Author: Jessica.F

Spiridonov, Kirill A.’s team published research in Mendeleev Communications in 2021 | CAS: 258278-25-0

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.

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

Weiss, Andre’s team published research in Journal of Organometallic Chemistry in 2003 | CAS: 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. Application In Synthesis of 2-Bromo-1H-imidazole

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

Mortada, Boushra’s team published research in Journal of Physical Chemistry C in 2018 | CAS: 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

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

Beaulieu, Francis’s team published research in Bioorganic & Medicinal Chemistry Letters in 2007-03-01 | 1003-21-0

Bioorganic & Medicinal Chemistry Letters published new progress about Soluble tumor necrosis factors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, COA of Formula: C4H5BrN2.

Beaulieu, Francis; Ouellet, Carl; Ruediger, Edward H.; Belema, Makonen; Qiu, Yuping; Yang, Xuejie; Banville, Jacques; Burke, James R.; Gregor, Kurt R.; MacMaster, John F.; Martel, Alain; McIntyre, Kim W.; Pattoli, Mark A.; Zusi, F. Christopher; Vyas, Dolatrai published the artcile< Synthesis and biological evaluation of 4-amino derivatives of benzimidazoquinoxaline, benzimidazoquinoline, and benzopyrazoloquinazoline as potent IKK inhibitors>, COA of Formula: C4H5BrN2, the main research area is amino derivative benzimidazoquinoxaline benzimidazoquinoline benzopyrazoloquinazoline preparation IKK inhibitor.

The authors have recently identified BMS-345541 (I) as a highly selective and potent inhibitor of IKK-2 (IC50 = 0.30 μM), which however was considerably less potent against IKK-1 (IC50 = 4.0 μM). In order to further explore the SAR around the imidazoquinoxaline tricyclic structure of I, the authors prepared a series of tetracyclic analogs, e.g. II (R = Me, CH2CH2NHMe.HCl, CH2CH2OH, 2-piperidinoethyl). The synthesis and biol. activities of these potent IKK inhibitors are described.

Bioorganic & Medicinal Chemistry Letters published new progress about Soluble tumor necrosis factors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, COA of Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tubaro, Cristina’s team published research in Dalton Transactions in 2013 | 1003-21-0

Dalton Transactions published new progress about Au-Au bond. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Tubaro, Cristina; Baron, Marco; Costante, Michele; Basato, Marino; Biffis, Andrea; Gennaro, Armando; Isse, Abdirisak Ahmed; Graiff, Claudia; Accorsi, Gianluca published the artcile< Dinuclear gold(I) complexes with propylene bridged N-heterocyclic dicarbene ligands: synthesis, structures, and trends in reactivities and properties>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is crystal structure dinuclear gold propylene bridged NHC bromide preparation; mol structure dinuclear gold propylene bridged NHC bromide preparation; dinuclear gold propyleneimidazolylidene preparation structure luminescence electrochem oxidative addition.

Four novel dinuclear N-heterocyclic dicarbene Au(I) complexes with a propylene linker between the carbene moieties were synthesized and their luminescence and electrochem. properties, together with their reactivity towards Br oxidative addition, were screened. The mol. structures of two complexes were determined by x-ray crystallog. All the complexes emit in the solid state in the blue-green spectral range (400-500 nm) with appreciable intensities (Φem up to ≈10%). In cyclic voltammetry, the Au(I)/Au(0) peak splits at low temperature into two sep. peaks relative to the couples Au(I)-Au(I)/Au(i)-Au(0) and Au(I)-Au(0)/Au(0)-Au(0), thus indicating the presence of an Au···Au interaction in the dinuclear complex. Oxidative addition of Br affords as a major or unique product Au(II)-Au(II) complexes most likely as a consequence of the interaction between the two Au centers favored by the propylene linker.

Dalton Transactions published new progress about Au-Au bond. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ibrahim, Mansur’s team published research in Applied Organometallic Chemistry in 2018 | 1003-21-0

Applied Organometallic Chemistry published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Ibrahim, Mansur; Malik, Imran; Mansour, Waseem; Sharif, Muhammad; Fettouhi, Mohammed; El Ali, Bassam published the artcile< Novel (N-heterocyclic carbene)Pd(pyridine)Br2 complexes for carbonylative Sonogashira coupling reactions: Catalytic efficiency and scope for arylalkynes, alkylalkynes and dialkynes>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is palladium heterocyclic carbene pyridine catalyst preparation crystal structure mol; alkynyl ketone preparation; aryl iodide terminal alkyne carbonylative Sonogashira coupling palladium catalyst.

New N,N’-substituted imidazolium salts and their corresponding dibromidopyridine-palladium(II) complexes I [R = 2-methyl-Pr, Bn] were successfully synthesized and characterized. Protocol started with Suzuki-Miyaura cross-coupling reaction of 5-bromo-1-methyl-1H-imidazole with phenylboronic acid followed by direct alkylation with either iso-Bu bromide/benzyl bromide to yield N,N’-substituted imidazolium bromides. Reactions of palladium bromide with this newly synthesized N,N’-substituted imidazolium bromides in pyridine afforded the corresponding new N-heterocyclic carbene pyridine palladium(II) complexes I in high yields. Their single-crystal X-ray structures showed a distorted square planar geometry with carbene and pyridine ligands in trans position. Both complexes exhibited a high catalytic activity in carbonylative Sonogashira coupling reactions of aryl iodides/aryl diiodides with various alkynes and hence gave alkynyl ketones R1C(O)C≡CR2 [R1 = Ph, 4-NCC6H4, 4-MeC6H4, etc.; R2 = Pr, Ph, 4-t-BuC6H4, etc.].

Applied Organometallic Chemistry published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kantchev, Eric Assen B’s team published research in Organic Letters in 2008-09-18 | 1003-21-0

Organic Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Kantchev, Eric Assen B.; Peh, Guang-Rong; Zhang, Chi; Ying, Jackie Y. published the artcile< Practical Heck-Mizoroki Coupling Protocol for Challenging Substrates Mediated by an N-Heterocyclic Carbene-Ligated Palladacycle>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is nitrogen heterocyclic carbene ligand palladacycle preparation; aryl halide alkene palladacycle catalyst Heck Mizoroki coupling.

A highly active, N-heterocyclic carbene-palladacycle precatalyst I for the Heck-Mizoroki reaction was rationally designed. The complex can be synthesized on a large scale in excellent yield by a novel, one-pot, three-component reaction and is tolerant to air, moisture, and long-term storage. A wide range of challenging substrates is successfully coupled under a simple and user-friendly reaction protocol.

Organic Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tian, Meng’s team published research in Applied Surface Science in 2020-02-15 | 452-06-2

Applied Surface Science published new progress about Aptamers (guanine riboswitch). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Tian, Meng; Li, Zhenhua; Song, Ruihong; Li, Yingxian; Guo, Chengang; Sha, Yujie; Cui, Wanling; Xu, Shicai; Hu, Guodong; Wang, Jihua published the artcile< Graphene biosensor as affinity biosensors for biorecognition between Guanine riboswitch and ligand>, Electric Literature of 452-06-2, the main research area is graphene field effect transistor biosensor guanine riboswitch ligand.

Guanine riboswitch (GR) is located in the untranslated region of mRNA that performs important biol. functions by interactions with specific ligand mols. The present standard methods for detecting mRNA has been widely used, but suffer from extra labeling steps, high cost, low throughput, low sensitivities and limited dynamic ranges. The field effect transistor (FET) biosensors showed high performance in detecting a large number of biol. analytes. However, the detection of analytes with low charge and small mol. still remains a challenge. In this paper, a label-free graphene field effect transistor (G-FET) biosensor has been developed to detect the binding interactions between GR and four purine analog ligand mols. (GUA, 6GU, 2BP, XAN). We demonstrated that the G-FET biosensor were highly sensitive in detecting the elec.-neutral and low mol. weight ligands by using GR as probe. The sensing mechanisms for elec.-neutral mol. is revealed by mol. dynamics simulation. The equilibrium dissociation constants KD and binding free energy ΔG of GR-GUA, GR-6GU, GR-2BP and GR-XAN were obtained by the G-FET biosensor, and the results are comparable with the calculated by mol. dynamics simulation and previous reports. We demonstrated that the G-FET biosensor can be used as affinity biosensors to quantify biomol. interactions.

Applied Surface Science published new progress about Aptamers (guanine riboswitch). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Milner, Phillip J’s team published research in Organometallics in 2015-10-12 | 1003-21-0

Organometallics published new progress about Crystal structure. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, HPLC of Formula: 1003-21-0.

Milner, Phillip J.; Yang, Yang; Buchwald, Stephen L. published the artcile< In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides>, HPLC of Formula: 1003-21-0, the main research area is palladium catalyzed fluorination five membered heteroaryl bromide; bromoazole palladium catalyzed fluorination theor.

A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallog. studies and d. functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing Ph groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.

Organometallics published new progress about Crystal structure. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, HPLC of Formula: 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Majumdar, Chandrima’s team published research in Journal of the American Chemical Society in 2020-12-02 | 452-06-2

Journal of the American Chemical Society published new progress about DNA base excision repair. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, HPLC of Formula: 452-06-2.

Majumdar, Chandrima; McKibbin, Paige L.; Krajewski, Allison E.; Manlove, Amelia H.; Lee, Jeehiun K.; David, Sheila S. published the artcile< Unique Hydrogen Bonding of Adenine with the Oxidatively Damaged Base 8-Oxoguanine Enables Specific Recognition and Repair by DNA Glycosylase MutY>, HPLC of Formula: 452-06-2, the main research area is DNA glycosylase MutY base excision repair adenine analog.

The DNA glycosylase MutY prevents deleterious mutations resulting from guanine oxidation by recognition and removal of adenine (A) misincorporated opposite 8-oxo-7,8-dihydroguanine (OG). Correct identification of OG:A is crucial to prevent improper and detrimental MutY-mediated adenine excision from G:A or T:A base pairs. Here we present a structure-activity relationship (SAR) study using analogs of A to probe the basis for OG:A specificity of MutY. We correlate observed in vitro MutY activity on A analog substrates with their exptl. and calculated acidities to provide mechanistic insight into the factors influencing MutY base excision efficiency. These data show that H-bonding and electrostatic interactions of the base within the MutY active site modulate the lability of the N-glycosidic bond. A analogs that were not excised from duplex DNA as efficiently as predicted by calculations provided insight into other required structural features, such as steric fit and H-bonding within the active site for proper alignment with MutY catalytic residues. We also determined MutY-mediated repair of A analogs paired with OG within the context of a DNA plasmid in bacteria. Remarkably, the magnitudes of decreased in vitro MutY excision rates with different A analog duplexes do not correlate with the impact on overall MutY-mediated repair. The feature that most strongly correlated with facile cellular repair was the ability of the A analogs to H-bond with the Hoogsteen face of OG. Notably, base pairing of A with OG uniquely positions the 2-amino group of OG in the major groove and provides a means to indirectly select only these inappropriately placed adenines for excision. This highlights the importance of OG lesion detection for efficient MutY-mediated cellular repair. The A analog SARs also highlight the types of modifications tolerated by MutY and will guide the development of specific probes and inhibitors of MutY.

Journal of the American Chemical Society published new progress about DNA base excision repair. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, HPLC of Formula: 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem