Tag: 100-200

Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi was written by Wang, Xing;Chen, Yong-Fei;Yan, Wei;Cao, Ling-Ling;Ye, Yong-Hao. And the article was included in Molecules in 2016.Formula: C9H8N2O This article mentions the following:

A series of benzimidazole phenylhydrazone derivatives I (R¹ = H, CH₃, Cl; R² = H, CH₃; R³ = 2,4-F₂, 3,5-Cl₂, 2,6-Cl₂, etc.) was synthesized. The structure of I (R¹ = H; R² = H; R² = 2-F) was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound I (R¹ = H; R² = H; R² = 2,4-F₂) exhibited significant inhibitory activity against R. solani and M. oryzae with the EC₅₀ values of 1.20 and 1.85 μg/mL, resp. In vivo testing demonstrated that I (R¹ = H; R² = H; R² = 2,4-F₂) could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound I (R¹ = H; R² = H; R² = 2,4-F₂) with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Formula: C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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. Formula: C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A convenient route to the imidazo[4,5-b]pyridines was written by Harada, Kenichi;Choshi, Tominari;Sugino, Eiichi;Sato, Koichi;Hibino, Satoshi. And the article was included in Heterocycles in 1996.Related Products of 3034-41-1 This article mentions the following:

The reaction of acroleins possessing a leaving group, derived from alkenyl sulfides by Vilsmeier reaction, with 4-amino-1-methylimidazole provided a new and convenient route to the imidazole[4,5-b]pyridines, the reaction mechanisms of which were examined by a deuterium labeled experiment 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. 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. 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

Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides was written by Grassl, Simon;Singer, Johannes;Knochel, Paul. And the article was included in Angewandte Chemie, International Edition in 2020.Application In Synthesis of 1-Methylbenzimidazole This article mentions the following:

A wide range of alkyl-, aryl- and heteroarylzinc halides were aminated with highly functionalized alkyl, aryl, and heterocyclic azides. The reaction proceeded smoothly at 50 °C within 1 h in the presence of FeCl₃ (0.5 equiv) to furnish the corresponding secondary amines such as RNHR¹ [R = 4-MeOC₆H₄, 3,5-di-MeC₆H₃, 6-chloro-3-pyridyl, etc.; R¹ = cyclopropyl, 4-FC₆H₄, 4-ClC₆H₄, etc.] in good yields. This method was extended to peptidic azides and provided the arylated substrates with full retention of configuration. To demonstrate the utility of this reaction, prepared two amine derivatives of pharmaceutical relevance using this iron-mediated electrophilic amination as the key step. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application In Synthesis of 1-Methylbenzimidazole).

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 Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application In Synthesis of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Copper-Catalyzed Aminoheteroarylation of Unactivated Alkenes through Distal Heteroaryl Migration was written by Kwon, Yungeun;Zhang, Wei;Wang, Qiu. And the article was included in ACS Catalysis in 2021.Application In Synthesis of 1-Methylbenzimidazole This article mentions the following:

A copper-catalyzed aminoheteroarylation of unactivated alkenes to access valuable heteroarylethylamine motif. was reported. The developed reaction features a copper-catalyzed intermol. electrophilic amination of the alkenes followed by a migratory heteroarylation. The method applies to alc.-, amide-, and ether-containing alkenes, overcoming the common requirement of a hydroxyl motif in previous migratory difunctionalization reactions. This reaction was effective for the introduction of diverse aliphatic amines and has good functional group tolerance, which was particularly useful for rich functionalized heteroarenes. This migration-involved reaction was found well suited as a powerful ring-expansion approach for the construction of medium-sized rings that were in great demand in medicinal chem. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application In Synthesis of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) 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. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Transformation of Epoxidized Natural Rubber into Ionomers by Grafting of 1H-Imidazolium Ion and Development of a Dynamic Reversible Network was written by Mandal, Subhradeep;Hait, Sakrit;Simon, Frank;Ghosh, Anik;Scheler, Ulrich;Arief, Injamamul;Tada, Toshio;Hoang, Tung X.;Wiessner, Sven;Heinrich, Gert;Das, Amit. And the article was included in ACS Applied Polymer Materials in 2022.Safety of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

Epoxidized natural rubber (ENR) was grafted with imidazolium ions, giving the materials self-healing and reprocessing properties. These imidazolium ions in the form of neutral ionic repeating units transformed the polyisoprene-based polymer chains into ionomers. Fourier transform IR (FTIR) spectroscopy and solid-state NMR analyses were carried out to confirm various interactions between ENR and 1H-imidazole. In particular, dynamic hydrogen bonding and the formation of ionic aggregates led to superior mech. strength (tensile strength, ~4.5 MPa; elongation at break, ~700%), self-healing efficiency (90% in terms of elongation), and reprocessability of the resulting compound Furthermore, the material exhibited excellent transparency with a normalized transparency of 90 ± 0.7% at a typical thickness of 0.5 mm. The visualization and the stability of the healing processes were confirmed by SEM and confocal microscopy analyses. Finally, temperature scanning stress relaxation (TSSR) studies were carried out to identify the different types of stress relaxation behavior of the material and the effects of various noncovalent interactions on the high-temperature stability of the compounds These studies could assist to gain significant insight into natural rubber-based advanced materials for sustainable development. 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. 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Safety of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Catalytic enantioselective syn hydration of enones in water using a DNA-based catalyst was written by Boersma, Arnold J.;Coquiere, David;Geerdink, Danny;Rosati, Fiora;Feringa, Ben L.;Roelfes, Gerard. And the article was included in Nature Chemistry in 2010.Reference of 85692-37-1 This article mentions the following:

The enantioselective addition of water to olefins in an aqueous environment is a common transformation in biol. systems, but was beyond the ability of synthetic chemists. Here, we present the first examples of a non-enzymic catalytic enantioselective hydration of enones, for which we used a catalyst that comprises a copper complex, based on an achiral ligand, non-covalently bound to (deoxy)RNA, which is the only source of chirality present under the reaction conditions. The chiral β-hydroxy ketone product was obtained in up to 82% enantiomeric excess. Deuterium-labeling studies demonstrated that the reaction is diastereospecific, with only the syn hydration product formed. So far, this diastereospecific and enantioselective reaction had no equivalent in conventional homogeneous catalysis. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Reference of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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.Reference of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of [¹⁸F]fluoroetanidazole: a potential new tracer for imaging hypoxia was written by Tewson, T. J.. And the article was included in Nuclear Medicine and Biology in 1997.Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

[¹⁸F]fluoroetanidazole is prepared by an active ester coupling reaction between the 2,3,5,6-tetrafluorophenyl ester of 2-nitroimidazoleacetic acid and [¹⁸F]fluoroethylamine. [¹⁸F]Fluoroethylamine is prepared from N-[2-(toluene-4-sulfonyloxy)ethyl]phthalimide and [¹⁸F]fluoride and purified by distillation The overall reaction takes about 90 min and gives a yield, uncorrected, of about 25%. Purification on a reversed-phase column is straightforward. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Recommanded Product: 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. 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. 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).Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

N-Trifluoromethylthio-dibenzenesulfonimide: A Shelf-Stable, Broadly Applicable Electrophilic Trifluoromethylthiolating Reagent was written by Zhang, Panpan;Li, Man;Xue, Xiao-Song;Xu, Chunfa;Zhao, Qunchao;Liu, Yafei;Wang, Haoyang;Guo, Yinlong;Lu, Long;Shen, Qilong. And the article was included in Journal of Organic Chemistry in 2016.Related Products of 25045-82-3 This article mentions the following:

The super electrophilicity of a shelf-stable, easily prepared trifluoromethylthiolating reagent N-trifluoromethylthio-dibenzenesulfonimide I was demonstrated. Consistent with the theor. prediction, I exhibits reactivity remarkably higher than that of other known electrophilic trifluoromethylthiolating reagents. In the absence of any additive, I reacted with a wide range of electron-rich arenes and activated heteroarenes under mild conditions. Likewise, reactions of I with styrene derivatives can be fine-tuned by simply changing the reaction solvents to generate trifluoromethylthiolated styrenes or oxo-trifluoromethylthio or amino-trifluoromethylthio difunctionalized compounds in high yields. In the experiment, the researchers used many compounds, for example, 6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3Related Products of 25045-82-3).

6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Related Products of 25045-82-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Improvement in the diffraction efficiency of a polymer using an ionic liquid was written by Kim, Sung Ho;Attri, Pankaj;Kim, In Tae. And the article was included in Journal of the Serbian Chemical Society in 2018.Synthetic Route of C4H7ClN2 This article mentions the following:

In this paper, photosensitive materials for information storage devices are presented. The polymers were prepared using surface relief-grating (SRG) fabrication with a diode-pumped solid-state (DPSS) laser of 532 nm, and the diffraction efficiency (DE) of the polymers were assessed with a low-power DPSS laser at 633 nm. However, the diffraction efficiency of the azo-functionalized epoxy-based polymer was low, even after 15 min of exposure. To improve the efficiency and reduce the time it takes for the DE measurements of the photosensitive polymer, tbe polymer was combined ionic liquids (1Ls). Various ILs, i.e., 1-methylimidazolium chloride ([Mim]CI) from the imidazolium family of TLs and diethylammonium dihydrogen phosphate (DEAP), triethylammonium 4-aminotoluene-3-sulfonic acid (TASA) and tributylmethylammonium Me sulfate (TBMS) from the ammonium family of ILs, were investigated. For the first time, it was observed that DE dramatically increased the DEAP-polymer mixture in 4 min compared to the polymer (alone) and other polymer-IL mixtures Therefore, DEAP lL could help improve the efficiency of DE measurements in a shorter time. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Synthetic Route 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Synthetic Route of C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Crystal structure and NMR study of a bisperoxovanadium complex [NH₄][VO(O₂)₂(ima)] was written by Zhang, Shaowei;Xia, Wen;Yang, Yueyue;Yu, Xianyong;Li, Xiaofang. And the article was included in Journal of Coordination Chemistry in 2017.Application of 26832-08-6 This article mentions the following:

A novel bisperoxovanadium complex, [NH₄][VO(O₂)₂(ima)] (1) (ima = imidazole-4-carboxamide), was synthesized by the reaction of NH₄VO₃ and ima in the presence of H₂O₂, and the structure was characterized by single-crystal x-ray technol. The adjacent [NH₄][VO(O₂)₂(ima)] monomers further constructed a 3D supramol. framework through intra- and intermol. H bonding interactions. The composition of the title complex solution was explored using a combination of multinuclear (¹H, ¹³C and ⁵¹V) magnetic resonance, heteronuclear single quantum coherence (HSQC), and variable temperature NMR in a 0.15 mol L^-1 NaCl/D₂O solution that mimics physiol. conditions. According to NMR exptl. results, a pair of isomers (A and B) are observed in aqueous solution, which are attributed to different types of coordination modes between the metal center and the ligands; Isomer B (the main product) has the same coordination structure as the crystal structure of [NH₄][VO(O₂)₂(ima)]. The ⁵¹V NMR experiment together with single-crystal x-ray diffraction results indicated that Isomer A is the hexacoordinated peroxovanadium species while Isomer B is the heptacoordinated species. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Application of 26832-08-6).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application of 26832-08-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem