Category: imidazoles-derivatives

《Hyperbranched cationic polysaccharide derivatives for efficient siRNA delivery and diabetic wound healing enhancement》 was published in International Journal of Biological Macromolecules in 2020. These research results belong to Lan, Biyun; Wu, Junfeng; Li, Na; Pan, Chenglin; Yan, Li; Yang, Chuan; Zhang, Liming; Yang, Liqun; Ren, Meng. Computed Properties of C7H6N4O The article mentions the following:

Gene vectors are important for successful siRNA delivery. Four types of hyperbranched cationic polysaccharide derivatives (HCP) were synthesized by conjuncting 1,2-ethylenediamine (EDA) and diethylenetriamine (DETA) with glycogen or amylopectin resp. and named as G-EDA, G-DETA, A-EDA and A-DETA. The efficiency and safety of these HCPs to deliver siRNA were explored in vitro and in vivo. Our results showed that HCPs could form complexes with siRNA. All HCP/siRNA exhibited negligible cytotoxicity. Compared with A-EDA and A-DETA, G-EDA and G-DETA could carry much more siRNA into cells and then escape from endosomes. The delivery of MMP-9 siRNA (siMMP-9) by G-EDA and G-DETA significantly inhibited MMP-9 in HaCaT cells. Wound models in diabetic rats demonstrated that treatment of G-EDA/siMMP-9 could potently knock down MMP-9 of skin wound tissues and then enhanced wound healing. In summary, this study provided an effective and safe approach for siRNA delivery in vitro and in vivo.Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Computed Properties of C7H6N4O) was used in this study.

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Computed Properties of C7H6N4O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis》 was published in Journal of the American Chemical Society in 2020. These research results belong to Shishido, Ryosuke; Uesugi, Minami; Takahashi, Rikuro; Mita, Tsuyoshi; Ishiyama, Tatsuo; Kubota, Koji; Ito, Hajime. Category: imidazoles-derivatives The article mentions the following:

Silylboranes R3SiBpin were prepared by transition metal-catalyzed borylation of hydrosilanes R3SiH with pinB-Bpin; versatility of silicon nucleophiles thus obtained is explored in coupling and conjugate addition reactions. Compared to carbon-based nucleophiles, the number of silicon-based nucleophiles that is currently available remains limited, which significantly hampers the structural diversity of synthetically accessible silicon-based mols. Given the high synthetic utility and ease of handling of carbon-based boron nucleophiles, silicon-based boron nucleophiles, i.e., silylboranes, have received considerable interest in recent years as nucleophilic silylation reagents that are activated by transition-metal catalysts or bases. However, the range of practically accessible silylboranes remains limited. In particular, the preparation of sterically hindered and functionalized silylboranes remains a significant challenge. Here, we report the use of rhodium and platinum catalysts for the direct borylation of hydrosilanes with bis(pinacolato)diboron, which allows the synthesis of new trialkylsilylboranes that bear bulky alkyl groups and functional groups as well as new dialkylarylsilylboranes that are difficult to synthesize via conventional methods using alkali metals. We further demonstrate that these compounds can be used as silicon nucleophiles in organic transformations, which significantly expands the scope of synthetically accessible organosilicon compounds compared to previously reported methods. Thus, the present study can be expected to inspire the development of efficient methods for novel silicon-containing bioactive mols. and organic materials with desirable properties. We also report the first 11B{1H} and 29Si{1H} NMR spectroscopic evidence for the formation of iPr3SiLi generated by the reaction of iPr3Si-B(pin) with MeLi. The results came from multiple reactions, including the reaction of 1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8Category: imidazoles-derivatives)

1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8) is a ligand for arylation of aldehydes and for carbene catalyzed intermolecular arylation of C-H bonds. It is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Nanostructured γ-Fe2O3@Starch-n-Butyl SO3H as new recyclable magnetic catalyst for promoting multi-component reactions》 were Shamsi-Sani, Mahnaz; Shirini, Farhad; Mohammadi-Zeydi, Masoud. And the article was published in Journal of Nanoscience and Nanotechnology in 2019. Application In Synthesis of 1H-Benzo[d]imidazol-2-amine The author mentioned the following in the article:

Butane-1-soltunic acid modified starch-coated γ-Fe2O3 magnetic nanoparticles [γ-Fe2O3@starch- Bu SO3H] was easily prepared through a ring opening reaction of 1,4-butane sultone with nano- magnetic γ-Fe2O3@starch. After structural studies, using FT-IR, SEM, XRD, TGA, TEM, EDX, VSM and also pH anal. the efficiency of this reagent in the preparation of tetrahydrobenzinnidazo[2,1-b] quinazolin-1(2H)-ones and 2H-indazolo[2,1-b]phthalazine-triones was studied. Operational simple- ness, high yields, short reaction times, wide applicability and simple recyclability of the catalyst employing an external magnet are the most important advantages of this methodol. The experimental part of the paper was very detailed, including the reaction process of 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Application In Synthesis of 1H-Benzo[d]imidazol-2-amine)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Application In Synthesis of 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Computational & Theoretical Chemistry included an article by Rashid, Al Mamunur Md.; Cho, Soo Gyeong; Choi, Cheol Ho. Formula: C3H5N3. The article was titled 《Heat of formation prediction by G4MP2-SFM schemes: An application to various nitroazole derivatives》. The information in the text is summarized as follows:

Our G4MP2-SFM parameterization schemes have been applied to the various azole derivatives including imidazole, triazole, tetrazole, imidazolidine, [1,2,4]triazolo[4,3-a][1,3,5]triazine, tetrazine and pyrimidine, in order to establish a set of parameters for the reliable and fast heat of formation (ΔHof) predictions. It is shown that a parameterization on such complex systems is possible, yielding an overall mean absolute deviation (MAD) and root mean square deviation (RMSD) to be 3.5kcal/mol and 4.3kcal/mol, resp. compared to full G4MP2. During the development of the parameters, we have found that nonbonded interactions are very important to predict the ΔHof of high energy materials (HEMs). While both mol. weight and the number of NO2 substituents rarely affect the ΔHof magnitude, the geometric configurations and the number of heteroatoms in the azole ring significantly change it. In the experimental materials used by the author, we found 1H-Imidazol-2-amine(cas: 7720-39-0Formula: C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Formula: C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2011,Abul Hashem, Md.; Sultana, Abeda published 《Synthesis of N-(2′-imidazolyl)-2-aminopyridyl palladium dichloride and its application as catalyst in Suzuki-Miyaura cross coupling reaction》.Journal of the Bangladesh Chemical Society published the findings.Synthetic Route of C3H3BrN2 The information in the text is summarized as follows:

The ligand N-(2′-imidazolyl)-2-aminopyridine was prepared from imidazole and it forms N-(2′-imidazolyl)-2-aminopyridyl palladium dichloride complex with Na2PdCl4 in methanol. The complex (1.5 mmol %) was used to prepare substituted biphenyls, terphenyls, and heterobiaryls in good to excellent yields via Suzuki-Miyaura cross-coupling reaction of substituted phenylboronic acids and substituted aryl chlorides, bromides and iodides. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-1H-imidazole(cas: 16681-56-4Synthetic Route of C3H3BrN2)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Synthetic Route of C3H3BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2008,Angell, Richard M.; Angell, Tony D.; Bamborough, Paul; Brown, David; Brown, Murray; Buckton, Jacky B.; Cockerill, Stuart G.; Edwards, Chris D.; Jones, Katherine L.; Longstaff, Tim; Smee, Penny A.; Smith, Kathryn J.; Somers, Don O.; Walker, Ann L.; Willson, Malcolm published 《Biphenyl amide p38 kinase inhibitors. 2: Optimization and SAR》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: 16681-56-4 The information in the text is summarized as follows:

The biphenyl amides are a novel series of p38 MAP kinase inhibitors. Structure-activity relationships of the series against p38α are discussed with reference to the x-ray crystal structure of an example. The series was optimized rapidly to a compound (I) showing oral activity in an in vivo disease model. After reading the article, we found that the author used 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Recommanded Product: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Acid, silver, and solvent-free gold-catalyzed hydrophenoxylation of internal alkynes》 were Richard, Marcia E.; Fraccica, Daniel V.; Garcia, Kevin J.; Miller, Erica J.; Ciccarelli, Rosa M.; Holahan, Erin C.; Resh, Victoria L.; Shah, Aakash; Findeis, Peter M.; Stockland, Robert A. Jr.. And the article was published in Beilstein Journal of Organic Chemistry in 2013. Application In Synthesis of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I) The author mentioned the following in the article:

A range of (aryl)gold compounds were synthesized and investigated as single-component catalysts for a hydrophenoxylation of un-activated internal alkynes. Both carbene and phosphine-ligated compounds were screened as part of this work and the most efficient catalysts contained either JohnPhos or IPr/SIPr. Phenols bearing either electron-withdrawing or electron-donating groups were efficiently added using these catalysts. No silver salts, acids, or solvents were needed for the catalysis, and either microwave or conventional heating afforded moderate to excellent yields of the vinyl ethers. The title compounds thus formed included 1-[[(1Z)-1,2-diphenylethenyl]oxy]-4-nitrobenzene (I) and related substances, such as 1-nitro-4-[[(1Z)-1-phenyl-1-hexen-1-yl]oxy]benzene. The synthesis of the target compounds was achieved by a reaction of alkynes, such as 1,2-diphenylethyne, 5-decyne, (1-hexynyl)benzene with phenol derivatives, such as 4-nitrophenol, methylphenol, [1,1′-biphenyl]-4-ol. In the experiment, the researchers used many compounds, for example, Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Application In Synthesis of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I))

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Application In Synthesis of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

HPLC of Formula: 852445-84-2On June 10, 2021, Vanden Broeck, Sofie M. P.; Nelson, David J.; Collado, Alba; Falivene, Laura; Cavallo, Luigi; Cordes, David B.; Slawin, Alexandra M. Z.; Van Hecke, Kristof; Nahra, Fady; Cazin, Catherine S. J.; Nolan, Steven P. published an article in Chemistry – A European Journal. The article was 《Synthesis of Gold(I)-Trifluoromethyl Complexes and their Role in Generating Spectroscopic Evidence for a Gold(I)-Difluorocarbene Species》. The article mentions the following:

Readily prepared and bench-stable [Au(CF3)(NHC)] compounds were synthesized by using new methods, starting from [Au(OH)(NHC)], [Au(Cl)(NHC)] or [Au(L)(NHC)]HF2 precursors (NHC = N-heterocyclic carbene). The mechanism of formation of these species was investigated. Consequently, a new and straightforward strategy for the mild and selective cleavage of a single carbon/fluorine bond from [Au(CF3)(NHC)] complexes was attempted and found to be reversible in the presence of an addnl. nucleophilic fluoride source. This straightforward technique has led to the unprecedented spectroscopic observation of a gold(I)-NHC difluorocarbene species. The results came from multiple reactions, including the reaction of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2HPLC of Formula: 852445-84-2)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.HPLC of Formula: 852445-84-2 Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 258278-25-0On June 8, 2022, Scattolin, Thomas; Pessotto, Ilenia; Cavarzerani, Enrico; Canzonieri, Vincenzo; Orian, Laura; Demitri, Nicola; Schmidt, Claudia; Casini, Angela; Bortolamiol, Enrica; Visentin, Fabiano; Rizzolio, Flavio; Nolan, Steven P. published an article in European Journal of Inorganic Chemistry. The article was 《Indenyl and Allyl Palladate Complexes Bearing N-Heterocyclic Carbene Ligands: an Easily Accessible Class of New Anticancer Drug Candidates》. The article mentions the following:

The mechanochem. syntheses of allyl and indenyl palladate complexes are reported. All compounds were obtained in quant. yields and microanalytically pure without the need of any workup. These complexes are stable in chlorinated and polar (DMSO or DMSO/H2O solutions) solvents. In chlorinated solvents, they appear as ionic pairs of which crystals suitable for single x-ray diffraction studies have been obtained. Bonding and solvation properties are rationalized through scalar relativistic DFT calculations Moreover, most complexes showed excellent cytotoxicity towards ovarian cancer cell lines, with IC50 values comparable or lower than cisplatin. The potent anticancer activity of two IPrCl and IPr*-based palladate complexes was examined in a high-grade serous ovarian cancer (HGSOC) patient-derived tumoroid. Moreover, the inhibition of the antioxidant enzyme thioredoxin reductase (TrxR) was noticed, and structure-activity relationships could be derived, suggesting the ROS detoxifying system is involved in the mode of action. In the experiment, the researchers used many compounds, for example, 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Related Products of 258278-25-0)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.Related Products of 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《2-aminobenzimidazoles for leishmaniasis: From initial hit discovery to in vivo profiling》 was written by Ferreira, Rafael Augusto Alves; Junior, Celso de Oliveira Rezende; Martinez, Pablo David Grigol; Koovits, Paul John; Soares, Bruna Miranda; Ferreira, Leonardo L. G.; Michelan-Duarte, Simone; Chelucci, Rafael Consolin; Andricopulo, Adriano D.; Galuppo, Mariana K.; Uliana, Silvia R. B.; Matheeussen, An; Caljon, Guy; Maes, Louis; Campbell, Simon; Kratz, Jadel M.; Mowbray, Charles E.; Dias, Luiz Carlos. Recommanded Product: 1H-Benzo[d]imidazol-2-amine And the article was included in PLoS Neglected Tropical Diseases in 2021. The article conveys some information:

Leishmaniasis is a major infectious disease with hundreds of thousands of new cases and over 20,000 deaths each year. The current drugs to treat this life-threatening infection have several drawbacks such as toxicity and long treatment regimens. A library of 1.8 million compounds, from which the hits reported here are publicly available, was screened against Leishmania infantum as part of an optimization program; a compound was found with a 2-aminobenzimidazole functionality presenting moderate potency, low metabolic stability and high lipophilicity. Several rounds of synthesis were performed to incorporate chem. groups capable of reducing lipophilicity and clearance, leading to the identification of compounds that are active against different parasite strains and have improved in vitro properties. As a result of this optimization program, a group of compounds was further tested in anticipation of in vivo evaluation. In vivo tests were carried out with compounds 29 (L. infantum IC50: 4.1 μM) and 39 (L. infantum IC50: 0.5 μM) in an acute L. infantum VL mouse model, which showed problems of poor exposure and lack of efficacy, despite the good in vitro potency. In the experiment, the researchers used many compounds, for example, 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Recommanded Product: 1H-Benzo[d]imidazol-2-amine)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Recommanded Product: 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem