Month: February 2023

Palladium catalyzed carbonylative generation of potent, pyridine-based acylating electrophiles for the functionalization of arenes to ketones was written by Liu, Yi;Kaiser, Angela M.;Arndtsen, Bruce A.. And the article was included in Chemical Science in 2020.HPLC of Formula: 1632-83-3 This article mentions the following:

Design of a palladium catalyzed route to generate aryl ketones via the carbonylative coupling of (hetero)arenes and aryl- or vinyl-triflates was reported. Use of the large bite angle Xantphos ligand on palladium provides a unique avenue to balance the activation of the relatively strong C(sp²)-OTf bond with the ultimate elimination of a new class of potent Friedel-Crafts acylating agent: N-acyl pyridinium salts. The latter can be exploited to modulate reactivity and selectivity in carbonylative arene functionalization chem., and allow the efficient synthesis of ketones with a diverse array of (hetero)arenes. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3HPLC of Formula: 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) 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. 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).HPLC of Formula: 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Inhibitors of hepatic mixed function oxidases. II. Some benzimidazole, benzoxazole and benzothiazole derivatives was written by Holder, Gerald M.;Little, Peter J.;Ryan, Adrian J.;Watson, Thomas R.. And the article was included in Biochemical Pharmacology in 1976.Recommanded Product: 2-Octylbenzimidazole This article mentions the following:

Aminopyrine N-demethylase [9037-69-8] activity in rat liver microsomes was inhibited by 19 benzimidazole derivatives (e.g. I [615-15-6]), 2 benzoxazole derivatives, and 2 benzothiazole derivatives with 50% inhibitory concentrations (I50) ranging from 1.5 × 10-5M to 108 × 10-5M. Aniline p-hydroxylase [9012-80-0] activity was inhibited by all but 4 of these compounds, with I50 from 16 × 10-5M to 360 × 10-5M, and was stimulated by 3 of the compounds The I50 decreased with increasing lipophilicity caused by extension of the alkyl side chain and modification of the heterocyclic ring. The I50s for inhibition of each enzyme were correlated with the octanol/water partition coefficient of the compounds Quinalbarbitone [309-43-3] sleeping time in mice was increased by 14 out of 16 of the compounds tested. In the experiment, the researchers used many compounds, for example, 2-Octylbenzimidazole (cas: 13060-24-7Recommanded Product: 2-Octylbenzimidazole).

2-Octylbenzimidazole (cas: 13060-24-7) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 2-Octylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Highly efficient synthesis of cyclic carbonates from epoxides catalyzed by salen aluminum complexes with built-in “CO₂ capture” capability under mild conditions was written by Luo, Rongchang;Zhou, Xiantai;Chen, Shaoyun;Li, Yang;Zhou, Lei;Ji, Hongbing. And the article was included in Green Chemistry in 2014.Quality Control of 1-Octyl-1H-imidazole This article mentions the following:

A series of monometallic salen aluminum complexes were prepared by covalent linkage of the imidazolium-based ionic liquid moieties containing various polyether chains with the salen ligand at the two sides of the 5,5′-position. The salen aluminum complexes proved to be efficient and recyclable homogeneous catalysts towards the organic solvent-free synthesis of cyclic carbonates from epoxides and CO₂ in the absence of a co-catalyst. The catalysts presented excellent “CO₂ capture” capability due to the mols. containing polyether chains and the metal aluminum center, in which >90% yield of cyclic carbonate could be obtained under mild conditions. The catalysts can be easily recovered and six times reused without significant loss of activity and selectivity. Moreover, based on exptl. and previous work, the “CO₂ capture and activation” cycloaddition reaction mechanisms by monometallic or bimetallic salen aluminum complexes were both proposed. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Quality Control of 1-Octyl-1H-imidazole).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Quality Control of 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of new hypoxia markers EF1 and [¹⁸F]-EF1 was written by Kachur, Alexander V.;Dolbier, William R. Jr.;Evans, Sydney M.;Shiue, Chyng-Yann;Shiue, Grace G.;Skov, Kirsten A.;Baird, Ian R.;James, Brian R.;Li, An-Rong;Roche, Alex;Koch, Cameron J.. And the article was included in Applied Radiation and Isotopes in 1999.Name: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

We report on the preparation of a hypoxia marker 2-(2-nitroimidazol-1[H]-yl)-N-(3-fluoropropyl)acetamide (EF1, I) and its ¹⁸F analog. Two methods for the preparation of 3-fluoropropylamine, the EF1 side chain, are described. [¹⁸F]-EF1 was prepared with a radiochem. yield of 2% by nucleophilic substitution of bromine in 2-(2-nitroimidazol-1[H]-yl)-N-(3-bromopropyl)acetamide (EBr1) by carrier-added ¹⁸F in DMSO at 120°. Our results demonstrate the preparation of clin. relevant amounts of [¹⁸F]-EF1 for use as a non-invasive hypoxia marker with detection using positron emission tomog. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Name: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Name: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Completely N¹-selective palladium-catalyzed arylation of unsymmetric imidazoles: application to the synthesis of nilotinib was written by Ueda, Satoshi;Su, Mingjuan;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2012.Computed Properties of C8H8N2 This article mentions the following:

The completely N¹-selective Pd-catalyzed arylation of unsym. imidazoles with aryl halides and triflates is described. This study showed that imidazoles have a strong inhibitory effect on the in situ formation of the catalytically active Pd(0)-ligand complex. The efficacy of the N-arylation reaction was improved drastically by the use of a preactivated solution of Pd₂(dba)₃ and ligand I. From these findings, it is clear that while imidazoles can prevent binding of I to Pd, once the ligand is bound to the metal, these heterocycles do not displace it. The utility of the present catalytic system was demonstrated by the regioselective synthesis of the clin. important tyrosine kinase inhibitor nilotinib. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Computed Properties of C8H8N2).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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. 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).Computed Properties of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

N-Heterocyclic Carbene-Transition Metal Complexes: Spectroscopic and Crystallographic Analyses of π-Back-bonding Interactions was written by Khramov, Dimitri M.;Lynch, Vincent M.;Bielawski, Christopher W.. And the article was included in Organometallics in 2007.Electric Literature of C4H5N3O2 This article mentions the following:

The ability of N-heterocyclic carbenes (NHCs) to participate in π-back-bonding interactions was evaluated in a range of transition metal complexes. Rh chloride complexes containing a systematic series of various 1,3-dimethyl-4,5-disubstituted-imidazol-2-ylidenes and either 1,5-cyclooctadiene (cod) or two CO ligands were synthesized (i.e., (NHC)RhCl(cod) and (NHC)RhCl(CO)₂, resp.; NHC = C₃N₂Me₂-1,3-R₂-4,5 (R = H, Cl, CN)) and studied using ¹H NMR and IR spectroscopies. In the former series, the ¹H NMR chem. shifts of the signals attributable to the olefin trans to the NHC ligand shift downfield by up to 0.17 ppm as the π-acidity of the substituents on the 4,5-positions increased (i.e., H â†?Cl â†?CN). Similarly, in the latter series, the IR stretching frequencies of the carbonyl groups trans to the NHC ligands increase by 11 ± 0.5 cm^-1 as π-acidity increased over the same series. Using the nitrile group as a diagnostic handle, the CN stretching frequency of (1,3-dimethyl-4,5-dicyanoimidazol-2-ylidene)(cod)RhCl is 4 ± 0.5 cm^-1 > (1,3-dimethyl-4,5-dicyanoimidazol-2-ylidene)(CO)₂RhCl, a more π-acidic analog. X-ray anal. of the aforementioned series of (NHC)(cod)RhCl complexes indicated changes in N-C_carbene bond lengths that were consistent with greater π-donation from complexes containing 4,5-dihydroimidazol-2-ylidene relative to their 4,5-dicyano analogs. Collectively, these results suggest not only that imidazol-2-ylidenes are capable of π-back-bonding but that this interaction may be tuned by changing the π-acidity of the substituents on the imidazole ring. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Electric Literature of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Electric Literature of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Controlled fragrance delivery in functionalized ionic liquid-enzyme systems was written by Blesic, Marijana;Nimal Gunaratne, H. Q.;Nockemann, Peter;McCarron, Philip;Seddon, Kenneth R.. And the article was included in RSC Advances in 2013.Application of 21252-69-7 This article mentions the following:

It is often believed that both ionic liquids and surfactants generally behave as non-specific denaturants of proteins. In this study, it is shown that amphiphilic ionic liquids bearing a long alkyl chain and a target mol., where the target mol. is appended via a carboxylic ester functionality, can represent super-substrates that enable the catalytic activity of an enzyme, even at high concentrations in solution Menthol was chosen as the target mol. for slow and controlled fragrance delivery, and it was found that the rate of the menthol release can be controlled by the chem. structure of the ionic liquid At a more fundamental level, this study offers an insight into the complex hydrophobic, electrostatic, and hydrogen bond interactions between the enzyme and substrate. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Application of 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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. 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 of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Influence of 6- or 8-substitution on the antiviral activity of 3-arylalkylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (CMV) and varicella-zoster virus (VZV): Part II was written by Veron, Jean-Baptiste;Allouchi, Hassan;Enguehard-Gueiffier, Cecile;Snoeck, Robert;Andrei, Graciela;De Clercq, Erik;Gueiffier, Alain. And the article was included in Bioorganic & Medicinal Chemistry in 2008.SDS of cas: 217435-65-9 This article mentions the following:

The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and diversely substituted on the 6 or 8 position, and their antiviral activities are reported. From the synthesized compounds, the imidazo[1,2-a]pyridines bearing a 5 membered heterocycle (thiophene, furane or pyrrole) in the 6 position or a phenylthio group in the 6 or 8 position (14, 16, 21, 28, 45) were the most potent against human cytomegalovirus (CMV) and varicella-zoster virus (VZV), whereas several other congeners (i.e., 22, 29 and 39), while less potent, were more selective in their inhibitory activity against VZV and CMV. These compounds showed similar activity against thymidine kinase competent (TK⁺) and deficient (TK^–) VZV strains, demonstrating a mechanism of action independent of the viral thymidine kinase. In the experiment, the researchers used many compounds, for example, 6-Bromo-8-methylimidazo[1,2-a]pyridine (cas: 217435-65-9SDS of cas: 217435-65-9).

6-Bromo-8-methylimidazo[1,2-a]pyridine (cas: 217435-65-9) 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. 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).SDS of cas: 217435-65-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reductive acylation of 4-nitroazoles. Synthesis of N-(4-azolyl)acetamides, N-(4-azolyl)succinimides and N-(4-azolyl)phthalimides was written by Suwinski, Jerzy;Wagner, Pawel. And the article was included in Polish Journal of Applied Chemistry in 2000.Category: imidazoles-derivatives This article mentions the following:

N-Azolylamides have been obtained by the reductive acylation of nitroazoles with acetic, succinic or phthalic anhydrides. N-Azolylsuccinamic and N-azolylphthalamic acids, formed from nitroazoles and the cyclic anhydrides, have been cyclocondensed by treatment with acetic anhydride-sodium acetate mixture to give N-azolylimides. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Category: imidazoles-derivatives).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iodine-promoted direct thiolation (selenylation) of imidazole with disulfides (diselenide): A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazole was written by Yi, Rongnan;Liu, Sen;Gao, Hongxia;Liang, Zhiwu;Xu, Xinhua;Li, Ningbo. And the article was included in Tetrahedron in 2020.Electric Literature of C8H8N2 This article mentions the following:

A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazoles I (R¹ = Me, Bu, propan-2-yl, tert-butyl; R² = 4-methylphenyl, benzyl, naphthalen-1-yl, etc.; R³ = R⁴ = H; R³R⁴ = -CH=CHCH=CH-; X = S, Se) from imidazoles II and disulfides R²SSR²/diselenides R²SeSeR² was developed through the direct thiolation (selenylation) of imidazoles II promoted by 0.5 equivalent of iodine. This process is scalable and tolerates a wide spectrum of disulfides (diselenides) to deliver products I in high yields. Compared with previous methods, this protocol has the advantages of a simple operation, wide functional group tolerance and good yields, providing an efficient route to 2-arylthio(seleno)imidazoles I, which are key structural scaffolds of many natural products. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Electric Literature of C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) 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.Electric Literature of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem