Category: 1003-21-0

Montel, Sonia; Midrier, Camille; Volle, Jean-Noel; Braun, Ralf; Haaf, Klaus; Willms, Lothar; Pirat, Jean-Luc; Virieux, David published the artcile< Functionalized Phosphanyl-Phosphonic Acids as Unusual Complexing Units as Analogues of Fosmidomycin>, COA of Formula: C4H5BrN2, the main research area is phosphinic phosphonic acid preparation fosmidomycin analog.

Fosmidomycin and FR-90098 are potent inhibitors of 1-deoxy-L-xylulose-5-phosphate reductoisomerase (DXR), the second enzyme of the non-mevalonate (MEP) pathway responsible for the biosynthesis of isoprenoids. This paper describes the synthesis of four types of targets bearing a phosphanyl-phosphonic acid motif as the common core for the inhibition of DXR. In these structures, the hydroxamic acid was replaced by various chelators based on a phosphinic acid linked to different functional groups capable of forming five- or six-membered chelating rings.

European Journal of Organic Chemistry published new progress about Phosphinates Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, COA of Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

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

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

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

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

Desage-El Murr, Marine; Cano, Celine; Golding, Bernard T.; Hardcastle, Ian R.; Hummersome, Marc; Frigerio, Mark; Curtin, Nicola J.; Menear, Keith; Richardson, Caroline; Smith, Graeme C. M.; Griffin, Roger J. published the artcile< 8-Biarylchromen-4-one inhibitors of the DNA-dependent protein kinase (DNA-PK)>, Computed Properties of 1003-21-0, the main research area is biarylchromenone preparation inhibitor DNA dependent protein kinase; chromenone biaryl preparation inhibitor DNA dependent protein kinase.

The synthesis and biol. evaluation of libraries of 8-biarylchromen-4-ones enabled the elucidation of structure-activity relationships for inhibition of the DNA-dependent protein kinase (DNA-PK), with 8-(3-(thiophen-2-yl)phenyl)chromen-4-one and 8-(3-(thiophen-3-yl)phenyl)chromen-4-one being especially potent inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 1003-21-0. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Computed Properties of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Schmitt, Christian; Kail, Dagmar; Mariano, Marica; Empting, Martin; Weber, Nadja; Paul, Tamara; Hartmann, Rolf W.; Engel, Matthias published the artcile< Design and synthesis of a library of lead-like 2,4-bisheterocyclic substituted thiophenes as selective Dyrk/Clk inhibitors>, Product Details of C4H5BrN2, the main research area is drug design bisheterocyclic thiophene Dyrk Clk inhibitor.

The Dyrk family of protein kinases is implicated in the pathogenesis of several diseases, including cancer and neurodegeneration. Pharmacol. inhibitors were mainly described for Dyrk1A so far, but in fewer cases for Dyrk1B, Dyrk2 or other isoforms. Herein, we report the development and optimization of 2,4-bisheterocyclic substituted thiophenes as a novel class of Dyrk inhibitors. The optimized hit compounds displayed favorable pharmacokinetic properties and high ligand efficiencies, and inhibited Dyrk1B in intact cells. In a larger selectivity screen, only Clk1 and Clk4 were identified as addnl. targets of compound 48, but no other kinases frequently reported as off-targets. Interestingly, Dyrk1A is implicated in the regulation of alternative splicing, a function shared with Clk1/Clk4; thus, some of the dual inhibitors might be useful as efficient splicing modulators. A further compound (29) inhibited Dyrk1A and 1B with an IC50 of 130 nM, showing a moderate selectivity over Dyrk2. Since penetration of the central nervous system (CNS) seems possible based on the physicochem. properties, this compound might serve as a lead for the development of potential therapeutic agents against glioblastoma. Furthermore, an inhibitor selective for Dyrk2 (24) was also identified, which might be are suitable as a pharmacol. tool to dissect Dyrk2 isoform-mediated functions.

PLoS One published new progress about Cell proliferation. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Product Details of C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Petrov, Viacheslav A.; Marshall, Will; Dooley, Rebecca published the artcile< One step synthesis of 1,3-dihydro-1-alkyl(aryl)-3-(hexafluoro-iso-propyl)-2H-imidazole-2-thiones>, Name: 5-Bromo-1-methyl-1H-imidazole, the main research area is tetrakistrifluoromethyldithietane reaction imidazole alkyl aryl; dithietane tetrakistrifluoromethyl reaction imidazole alkyl aryl; imidazolethione hexafluoroisopropyl preparation.

The reaction of 2,2,4,4-tetrakis(trifluoromethyl)-1,3-dithietane (I) with variety of 1-alkyl- or 1-arylimidazoles led to the unexpected formation of 1,3-dihydro-1-alkyl(aryl)-3-(hexafluoroisopropyl)-2H-imidazole-2-thiones in 11-88% yields. The reaction proceeds in polar solvents such as DMF or DMSO leading to selective formation of the corresponding thiones which provide a simple one-step process for the preparation of these materials. While 1-alkylimidazoles rapidly react with I at ambient temperature, the reaction of 1-aryl- and 1-fluoralkylimidazoles requires higher temps and longer reaction times. Substituents in the 5-position of the imidazole ring hinder the reaction, but introduction of Me or Ph groups in the 5-position of imidazole totally blocked the formation of the corresponding thiones.

Journal of Fluorine Chemistry published new progress about Crystal structure. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Name: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Milner, Phillip J.; Yang, Yang; Buchwald, Stephen L. published the artcile< In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides [Erratum to document cited in CA163:458639]>, Product Details of C4H5BrN2, the main research area is erratum palladium catalyzed fluorination five membered heteroaryl bromide; bromoazole palladium catalyzed fluorination theor erratum.

An updated reference 15a is provided.

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem