Category: imidazoles-derivatives

Facile access to N-formyl imide as an N-formylating agent for the direct synthesis of N-formamides, benzimidazoles and quinazolinones was written by Huang, Hsin-Yi;Lin, Xiu-Yi;Yen, Shih-Yao;Liang, Chien-Fu. And the article was included in Organic & Biomolecular Chemistry in 2020.Reference of 1632-83-3 This article mentions the following:

N-Formamides e.g., N-benzylformamide synthesis using N-formyl imide RC(O)NHC(O)H (R = Ph, tert-Bu, pyridin-4-yl, thiophen-2-yl, etc.) with primary and secondary amines e.g., benzylamine with catalytic amounts of p-toluenesulfonic acid monohydrate (TsOH路H₂O) is described. This reaction is performed in water without the use of surfactants. Moreover, N-formyl imide is efficiently synthesized using acylamidines RC(O)N=CHN(CH₃)₂ with TsOH路H₂O in water. In addition, N-formyl imide was successfully used as a carbonyl source in the synthesis of benzimidazole I (R¹ = H, Me; R² = H, Me, F, CN, etc.; R³ = H, Me, Cl; R⁴ = H, Me, Bn, Ts; R²R³ = -CH=CH-CH=CH-) and quinazolinone derivs II (R⁵ = H, Pr, Ph, cyclopentyl, etc.). Notable features of N-formylation of amines by using N-formyl imide include operational simplicity, oxidant- and metal-free conditions, structurally diverse products, and easy applicability to gram-scale operation. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Reference of 1632-83-3).

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.Reference of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The association between cardiac drug therapy and anxiety among cardiac patients: results from the national DenHeart survey was written by Rotvig, Camilla;Christensen, Anne Vinggaard;Juel, Knud;Svendsen, Jesper Hastrup;Joergensen, Martin Balslev;Rasmussen, Trine Bernholdt;Borregaard, Britt;Thrysoee, Lars;Thorup, Charlotte Brun;Mols, Rikke Elmose;Berg, Selina Kikkenborg. And the article was included in BMC Cardiovascular Disorders in 2022.Safety of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate This article mentions the following:

Neuropsychiatric side effects of cardiac drugs such as nervousness, mood swings and agitation may be misinterpreted as symptoms of anxiety. Anxiety in cardiac patients is highly prevalent and associated with poor outcomes, thus an accurate identification is essential. The objectives were to: (I) describe the possible neuropsychiatric side effects of common cardiac drug therapies, (II) describe the use of cardiac drug therapy in cardiac patients with self-reported symptoms of anxiety compared to those with no symptoms of anxiety, and (III) investigate the association between the use of cardiac drug therapy and self-reported symptoms of anxiety. DenHeart is a large national cross-sectional survey combined with national register data. Symptoms of anxiety were measured by the Hospital Anxiety and Depression Scale (HADS-A) on patients with ischemic heart disease, arrhythmia, heart failure and heart valve disease. Side effects were obtained from product summaries, and data on redeemed prescriptions obtained from the Danish National Prescription Registry. Multivariate logistic regression analyses explored the association between cardiac drug therapies and symptoms of anxiety (HADS-A 鈮?8). Among 8998 respondents 2891 (32%) reported symptoms of anxiety (HADS-A 鈮?8). Neuropsychiatric side effects were reported from digoxin, antiarrhythmics, beta-blockers, ACE-inhibitors and angiotensin receptor antagonists. Statistically significant higher odds of reporting HADS 鈮?8 was found in users of diuretics, lipid-lowering agents, nitrates, antiarrhythmics and beta-blockers compared to patients with no prescription. Conclusion: Some cardiac drugs were associated with self-reported symptoms of anxiety among patients with cardiac disease. Of these drugs neuropsychiatric side effects were only reported for antiarrhythmics and beta-blockers. Increased awareness about the possible adverse effects from these drugs are important. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Safety of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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 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.Safety of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The proton magnetic resonance spectra of some diazoles, triazoles, and tetrazoles was written by Barlin, Gordon B.;Batterham, Thomas J.. And the article was included in Journal of the Chemical Society [Section] B: Physical Organic in 1967.Product Details of 3034-41-1 This article mentions the following:

The N.M.R. spectra of various charged species from 33 azoles have been measured. In N-methyl-imidazoles and -1,2,4-triazoles the sites of protonation have been determined, and the cations appear to be stabilized by amidinium type resonance. Solvent effects are discussed. 27 references. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Product Details of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. 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. Product Details of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In Silico Screening and Testing of FDA-Approved Small Molecules to Block SARS-CoV-2 Entry to the Host Cell by Inhibiting Spike Protein Cleavage was written by Ozdemir, E. Sila;Le, Hillary H.;Yildirim, Adem;Ranganathan, Srivathsan V.. And the article was included in Viruses in 2022.Electric Literature of C33H34N6O6 This article mentions the following:

The COVID-19 pandemic began in 2019, but it is still active. The development of an effective vaccine reduced the number of deaths; however, a treatment is still needed. Here, we aimed to inhibit viral entry to the host cell by inhibiting spike (S) protein cleavage by several proteases. We developed a computational pipeline to repurpose FDA-approved drugs to inhibit protease activity and thus prevent S protein cleavage. We tested some of our drug candidates and demonstrated a decrease in protease activity. We believe our pipeline will be beneficial in identifying a drug regimen for COVID-19 patients. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Electric Literature of C33H34N6O6).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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. 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. Electric Literature of C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Formulation and in-vitro evaluation of fast dissolving tablets of candesartan cilexetil was written by Kumar, Rajesh;Rai, Vishnu Kant. And the article was included in World Journal of Pharmaceutical Research in 2021.Electric Literature of C33H34N6O6 This article mentions the following:

From this study it is possible to design suitable fast dissolving tablets containing Candesartan Cilexetil for the treatment of psychoses with more effectiveness and better patient compliance. Further in-vivo investigations are required to correlate in-vitro drug release studies for the development of suitable rapid release system for Candesartan Cilexetil. Fast dissolving tablets prepared by the Crospovidone are promising for rapid release of Candesartan Cilexetil. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Electric Literature of C33H34N6O6).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Electric Literature of C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Influence of different branched alkyl side chains on the properties of imidazolium-based ionic liquids was written by Erdmenger, Tina;Vitz, Juergen;Wiesbrock, Frank;Schubert, Ulrich S.. And the article was included in Journal of Materials Chemistry in 2008.Quality Control of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

Several new branched ionic liquids were synthesized under microwave irradiation applying two different synthetic approaches. Different already known ionic liquids, both linear and branched, were added to this set of new ionic liquids to investigate the influence of the branching on the thermophys. properties to elucidate first structure-property relationships. Thermogravimetric anal. was utilized to investigate the decomposition behavior and differential scanning calorimetry was used to study the influence of the branching on the thermal behavior, e.g. the m.p., the glass transition temperature, the f.p. and the cold crystallization temperature Moreover, the water uptake of selected ionic liquids was analyzed. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Quality Control of 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Quality Control of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Catalyst selection by transition state affinity chromatography-an assessment was written by Tran, Anh T.;Rapp, Jacob T.;Nicholas, Kenneth M.. And the article was included in Molecular Catalysis in 2017.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

A new method for catalyst selection-optimization is introduced and evaluated, transition state affinity chromatog. (TSAC), based on the relative chromatog. affinity of pre-catalysts for a supported-substrate vs. a transition state analog (TSA). The affinities of a library of Zn-imine complexes on three designer HPLC affinity columns that possess either an immobilized substrate, a transition state analog or a non-binding reference compound are compared to their catalytic activities for picolinate ester hydrolysis. For those Zn-complexes whose ligands possess a hydroxyalkyl side chain the retention times on the substrate-affinity column correlate linearly with the catalyst-substrate affinity, 1/K_M, derived from the kinetics of the LZn-catalyzed hydrolysis of 4-nitrophenyl picolinate. Addnl., the kinetically determined esterolytic catalytic activities, k_cat, for the hydroxyalkyl-bearing complexes also correlate with their relative chromatog. affinity on the TSA- vs sub-affinity columns. Zinc-complexes that lack the hydroxyalkyl arm, however, show no correlation of their chromatog. behavior with 1/K_M and an inverse correlation with k_cat. These results are interpreted in terms of differences in the catalytic mechanisms for the two sets of catalysts. TSAC is shown to be viable for selecting the most active esterolytic Zn-catalyst from a mixture of five complexes. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

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. 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.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The ionization constants of some imidazoles was written by Gallo, Gian Gualberto;Pasqualucci, Carmine Renato;Radaelli, Pietro;Lancini, Gian Carlo. And the article was included in Journal of Organic Chemistry in 1964.Application of 3034-41-1 This article mentions the following:

The basic and the acidic ionization constants of some imidazole derivatives have been determined spectrophotometrically or potentiometrically. For the nitroimidazoles, the spectrophotometric method has been used in concentrated sulfuric acid solutions, for which the Hammett acidity function, H₀, has been adopted. Tautomeric equilibrium constants of the imidazoles containing an imino H have been calculated The ionization constants have been correlated to the substituents and their position in the imidazole ring. The usefulness of pK_a measurements in assigning structures of these compounds is pointed out. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Application of 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3,5-Dihydro-imidazo[4,5-d]pyridazin-4-ones: A class of potent DPP-4 inhibitors was written by Eckhardt, Matthias;Hauel, Norbert;Himmelsbach, Frank;Langkopf, Elke;Nar, Herbert;Mark, Michael;Tadayyon, Moh;Thomas, Leo;Guth, Brian;Lotz, Ralf. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.HPLC of Formula: 74478-96-9 This article mentions the following:

Systematic variations of the xanthine scaffold in close analogs of development compound BI 1356 led to the class of 3,5-dihydro-imidazo[4,5-d]pyridazin-4-ones which provided, after substituent screening, a series of highly potent DPP-4 inhibitors. In the experiment, the researchers used many compounds, for example, Ethyl 2,4-dibromo-1H-imidazole-5-carboxylate (cas: 74478-96-9HPLC of Formula: 74478-96-9).

Ethyl 2,4-dibromo-1H-imidazole-5-carboxylate (cas: 74478-96-9) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.HPLC of Formula: 74478-96-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A Facile C-H Insertion Strategy using Combination of HFIP and Isocyanides: Metal-Free Access to Azole Derivatives was written by Gujjarappa, Raghuram;Vodnala, Nagaraju;Reddy, Velma Ganga;Malakar, Chandi C.. And the article was included in Asian Journal of Organic Chemistry in 2020.Synthetic Route of C8H8N2 This article mentions the following:

An efficient metal-free approach has been devised towards the synthesis of azoles via C-H insertion protocol. Various isocyanides were examined as effective C1-synthons. The HFIP plays crucial role as hydrogen source and promoter of the reaction in order to reveal the maximum efficacies to accomplish the transformation in high yields of the products with excellent functional group tolerance. The control experiment affirmed 83% of deuterium incorporation, when the reaction was performed using HFIP-d₂. 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. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Synthetic Route of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem