2-cinnamoylisoindoline-1,3-dione derivatives was developed to afford the addition products in high yield and selectivity. Interestingly, the absolute structures of the addition products were controlled by the auxiliaries via different coordination modes with the same type of catalyst. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cation molecular structure affects mobility and transport of electrolytes in porous carbons was written by Osti, Naresh C.;Dyatkin, Boris;Gallegos, Alejandro;Voneshen, David;Keum, Jong K.;Littrell, Ken;Zhang, Pengfei;Dai, Sheng;Wu, Jianzhong;Gogotsi, Yury;Mamontov, Eugene. And the article was included in Journal of the Electrochemical Society in 2019.Product Details of 404001-48-5 This article mentions the following:

We examined the electrosorption and ion dynamics of imidazolium-based room temperature ionic liquids (RTILs) having short (3-carbon, C3mim+) and long (12-carbon, C12mim+) cations, i.e., 1-propyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (C3mimTFSI) and 1-dodecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (C12mimTFSI), confined in ordered mesoporous carbon (OMC) and analyzed the influence of the cation alkyl chain length on the ion dynamics and the capacitive behavior using electrochem. measurements together with quasi-elastic neutron scattering (QENS) observations and classical d. functional theory (cDFT) computations. Electrochem. tests highlighted the significant influence of specific applied potentials on accumulated charge storage densities and on the limits of saturation of larger electrolytes in the pores. Computational analyses corroborated these findings and predicted a 16% increase in the capacitance of the smaller-cation electrolyte under high applied potentials. However, QENS experiments revealed a behavior of decoupling of alkyl chain dynamics from the ring in electrolytes with larger ions. cDFT calculations identified d. spikes for C12mim+ away from the pore walls to further corroborate this unique behavior. Our insights into chain length-dependent dynamics and electrosorption in complex electrolyte-electrode systems deepen fundamental understanding of confined RTIL electrolyte behavior in the porous carbon electrodes. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Product Details of 404001-48-5).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Product Details of 404001-48-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem