Category: imidazoles-derivatives

《Ultrafast Hydrogen Bond Exchanging between Water and Anions in Concentrated Ionic Liquid Aqueous Solutions》 was written by Wei, Qianshun; Zhang, Miaomiao; Zhou, Dexia; Li, Xiaoqian; Bian, Hongtao; Fang, Yu. Synthetic Route of C8H15BF4N2This research focused onultrafast hydrogen bond exchange water anion ionic liquid. The article conveys some information:

The mixtures of 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM]BF4) ionic liquids (ILs) and water as a function of IL concentrations have been investigated by Fourier transform IR (FTIR) spectroscopy and ultrafast two-dimensional IR (2D IR) spectroscopy. FTIR spectra of the mixtures resolve two different types of water species, one interacting with the BF4- anions and the other associated with bulklike water mols. These two water species are in a dynamic equilibrium through forming different hydrogen bonding configurations which are separated by more than 100 cm-1 in the IR spectra. The structural dynamics of the IL mixtures are further revealed by monitoring the vibrational relaxation dynamics of the OD stretching group of interfacial water mols. hydrogen bonded to BF4- anions. With the increase of the IL bulk concentration, vibrational population and rotational dynamics of the interfacial water mols. can be described by a biexponential decay function and are strongly dependent on the IL concentrations Furthermore, the ultrafast hydrogen bond exchanging between water and BF4- anions in the ILs are also measured using 2D IR spectroscopy. The average hydrogen bond exchanging rate is determined to be 19 ± 4 ps, which is around 3 times slower than that in the NaBF4 electrolyte aqueous solution The much slower hydrogen bond exchanging rate indicates that the local structure of ILs and water mols. are strongly mediated by the steric effect of the cationic group in the ILs, which is proposed to be responsible for the formation of the heterogeneous structure in the IL mixtures By using SCN- as the anionic probe, the structural inhomogeneity in the IL solutions can be confirmed from the distinct rotational dynamics of the SCN-, which is segregated from the rotational dynamics of water mols. in the IL mixtures The results came from multiple reactions, including the reaction of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Synthetic Route of C8H15BF4N2)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. Actually, lonic liquids as innovative fluids have received wide attention only during the past two decades. The number of SCI papers published on lonic liquids has exponentially increased from a few in 1996 to >5000 in 2016, exceeding the annual growth rates of other popular scientific areas. Synthetic Route of C8H15BF4N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Low-Valent Group 14 Phosphinidenide Complexes [({SIDipp}P)2M] Exhibit P-M pπ-pπ Interaction (M=Ge, Sn, Pb)》 was published in Chemistry – A European Journal in 2020. These research results belong to Balmer, Markus; Franzke, Yannick J.; Weigend, Florian; von Haenisch, Carsten. Computed Properties of C27H39ClN2 The article mentions the following:

Herein, the synthesis of new low-valent Group 14 phosphinidenide complexes [({SIDipp}P)2M] exhibiting P-M pπ-pπ interactions (SIDipp = 1,3-bis(2,6-diisopropylphenyl)-imidazolidin-2-ylidene, M = Ge, Sn, Pb), is presented. These compounds were studied by structural, spectroscopic, and quantum-chem. methods. Furthermore, the monosubstituted compounds [(SIDippP)MX]2 (M = Sn, X=Cl; M = Pb, X = Br) are presented, which show dimeric structures instead of multiple bonding interaction. The results came from multiple reactions, including the reaction of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Computed Properties of C27H39ClN2)

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.Computed Properties of C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Cytotoxic effects of gold(I) complexes against colon, cervical and osteo carcinoma cell lines: a mechanistic approach》 was published in New Journal of Chemistry in 2019. These research results belong to Sulaiman, Adam A. A.; Kalia, Namarta; Bhatia, Gaurav; Kaur, Manpreet; Fettouhi, Mohammed; Altaf, Muhammad; Baig, Nadeem; Kawde, Abdel-Nasser; Isab, Anvarhusein A.. SDS of cas: 852445-84-2 The article mentions the following:

Water-soluble gold(I) complexes, [Au(Ipr)(L)]PF6 where L = thiourea (Tu) 1 and N,N’-dimethylthiourea (Me2Tu) 2, were synthesized from the parent 1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidenechloridogold(I) [(Ipr)AuCl] (0). The complexes (0-2) were fully characterized using elemental anal. (EA), FT-IR, 1H and 13C NMR spectroscopy. Single crystal X-ray diffraction anal. shows that both complexes have a near linear geometry. We investigated the in vitro cytotoxic activity of the complexes and cisplatin using an MTT assay against human osteosarcoma (MG-63), colon adenocarcinoma (HCT15), and cervical cancer (HeLa) cell lines. The IC50 values showed that the complexes 1 and 2 exhibit cytotoxicity higher than that of cisplatin against all cancer cell lines. The complex 2 exhibited cytotoxicity less than that of cisplatin against HeLa. The interaction of the complexes with amino acids was tested electrochem. in a phosphate buffer aqueous solution using cyclic voltammetry. Complex 1 interacted more with L-tryptophan than complex 2. The interaction of both complexes with L-tryptophan resulted in the reduction in peak height and peak current of L-tryptophan. Studying the expression levels of caspase-3 and caspase-9 genes provided insight into the cell death mechanism. The treatment of the HCT-15 and HeLa cells with complex 1 resulted in the induction of apoptosis and a significant up-regulation in the expression of both caspase-3 and 9. No significant deviation was noted in the expression of the MG-63 cells treated with complex 1. In addition to this study using Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I), there are many other studies that have used Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2SDS of cas: 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.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. SDS of cas: 852445-84-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《A novel 2-aminobenzimidazole-based compound Jzu 17 exhibits anti-angiogenesis effects by targeting VEGFR-2 signalling》 was written by Lien, Jin-Cherng; Chung, Chi-Li; Huang, Tur-Fu; Chang, Tsung-Chia; Chen, Kuan-Chung; Gao, Ging-Yan; Hsu, Ming-Jen; Huang, Shiu-Wen. Reference of 1H-Benzo[d]imidazol-2-amineThis research focused onumbilical vein endothelial cell 2 aminobenzimidazole Jzu 17 antiangiogenesis. The article conveys some information:

In this study, we aim to characterize the anti-angiogenic mechanisms of a novel 2-aminobenzimidazole-based compound, Jzu 17, in an effort to develop novel angiogenesis inhibitor. Exptl. Approach : Effects of Jzu 17 on endothelial cell proliferation, migration, invasion, and activation of signalling mols. induced by VEGF-A, were analyzed by immunoblotting, MTT, BrdU, migration, and invasion assays. We performed tube formation assay, aorta ring sprouting assay, matrigel plug assay, and a mouse model of metastasis to evaluate ex vivo and in vivo anti-angiogenic effects of Jzu 17. Key Results : Jzu 17 inhibited VEGF-A-induced cell proliferation, migration, invasion, and endothelial tube formation of HUVECs. Jzu 17 suppressed VEGF-A-induced microvessel sprouting ex vivo and attenuated VEGF-A- or tumor cell-induced neovascularization in vivo. Jzu 17 also reduced B16F10 melanoma lung metastasis. In addition, Jzu 17 inhibited the phosphorylation of VEGFR-2 and its downstream signalling mols. in VEGF-A-stimulated HUVECs. Results from computer modeling further showed that Jzu 17 binds to VEGFR-2 with high affinity. Conclusions and Implications : Jzu 17 may inhibit endothelial remodelling and suppress angiogenesis through targeting VEGF-A-VEGFR-2 signalling. These results also suggest Jzu 17 as a potential lead compound and warrant the clin. development of similar agents in the treatment of cancer and angiogenesis-related diseases.1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Reference of 1H-Benzo[d]imidazol-2-amine) was used in this study.

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.Reference of 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 530-62-1In 2019 ,《Optimized Association of Short Alkyl Side Chains Enables Stiff, Self-Recoverable, and Durable Shape-Memory Hydrogel》 was published in ACS Applied Materials & Interfaces. The article was written by Wang, Shuting; Liu, Mengjuan; Gao, Liang; Guo, Guoqiang; Huo, Yanping. The article contains the following contents:

This work reports a self-healing and shape-memory hydrogel integrating multiple mech. properties. The network configuration is featured as entangled networks cross-linked by distributed association of short alkyl chains (hexyl, six carbons). These crosslinking knots are interconnected by the long hydrophilic polyvinyl alc. backbone. The optimal aggregation of hexyl side chains leads to the broadened distribution in bonding strength as verified by static and dynamic mech. characterization. These structural features contribute to high strength, toughness, stiffness, and yet fast recoverability. Furthermore, the hydrophobic and supramol. nature of aggregated alkyl chains offers high durability and solvent-assistant healing function. Finally, distributed association of hexyl side chains confers a broadened temperature-dependent modulus, allowing for encoding stepwise shape recovery from a temporary shape at different temperatures and/or times. In addition to this study using Di(1H-imidazol-1-yl)methanone, there are many other studies that have used Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Related Products of 530-62-1) was used in this study.

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.Related Products of 530-62-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 7720-39-0In 2017 ,《Enhanced nonenzymatic RNA copying with 2-aminoimidazole activated nucleotides》 was published in Journal of the American Chemical Society. The article was written by Li, Li; Prywes, Noam; Tam, Chun Pong; O’Flaherty, Derek K.; Lelyveld, Victor S.; Izgu, Enver Cagri; Pal, Ayan; Szostak, Jack W.. The article contains the following contents:

Achieving efficient nonenzymic replication of RNA is an important step toward the synthesis of self-replicating protocells that may mimic early forms of life. Despite recent progress, the nonenzymic copying of templates containing mixed sequences remains slow and inefficient. Here we demonstrate that activating nucleotides with 2-aminoimidazole results in superior reaction kinetics and improved yields of primer extension reaction products. This new leaving group significantly accelerates monomer addition as well as trimer-assisted RNA primer extension, allowing efficient copying of a variety of short RNA templates with mixed sequences. In the experiment, the researchers used 1H-Imidazol-2-amine(cas: 7720-39-0Related Products of 7720-39-0)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Related Products of 7720-39-0

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Mortada, Boushra; Chaplais, Gerald; Veremeienko, Vasyl; Nouali, Habiba; Marichal, Claire; Patarin, Joel published 《Energetic performances of ZIF-8 derivatives: Impact of substitution (Me, Cl, or Br) on imidazolate linker》.Journal of Physical Chemistry C published the findings.Product Details of 16681-56-4 The information in the text is summarized as follows:

The energetic performances of three isomorphic ZIF materials, i.e., ZIF-8_CH3 (Basolite Z1200), ZIF-8_Cl, and ZIF-8_Br, of SOD topol. are studied with high-pressure intrusion-extrusion experiments using water and aqueous electrolyte solutions (KCl 4 M and LiCl 20 M) as nonwetting liquids This work represents an important progress in the field of energetic applications, as the “”ZIF-8_Cl-LiCl 20 M”” system exhibits a spring behavior with a stored energy of 77 J g-1. To the best of our knowledge, this is the highest value for the stored energy obtained using intrusion-extrusion experiments Exptl. results reveal that the intrusion pressure increases with the addition of electrolytes. The systems evolve from a bumper to a shock-absorber or spring behavior with the decrease in the strength of the interactions between the cation of the salt and the imidazolate linker. This explains the bumper or rather the shock-absorber behavior observed for the “”ZIF-8_Br-KCl 4 M”” and “”ZIF-8_CH3-LiCl 20 M”” systems compared to the spring behavior observed with the other systems reported in this work. In the experimental materials used by the author, we found 2-Bromo-1H-imidazole(cas: 16681-56-4Product Details of 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. Product Details of 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2003,Weiss, Andre; Barba, Victor; Pritzkow, Hans; Siebert, Walter published 《Synthesis, structures and reactivity of macrocyclic imidazolylboranes》.Journal of Organometallic Chemistry published the findings.Application In Synthesis of 2-Bromo-1H-imidazole The information in the text is summarized as follows:

New macrocyclic substituted imidazolylboranes [(imidazol-1-yl)BR12]n, where n = 4 or 5, were obtained from 1-trimethylsilylimidazoles and haloboranes XB(R1)2 by boron/silicon exchange starting from 2-bromoimidazole and benzimidazole. Reaction of 2-bromo-1-trimethylsilylimidazole with H2BCl gave cyclic [C3H2BrN2-BH2]4 (2d) whereas the condensation of unsubstituted 2-bromoimidazole with H2BCl gave dihydroboratobis(2-bromo-3-imidazolium) chloride (3d), which can be converted to 2d by reaction with excess of BH3·THF. Benzimidazole was converted to analogous tetramer [C7H5N2-BH2]4 (2e) by the same reaction sequence via dihydroboratobis(3-benzimidazolium) chloride intermediate (3e). Condensation of 1-trimethylsilylimidazole with R1BCl2 afforded chloro-containing macrocycles [C3H3N2-BClR1]n (2f, 2g’; R1 = iPr2N, H; n = 4, 5, resp.). These macrocycles are formally zwitterionic and contain imidazolyl rings linked through their nitrogen atoms by BH2, B(R1)2 or BR1X units. Despite the steric demand of these derivatives tetrameric macrocycles are formed. The x-ray structures of 2d and 3d, and also of [C3H3N2-BH2]4 (2a), [C3H3N2-BH2]5 (2a’) and [C3H3N2-BMe2]4 (2b) are reported. In the experimental materials used by the author, we found 2-Bromo-1H-imidazole(cas: 16681-56-4Application In Synthesis 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. Application In Synthesis of 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Spiridonov, Kirill A.; Kozinenko, Vitaly P.; Nikovsky, Igor A.; Pavlov, Alexander A.; Vol′khina, Tatyana N.; Nelyubina, Yulia V.; Kiryutin, Alexey S.; Yurkovskaya, Alexandra V.; Polezhaev, Alexander A.; Novikov, Valentin V.; Ivanov, Konstantin L. published an article in Mendeleev Communications. The title of the article was 《Phosphite-containing iridium polarization transfer catalysts for NMR signal amplification by reversible exchange》.Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The author mentioned the following in the article:

Two new iridium complexes with an N-heterocyclic carbine and phosphite ligands have been synthesized and characterized. Bubbling of parahydrogen through their solutions resulted in the formation of several hydride complexes. In the presence of pyridine, this process is accompanied by transfer of spin order from the mol. hydrogen to pyridine mols. undergoing dynamic exchange between free and complex-bound states. 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: 258278-25-0Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Application In Synthesis of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Organic & Biomolecular Chemistry included an article by Jang, Won Jun; Kang, Byung-Nam; Lee, Ji Hun; Choi, Yoon Mi; Kim, Chong-Hyeak; Yun, Jaesook. Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride. The article was titled 《NHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes》. The information in the text is summarized as follows:

An air-stable N-heterocyclic carbene-copper thiophene-2-carboxylate (CuTC) complex has been prepared for the stereoselective hydroboration of terminal alkynes using pinacolborane (HBpin) or 1,8-naphthalenediaminatoborane (HBdan). The newly synthesized complex can be directly activated by hydroboranes without a cocatalyst such as a base, and exhibits high reactivity for the hydroboration of alkynes under mild conditions. A gram-scale hydroboration of terminal phenylacetylene demonstrated the applicability of the copper complex for the preparation of alkenyl boronates. In addition to this study using 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride) was used in this study.

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem