Tag: 100-200

Oxidative alkylation of azoles: V. Synthesis of 1-chloro-4-nitroimidazole and its reaction with methyl iodide was written by Veretennikov, E. A.;Pevzner, M. S.. And the article was included in Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) in 1997.Recommanded Product: 3034-41-1 This article mentions the following:

Chlorination of 4-nitroimidazole in alk. medium gave 1-chloro-4-nitroimidazole. The reaction of the latter with Me iodide results in liberation of iodine and formation of 4-nitroimidazole, isomeric 1-methyl-4-nitro- and 1-methyl-5-nitroimidazoles, and 1,3-dimethyl-4-nitroimidazolium triiodide. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 3034-41-1).

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.Recommanded Product: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Inhibition of bacterial growth and galactosyltransferase activity of WbwC by α, ω-bis(3-alkyl-1H-imidazolium)alkane salts: Effect of varying carbon content was written by Kocev, Alexander;Melamed, Jacob;Wang, Shuo;Kong, Xianqi;Vlahakis, Jason Z.;Xu, Yaozu;Szarek, Walter A.;Brockhausen, Inka. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Related Products of 21252-69-7 This article mentions the following:

A series of compounds was designed and synthesized having two imidazolium rings separated by a polymethylene spacer and having alkyl substituents on each of the imidazolium rings. The compounds were assayed for their effects on the activity of galactosyltransferase WbwC, and also on the growth of Gram-neg. and Gram-pos. bacteria, as well as human cells. The inhibition observed on enzyme activities and cell growth was dependent on the total number of carbons in the spacer and the alkyl substituents on the imidazolium rings. These readily synthesized, achiral compounds have potential as antimicrobial and antiseptic agents. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Related Products of 21252-69-7).

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. 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).Related Products of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ionization constants, and ultraviolet and infrared spectra of 4(7)- and 5(6)-halogenated benzimidazoles was written by Rabiger, D. J.;Joullie, M. M.. And the article was included in Journal of the Chemical Society in 1964.Reference of 83741-35-9 This article mentions the following:

For a series of 4(7)- and 5(6)-halogenated benzimidazoles, the ionization constants show that for compounds with a halogen atom in either the 4(7)- or the 5(6)-position the basicity decreases in the order F > I > Cl > Br. Attempts were made to correlate the effect of substituents on the pK_a values of benzimidazoles by means of the Hammett equation; no relation could be established for 5(6)-substituted compounds, presumably because of the tautomeric nature of the ring, but a satisfactory correlation was obtained for the 4(7)- halogenated benzimidazoles. The ultraviolet data indicate that the implied order of overall electron release for halogen atoms in both the 4(7)- and the 5(6)-position is I > Br > Cl > F. The infrared spectra of these halogenated benzimidazoles are discussed. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-benzoimidazole (cas: 83741-35-9Reference of 83741-35-9).

4-Bromo-1H-benzoimidazole (cas: 83741-35-9) 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 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).Reference of 83741-35-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Characterization of the ionic liquid obtained by chlorosulfonation of 1-methylimidazole: 1-methyl-3-sulfonic acid imidazolium chloride, 1-methylimidazolium chlorosulfate or a zwitterionic salt? was written by Urban, Bela;Szalontai, Gabor;Papp, Mate;Feher, Csaba;Benyei, Attila C.;Skoda-Foldes, Rita. And the article was included in Journal of Molecular Liquids in 2021.Safety of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

A great number of organic reactions catalyzed by the ionic liquid product of chlorosulfonation of 1-methylimidazole have been reported recently. At the same time controversial assumptions have appeared on the real structure of the catalyst. In the present report the primarily formed chlorosulfonation product is proved to be 1-methylimidazolium chlorosulfate ([HMim]⁺[SO₃Cl]^–) instead of 1-methyl-3-sulfonic acid imidazolium chloride, reported previously. The former structure is confirmed by X-ray crystallog. and NMR spectroscopy, including ¹H-, ¹³C-, ¹⁷O- and ¹⁵N-¹H HSQC measurements. ¹H and ¹⁷O NMR experiments support fast hydrolysis of [HMim] [SO₃Cl] resulting in the formation of [HMim][HSO₄] in the presence of traces of water. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Safety of 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Safety of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Optimised chemical synthesis of 5-substituted UDP-sugars and their evaluation as glycosyltransferase inhibitors was written by Tedaldi, Lauren M.;Pierce, Michael;Wagner, Gerd K.. And the article was included in Carbohydrate Research in 2012.Computed Properties of C4H7ClN2 This article mentions the following:

We have investigated the applicability of different chem. methods for pyrophosphate bond formation to the synthesis of 5-substituted UDP-galactose and UDP-N-acetylglucosamine derivatives The use of phosphoromorpholidate chem., in conjunction with N-methylimidazolium chloride as the promoter, was identified as the most reliable synthetic protocol for the preparation of these non-natural sugar-nucleotides. Under these conditions, the primary synthetic targets 5-iodo UDP-galactose and 5-iodo UDP-N-acetylglucosamine were consistently obtained in isolated yields of 40-43%. Both 5-iodo UDP-sugars were used successfully as substrates in the Suzuki-Miyaura cross-coupling with 5-formylthien-2-ylboronic acid under aqueous conditions. Importantly, 5-iodo UDP-GlcNAc and 5-(5-formylthien-2-yl) UDP-GlcNAc showed moderate inhibitory activity against the GlcNAc transferase GnT-V, providing the first examples for the inhibition of a GlcNAc transferase by a base-modified donor analog. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Computed Properties of C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Computed Properties of C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Model reactions for enzymic catalysis. IV. Structure-activity relationship of new transaminators with imidazole, thiazole, and benzimidazole skeletons was written by Gerbert, Ulrich;Von Kerekjarto, Bela. And the article was included in Justus Liebigs Annalen der Chemie in 1974.Synthetic Route of C9H8N2O This article mentions the following:

The substituents in position 1 of 2-formylimidazoles (I, R = e.g. H, CH2Ph, Me, or CHMe2) affected the initial velocities but not the equilibrium of transamination of alanine. Similar results were obtained in transamination of alanine-2-oxoglutarate with the trans-aminators I. The reaction mechanism recently postulated by the authors (1969) was confirmed by the finding that some isoelectronic structural analogs of thiazole and benzimidazole were also active transaminators. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Synthetic Route of C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Synthetic Route of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Study of memory-enhancing effects of substituted amides of imidazole-4(5)-carboxylic acid in rats was written by Shabanov, P. D.;Piotrovskii, L. B.;Dumpis, M.. And the article was included in Farmakologiya i Toksikologiya (Moscow) in 1988.Reference of 26832-08-6 This article mentions the following:

The effects of four derivatives of imidazole-4(5)-carboxylic acid (I; R = H, Me; R¹ = H, Me, β-phenylisopropyl) on the formation and extinction of a conditioned drinking reflex and preservation of a conditioned response of passive avoidance after electroconvulsive shock or craniocerebral injury were studied in experiments on rats. The N-methylamide of imidazole-4(5)-carboxylic acid exhibited the greatest psychostimulating and antiamnesia activity. Addition of the β-phenylisopropyl radical to the amino group resulted in the appearance of depressant properties. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Reference of 26832-08-6).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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.Reference of 26832-08-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Oxidation of methylbenzimidazoles with ceric ammonium nitrate was written by Talaty, C. N.;Zenker, N.;Callery, P. S.. And the article was included in Journal of Heterocyclic Chemistry in 1976.HPLC of Formula: 58442-17-4 This article mentions the following:

The benzimidazolecarboxaldehydes I (R = R1 = R3 = H, R2 = CHO; R = Me, R1 = R3 = H, R2 = CHO; R = R1 = H, R2 = CHO, R3 = Me; R = R3 = Me, R1 = H, R2 = CHO) were prepared in 25-60% yields by treating I (R = R1 = R3 = H, R2 = Me; R = R2 = Me, R1 = R3 = H; R = R1 = H, R2 = R3 = Me; R = R2 = R3 = Me, R1 = H, resp.) with ceric ammonium nitrate in H2SO4. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4HPLC of Formula: 58442-17-4).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) 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.HPLC of Formula: 58442-17-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Theoretical investigation of imidazolium based ionic liquid/alcohol mixture: a molecular dynamic simulation was written by Jahangiri, S.;Taghikhani, M.;Behnejad, H.;Ahmadi, S. J.. And the article was included in Molecular Physics in 2008.COA of Formula: C7H13ClN2 This article mentions the following:

In this work, mol. dynamic simulation of the mixture of imidazolium based ionic liquids with alcs. is implemented in order to investigate mixing excess properties and some structural and phys. properties of the mixture Excess volumes and enthalpies are evaluated for 11 different mole fractions of ionic liquids at each 0.1, in the range of 0 to 1. Radial distribution function, cohesive energy d., potential of mean force, solvation energy, and diffusion coefficient are reported and analyzed. The effects of the cationic alkyl chain length, in comparison with changes of the anions, on these properties are reported. Results reveal that the methanol mol. participates with its hydrophilic characteristics in the mixing process and tends to aggregate around anion part of the ionic liquids, especially in the case of Cl. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8COA of Formula: C7H13ClN2).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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.COA of Formula: C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Terminal anion induced zinc(II) mononuclear complexes trans-to-cis isomerization regulate photoluminescence properties and its solution behavior was written by Li, Shixiong;Liu, Lingmei;Deng, Yan;Huang, Yuanhao;Chen, YuFeng;Liao, Beiling. And the article was included in Polyhedron in 2019.Reference of 3012-80-4 This article mentions the following:

The organic ligand 1-methyl-1H-benzo[d]imidazole-2-carbaldehyde (L’) was used to react with ZnX₂ (X = Cl and Br) under solvothermal conditions to obtain [Zn(L)₂(X)₂] (1, X = Cl; 2, X = Br). The ligand of L’ transforms into 1-methyl-1H-benzo[d]imidazole (L). The structures anal. shows that the L’ ligands of complex 1 and 2 coordinate in different way, which results different shapes in every structure. They are trans and cis isomers of Zn(II) mononuclear complexes induced by terminal anions. These also lead to the difference of weak interaction of complexes, thus affecting the mode of connection. Also, the electrospray ionization mass spectrometry (ESI-MS) data show that the main mol. fragment was [Zn(L)₂(X)]⁺ under the condition of 0 eV voltage. So those two complexes were relatively stable in CH₃CN. The single crystals of complex 1 showed blue green light, but complex 2 showed very obvious blue and white light under UV lamp, this difference may be due to the ion radius of coordination halogen. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Reference of 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 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.Reference of 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem