Month: October 2022

The author of 《Syntheses and spectral properties of substituted imidazolidones and imidazolines》 were Kohn, Harold; Cravey, Melanie J.; Arceneaux, Janice H.; Cravey, Rodney L.; Willcott, M. R. III. And the article was published in Journal of Organic Chemistry in 1977. Quality Control of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate The author mentioned the following in the article:

Imidazolidones I (R = H, Me, Ac, CO2Me; R1 = Me, Ac, CO2Me, CO2Et; Z = O, S) and imidazolines II (R = H, Me, Ac, CO2Me; R1 = Me, Et, allyl, CH2Ph, CH2Bz, CH2COMe, CH2CO2Et; Z = O, S) (40 compounds) were prepared by a variety of synthetic methods. Acyl-substituted I (X = O) were prepared by treating I (R1 = H) with NaH, then an acylating agent and I (X = S) by adding the acylating agent to a mixture of I (R1 = H) and pyridine. I and II are potential model compounds for the coenzyme biotin. Mass, ir, 1H NMR, and 13C NMR spectral properties of I and II were described.Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Quality Control of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate) was used in this study.

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.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. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Quality Control of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Synthetic routes to [Au(NHC)(OH)] (NHC = N-heterocyclic carbene) complexes》 were Gomez-Suarez, Adrian; Ramon, Ruben S.; Slawin, Alexandra M. Z.; Nolan, Steven P.. And the article was published in Dalton Transactions in 2012. Recommanded Product: 852445-84-2 The author mentioned the following in the article:

New procedures for the synthesis of [Au(NHC)(OH)] (NHC = N-heterocyclic carbene = IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, SIPr = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene) are reported. Initially, a two-step reaction via the digold complex [{Au(NHC)}2(μ-OH)][BF4] was probed, enabling the preparation of the novel [Au(SIPr)(OH)] complex and of its previously reported congener [Au(IPr)(OH)]. After further optimization, a 1-step procedure was developed. The mol. structure of [Au(SIPr)(OH)] was determined by x-ray crystallog.Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Recommanded Product: 852445-84-2) was used in this study.

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.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. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Recommanded Product: 852445-84-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1974,Melendez, E.; Vilarrasa, J. published 《Diazo-, azo-, and azidoazoles. II. 2-Diazoimidazole》.Anales de Quimica (1968-1979) published the findings.Recommanded Product: 2-Bromo-1H-imidazole The information in the text is summarized as follows:

2-Diazoimidazole (I) and 3-diazo-s-triazole were prepared from the amines and their pKa determined I yielded 2-azidoimidazole, probably by dimerization and cleavage of the tetrazene. The experimental process involved the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 2-Bromo-1H-imidazole)

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: 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2002,Major, Dan T.; Laxer, Avital; Fischer, Bilha published 《Protonation Studies of Modified Adenine and Adenine Nucleotides by Theoretical Calculations and 15N NMR》.Journal of Organic Chemistry published the findings.Recommanded Product: 16681-56-4 The information in the text is summarized as follows:

The acid/base character of nucleobases affects phenomena such as self-association, interaction with metal ions, mol. recognition by proteins, and nucleic acid base-pairing. Therefore, the investigation of proton-transfer equilibrium of natural and synthetic nucleos(t)ides is of great importance to obtain a deeper understanding of these phenomena. For this purpose, a set of ATP prototypes was investigated using 15N NMR spectroscopy, and the corresponding adenine bases were investigated by theor. calculations 15N NMR measurements provided not only acidity constants but also information on the protonation site(s) on the adenine ring and regarding the ratio of the singly protonated species in equilibrium Substituents of different nature and position on the adenine ring did not change the preferred protonation site, which remained N1. However, for 2-thioether-ATP derivatives a mixed population of N1 and N7 singly protonated species was observed Reduction of basicity of 0.4-1 pKa units relative to ATP was also observed for all evaluated ATP derivatives, except for 2-Cl-ATP, for which Ka was ∼10,000-fold lower. To explain the substitution-dependent variations in the exptl. pKa values of the ATP analogs, gas-phase proton affinities (PA), ΔΔGhyd, and pKa values of the corresponding adenine bases were calculated using quantum mech. methods. The computed PA and ΔΔGhyd values successfully explained the exptl. pKa values. A computational procedure for the prediction of accurate pKa values was developed using d. functional theory and polarizable continuum model calculations In this procedure, we developed a set of parameters for the polarizable continuum model that was fitted to reproduce exptl. pKa values of nitrogen heterocycles. This method is proposed for the prediction of pKa values and protonation site(s) of purine analogs that have not been synthesized or analyzed. In the experimental materials used by the author, we found 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

In 2017,Graml, Andreas; Ghosh, Indrajit; Koenig, Burkhard published 《Synthesis of Arylated Nucleobases by Visible Light Photoredox Catalysis》.Journal of Organic Chemistry published the findings.Safety of 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

Arylated nucleobases, e.g., I, were synthesized by visible light photocatalysis using rhodamine 6G as photoredox catalyst and N,N-diisopropylethylamine as sacrificial electron donor. The high redox potential of this catalyst system is achieved by a consecutive photoinduced electron transfer process (conPET) and allows the room temperature conversion of brominated and chlorinated nucleobases or nucleobase precursors as starting materials. In contrast to many transition-metal-based syntheses, a direct C-H arylation of nitrogen-containing halogenated heterocycles is possible without protection of the N-H groups. The method provides a simple, metal-free alternative for the synthesis of biol. interesting arylated heterocycles under mild conditions. In addition to this study using 2-Chloro-1H-benzo[d]imidazole, there are many other studies that have used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Safety of 2-Chloro-1H-benzo[d]imidazole) was used in this study.

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Safety of 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Himabindu, Vittam; Parvathaneni, Sai Prathima; Rao, Vaidya Jayathirtha published 《PhI(OAc)2/NaX-mediated halogenation providing access to valuable synthons 3-haloindole derivatives》.New Journal of Chemistry published the findings.Reference of 2-Bromo-1H-imidazole The information in the text is summarized as follows:

A mild phenyliodine diacetate mediated method for selective chlorination, bromination, and iodination of indole C-H bonds using sodium halides NaX (X = Cl, Br, I) as a source for analogus halogenations has been described. The combination of sodium halide and phenyliodine diacetate provides an invincible system for halogenation of indoles I (R = H, F, Cl, Br, I, NO2, CH3, OCH3; R1 = H, CH3, C6H5; R2 = H, CH3, C6H5, C6H5CH2; X = H). This protocol was compatible with a wide array of indole substrates and provides straight forward access to potential halogenated arenes I (X = Cl, Br, I). In the experiment, the researchers used many compounds, for example, 2-Bromo-1H-imidazole(cas: 16681-56-4Reference of 2-Bromo-1H-imidazole)

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. Reference of 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Chemistry – A European Journal included an article by Wang, Haixia; Yu, Lulu; Xie, Mingsheng; Wu, Jiang; Qu, Guirong; Ding, Kuiling; Guo, Haiming. Name: 2-Chloro-1H-benzo[d]imidazole. The article was titled 《Regio- and Enantioselective Allylic Amination of Aliphatic MBH Adducts with N-Heteroaromatics》. The information in the text is summarized as follows:

Palladium-catalyzed regio- and enantioselective allylic amination of aliphatic Morita-Baylis-Hillman (MBH) adducts with N-heteroaromatic nucleophiles (e.g., benzimidazole, 4,5-diphenylimidazole, benzotriazole, and purines) was achieved by using a spiroketal-based diphosphine (SKP) ligand, and afforded a range of chiral, branched N-allyl products with high selectivity. In the part of experimental materials, we found many familiar compounds, such as 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Name: 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Name: 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Organic & Biomolecular Chemistry included an article by Wang, Jing; Hu, Xuefeng; Wang, Dongli; Xie, Cao; Lu, Weiyue; Song, Jie; Wang, Ruifeng; Gao, Chunli; Liu, Min. Synthetic Route of C3H5N3. The article was titled 《2-Aminoimidazole facilitates efficient gene delivery in a low molecular weight poly(amidoamine) dendrimer》. The information in the text is summarized as follows:

Functional groups have shown great potential in gene delivery. However, a number of the reported functional groups can only overcome one certain physiol. barrier, resulting in limited transfection efficiencies. Based on the structure-activity relationships of both imidazolyl and guanidyl, we designed a novel multifunctional group, 2-aminoimidazole (AM), for gene delivery. On modifying with the AM group, the transfection efficiency of low mol. weight poly(amidoamine) (G2) was 200 times greater than the parent dendrimer in vitro. In contrast, the transfection efficiency of G2 showed a decreasing trend when it was grafted with imidazole. Assays revealed that the AM group played multiple roles in gene delivery, including condensing DNA into monodisperse nanoparticles of 80-90 nm in diameter, achieving nearly ten times higher cellular-uptake efficacy, and enhancing the abilities of endosome/lysosome escape and nuclear localization. What’s more, AM showed low toxicity. These results demonstrate that the AM group could be a promising tool in non-viral gene delivery. After reading the article, we found that the author used 1H-Imidazol-2-amine(cas: 7720-39-0Synthetic Route of C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Synthetic Route of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Polymers (Basel, Switzerland) included an article by Vu-Quang, Hieu; Vinding, Mads Sloth; Nielsen, Thomas; Ullisch, Marcus Goerge; Nielsen, Niels Chr.; Nguyen, Dinh-Truong; Kjems, Jorgen. Application In Synthesis of Di(1H-imidazol-1-yl)methanone. The article was titled 《Pluronic F127-folate coated super paramagenic iron oxide nanoparticles as contrast agent for cancer diagnosis in magnetic resonance imaging》. The information in the text is summarized as follows:

Contrast agents have been widely used in medicine to enhance contrast in magnetic resonance imaging (MRI). Among them, super paramagnetic iron oxide nanoparticles (SPION) have been reported to have low risk in clin. use. In our study, F127-Folate coated SPION was fabricated in order to efficiently target tumors and provide imaging contrast in MRI. SPION alone have an average core size of 15 nm. After stabilizing with Pluronic F127, the nanoparticles reached a hydrodynamic size of 180 nm and dispersed well in various kinds of media. The F127-Folate coated SPION were shown to specifically target folate receptor expressing cancer cells by flow cytometry anal., confocal laser scanning microscope, as well as in vitro MRI. Furthermore, in vivo MRI images have shown the enhanced neg. contrast from the F127-Folate coated SPION in tumor-bearing mice. In conclusion, our F127-Folate coated SPION have shown great potential as a contrast agent in MRI, as well as in the combination with drug delivery for cancer therapy. In the experimental materials used by the author, we found Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Application In Synthesis of Di(1H-imidazol-1-yl)methanone)

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.Application In Synthesis of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Polymers (Basel, Switzerland) included an article by Kujawa, Joanna; Rynkowska, Edyta; Fatyeyeva, Kateryna; Knozowska, Katarzyna; Wolan, Andrzej; Dzieszkowski, Krzysztof; Li, Guoqiang; Kujawski, Wojciech. Reference of 1-Methyl-1H-imidazole. The article was titled 《Preparation and characterization of cellulose acetate propionate films functionalized with reactive ionic liquids》. The information in the text is summarized as follows:

The 1-(1,3-diethoxy-1,3-dioxopropan-2-ylo)-3-methylimidazolium bromide (RIL1_Br), 1-(2-etoxy-2 -oxoethyl)-3-methylimidazolium bromide (RIL2_Br), 1-(2-etoxy-2-oxoethyl)-3 -methylimidazolium tetrafluoroborate (RIL3_BF4) ionic liquids were synthesized. Subsequently, the dense cellulose acetate propionate (CAP)-based materials containing from 9 to 28.6 weight% of these reactive ionic liquids were elaborated. Reactive ionic liquids (RILs) were immobilized in CAP as a result of the transesterification reaction. The yield of this reaction was over 90% with respect to the used RIL. The physicochem. properties of resultant films were studied using NMR (NMR), SEM, energy dispersive X-ray (EDX), at. force microscopy (AFM), and thermogravimetric anal. (TGA). The RIL incorporation influenced the morphol. of films by increasing their surface roughness with the rise of RIL content. The thermal stability of CAP-based membranes was dependent on the nature of the ionic liquid Nevertheless, it was proven that CAP films containing RILs were stable up to 120-150°C. Transport properties were characterized by water permeation tests. It was found that the type and the amount of the ionic liquid in the CAP matrix substantially influenced the transport properties of the prepared hybrid materials. In the experiment, the researchers used 1-Methyl-1H-imidazole(cas: 616-47-7Reference of 1-Methyl-1H-imidazole)

1-Methyl-1H-imidazole(cas: 616-47-7) is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.Reference of 1-Methyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem