Category: imidazoles-derivatives

Badhani, Gaurav published the artcileIonic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C-N, C-S, and C-C Bond Formation, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is European Journal of Organic Chemistry (2021), 2021(48), 6705-6716, database is CAplus.

The tetra-Me ammonium hydroxide catalyzed oxidative coupling of amines RNH₂ (R = Ph, cyclohexyl, pentyl, etc.) and alcs. R¹CH₂OH (R¹ = Ph, 4-pyridyl, 2-naphthyl, etc.) for the synthesis of imines RN=CHR¹ under metal-free conditions by utilizing oxygen from air as the terminal oxidant has been described. Under the same conditions, with ortho-phenylene diamines 1,2-(NH₂)₂C₆H₃R² (R² = 3-Me, 4,5-(Me)₂, 4-F, etc.) and 2-aminobenzenethiols like 2-aminobenzenethiol and 2-amino-4-chlorobenzenethiol the corresponding benzimidazoles I (R³ = 6-Me, 5,6-Me₂, 5-Cl, etc.; X = NH) and benzothiazoles I (R³ = H, 5-Cl; X = S) were obtained. Quinoxalines II (R⁴ = H, 6-Me, 6,7-Me₂, 6-Cl, 6-F; Y = N) were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, and the conditions were then extended to the synthesis of quinoline building blocks II (R⁴ = 4-ClC₆H₄, 4-BrC₆H₄, 4-MeOC₆H₄, 2-naphthyl; Y = CH) by reaction of 2-amino benzyl alcs. like 2-aminobenzenemethanol either with 1-phenylethan-1-ol or acetophenone derivatives R⁴COMe. The formation of C-N, C-S and C-C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcs. including heteroaryl alcs. reacted smoothly and provided the desired products. The mild reaction conditions, com. available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

European Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yun, Je-Moon published the artcilePhotosensitive polymer brushes grafted onto PTFE film surface for micropatterning of proteins, COA of Formula: C18H34N4O5S, the publication is Journal of Materials Chemistry (2010), 20(10), 2007-2012, database is CAplus.

Surface grafting of photosensitive polymer brushes on a flexible polymer surface was performed using Ar ion irradiation, which generated peroxides on the polymer surface upon exposure to air. These peroxides were utilized as initiators for graft polymerization of a photosensitive diazoketo-functionalized methacrylate monomer. Upon UV light exposure, the diazoketo group was converted into the carboxylic acid group which was used to covalently immobilize amine-functionalized biotin in a patterned fashion. Successful binding of streptavidin to the biotin-linked regions proved the potential of the platform for biomol. patterning applications on com. polymer substrates.

Journal of Materials Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C6H8N2O2S, COA of Formula: C18H34N4O5S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cho, Woo Kyung published the artcileChemical modification of Si nanowires for bioconjugation, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Bulletin of the Korean Chemical Society (2005), 27(1), 111-114, database is CAplus.

The authors report the chem. modification of SiNWs (Si nanowires) by a combination of the formation of covalently bonded, organic monolayers on the surface of SiNWs and successive surface organic reactions. Self-assembled monolayers (SAMs) of 10-undecenyltrichlorosilane were formed on the surface of SiNWs. The terminal vinyl groups on the surface of SiNWs were oxidized to carboxylic acid groups by KMnO₄, K₂CO₃, and NaIO₃. The carboxylic acid groups were then activated with N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC) and pentafluorophenol (PFP). The formation of the SAMs on SiNWs and the successive reactions were confirmed by polarized IR external reflectance spectroscopy (PIERS). After the PFP activation, any mols. with amine functional groups can be anchored onto the surface of SiNWs through an amide bond. The PFP-activated SiNWs were washed carefully with EtOH several times. The sample was then immersed in a solution of biotin-amine (10 mM in EtOH) for 30 min and washed carefully with EtOH several times. Attachment of the biotin to the SiNWs was verified PIERS and fluorescence confocal microscopy. By sonication, the SiNWs were then separated from the Si wafer and dispersed in EtOH. The dispersed SiNWs were spun off by using centrifugation.

Bulletin of the Korean Chemical Society published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Takada, Akihiko published the artcilePreparation of cellulosic soft and composite materials using ionic liquid media and ion gels, SDS of cas: 79917-90-1, the publication is Cellulose (Dordrecht, Netherlands) (2022), 29(5), 2745-2754, database is CAplus.

A review. Ionic liquids (ILs) are powerful media for the modification and functionalization of cellulose. This review article discusses the preparation of cellulosic soft and composite materials through the dissolution and gelation of cellulose with ILs. Based on the fact that the IL, 1-butyl-3-methylimidazolium chloride (BMIMCl) forms a cellulosic ion gel, the gel formation process has been employed to prepare a variety of cellulosic materials, of which the following are examples. The gel is converted into a thermoplastic composite film. The cellulose/BMIMCl composite film is reinforced with self-assembled chitin nanofibers. Solutions of cellulose in BMIMCl are converted into hydrogels, organogels, or organic solutions Binary ion gels of cellulose with other natural polysaccharides, such as starch, chitin, and hydrocolloid polysaccharides, are fabricated using BMIMCl and other ILs. The binary ion gels are converted into composite materials, such as films and fibers.

Cellulose (Dordrecht, Netherlands) published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C5H9IO2, SDS of cas: 79917-90-1.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Meng, Guangrong published the artcileA simple ¹H NMR method for determining the σ-donor properties of N-heterocyclic carbenes, HPLC of Formula: 258278-25-0, the publication is Tetrahedron Letters (2019), 60(4), 378-381, database is CAplus.

The σ-donor properties of NHC ligands (NHC = N-heterocyclic carbene) are crucial in controlling their interaction with transition metals, and as a consequence, to determine the selectivity and reactivity of NHCs in transition-metal-catalysis. Herein, we report a simple NMR method for estimating the σ-donor properties of NHC ligands based on a straightforward ¹H NMR measurement of ligand precursors. We present evaluation of σ-donating properties for a range of NHC ligands varied by structure and electronics that are relevant to transition-metal-catalysis. We expect that the simple measurement of σ-donating properties of NHCs, together with the known methods for evaluating sterics and π-backbonding, will enhance the understanding of the properties of NHCs in transition-metal-catalysis.

Tetrahedron Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, HPLC of Formula: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Varga, Janos M. published the artcileMechanism of allergic cross-reactions. I. Multispecific binding of ligands to a mouse monoclonal anti-DNP IgE antibody, Related Products of imidazoles-derivatives, the publication is Molecular Immunology (1991), 28(6), 641-54, database is CAplus and MEDLINE.

A recently developed solid-phase binding assay was used to investigate the specificity of ligand binding to a mouse monoclonal anti-dinitrophenyl IgE (I). All DNP-amino acids, that were tested inhibited the binding of the radio-labeled I to DNP covalently attached to polystyrene microplates; however, the concentration for 50% inhibition varied within four orders of magnitude, DNP-L-serine being the most and DNP-L-proline the least potent inhibitor. In addition to DNP analogs, a large number of drugs and other compounds were tested for their ability to compete with DNP for the binding site of I. At the concentration used for screening, 59% of compounds had no significant inhibition; 19% inhibited the binding of I more than 50%. Several families of compounds (tetracyclines, polymyxins, phenothiazines, salicylates, and quinones) that were effective competitors were found. Within these families, changes in the functional groups attached to the family stem had major effects on the affinity of ligand binding. The occurrence frequencies of interactions of ligands with I is in good agreement with the semi-empirical model for multispecific antibody-ligand interactions.

Molecular Immunology published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C20H19NO4, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Tulecki, Jerzy published the artcileSynthesis of Bunte salts, isothiourea derivatives, and thioethers with expected radioprotective activity. XL, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Acta Poloniae Pharmaceutica (1977), 34(4), 359-69, database is CAplus and MEDLINE.

The thiosulfate I was prepared (77% yield) as the Na salt by heating equimol amounts of Na₂S₂O₃ and 2-chloroacetylamino-6-carbomethoxybenzothiazole in H₂O. Other Na or K salts of RS₂O₃H [R = PrCH(CONHCONH₂), 3,4-(HO)₂C₆H₃COCH₂, PhO₂CCH₂, 2-HOC₆H₄COCH₂, 4-IC₆H₄NHCOCH₂, 4-IC₆H₄NHCOCH₂CH₂, 2-IC₆H₄NHCOCH₂, 2-IC₆H₄NHCOCH₂CH₂, 5-uracilmethyl, 6-methyl-5-uracilmethyl] were prepared analogously in 42-75% yields. Treatment of 6-methyl-5-chloromethyluracil with thiourea in absolute EtOH yielded 88% II-HCl. Analogously were prepared (52-80% yields) other RSC(:NH)NH₂.HCl from 1-methyl- and 1-ethyl-2-chloromethylbenzimidazole, 5-chloromethyluracil, and N-(3-chloropropionyl)-2-iodoaniline. 4-Chloroquinoline 1-oxide added to a solution of 4-ClC₆H₄SH in EtONa-EtOH yielded 70% III (R = 4-ClC₆H₄). Other III were prepared analogously (54-89% yields) from 4-Me₃CC₆H₄SH, 2-naphthalenethiol, 2-mercapto-N-(2-naphthyl)acetamide, 2-mercaptobenzothiazole, and 2-mercaptobenzoxazole.

Acta Poloniae Pharmaceutica published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C5H10O, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Radwanska, A. published the artcileComparative analysis of effects of imidazoline drugs on isolated rat heart atria, SDS of cas: 2508-72-7, the publication is Journal of Physiology and Pharmacology (1993), 44(1), 73-87, database is CAplus and MEDLINE.

Effects of cumulative concentrations of 16 known imidazoline and 2 imidazole drugs on amplitude and rate of spontaneously beating isolated rat heart atria were measured and related to the resp. effects induced by norepinephrine. In addition, the effects of fixed concentrations of the agents on the responses evoked by cumulative concentrations of norepinephrine were determined In general, imidazolines classified as α₁-adrenoceptor agonists showed pos. inotropic activity providing evidence of involvement of the α₁-adrenoceptor in mediating cardiac contractility. A neg. chronotropic effect was common for the imidazolines studied, including α₁-adrenoceptor agonists, α₂-adrenoceptor agonists, α₁/α₂-adrenoceptor antagonists and antazoline – an antihistaminergic imidazolkine devoid of adrenoceptor affinity. On the other hand, the imidazole derivative, medetomidine, showed a weak pos. chronotropic activity. Neg. chronotropic properties appeared to be independent of the alpha-adrenoceptors and may result from the membrane stabilizing action, involving probably the sodium channel blockage.

Journal of Physiology and Pharmacology published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, SDS of cas: 2508-72-7.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Shahar, Or David published the artcileA high-throughput chemical screen with FDA approved drugs reveals that the antihypertensive drug Spironolactone impairs cancer cell survival by inhibiting homology directed repair, Category: imidazoles-derivatives, the publication is Nucleic Acids Research (2014), 42(9), 5689-5701, database is CAplus and MEDLINE.

DNA double-strand breaks (DSBs) are the most severe type of DNA damage. DSBs are repaired by non-homologous end-joining or homol. directed repair (HDR). Identifying novel small mols. that affect HDR is of great importance both for research use and therapy. Mols. that elevate HDR may improve gene targeting, whereas inhibiting mols. can be used for chemotherapy, since some of the cancers are more sensitive to repair impairment. Here, the authors performed a high-throughput chem. screen for FDA approved drugs, which affect HDR in cancer cells. The authors found that HDR frequencies are increased by retinoic acid and Idoxuridine and reduced by the antihypertensive drug Spironolactone. The authors further revealed that Spironolactone impairs Rad51 foci formation, sensitizes cancer cells to DNA damaging agents, to Poly (ADP-ribose) polymerase (PARP) inhibitors and crosslinking agents and inhibits tumor growth in xenografts, in mice. This study suggests Spironolactone as a new candidate for chemotherapy.

Nucleic Acids Research published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C19H34ClN, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Punna, Sreenivas published the artcileA bioorthogonal immobilization method for affinity chromatography, Related Products of imidazoles-derivatives, the publication is American Biotechnology Laboratory (2007), 25(1), 20-21, database is CAplus.

Affinity chromatog. is a powerful and generally applicable process of purifying biomols. such as antibodies, carbohydrates, and enzymes by taking advantage of the affinity of these mols. toward appropriate ligands. The immobilization of ligands to an agarose support is challenging and critical to follow a method that is not detrimental to the functional groups present in the ligand, which are necessary for the binding of the mol. to be purified. For that, the ligand should contain a functional group for immobilization to the support that is not vital to its binding property. This paper reports on the use of click reaction as a highly selective and convenient immobilization method for affinity chromatog.

American Biotechnology Laboratory published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem