Tag: M.W=150-200

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

Wu, Ke; Yu, Yunlong; Hou, Zhaonan; Guan, Xin; Zhao, Hongran; Liu, Sen; Yang, Xi; Fei, Teng; Zhang, Tong published the artcile< A humidity sensor based on ionic liquid modified metal organic frameworks for low humidity detection>, Recommanded Product: 1-carboxymethyl-3-methylimidazolium chloride, the main research area is ionic liquid metal organic framework polyelectrolyte humidity sensor stability.

Low humidity detection has always been a challenge in the field of humidity detection. Humidity sensors base on ionic liquid modified metal organic frameworks (MOFs) derived polymer films were prepared in this work. The ionic liquid ligand was uniformly introduced in the frameworks of UIO-66 to enhance the hydrophilicity of sensing materials, the caused defects sites are beneficial for adsorption and desorption, and the MOFs based functional films were easily obtained by in situ photoinduced thiol-ene click reaction. The obtained humidity sensor exhibits a linear response in low relative humidity (RH) range (5% RH – 30% RH) with a tiny humidity hysteresis (∼0.2% RH) and short response time to humidity change (response/recovery time is 0.6 s/1.7 s, resp.).

Sensors and Actuators, B: Chemical published new progress about Adsorption. 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Recommanded Product: 1-carboxymethyl-3-methylimidazolium chloride.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Gerstenberger, Brian S.; Rauckhorst, Mark R.; Starr, Jeremy T. published the artcile< One-Pot Synthesis of N-Arylpyrazoles from Arylhalides>, Electric Literature of 1003-21-0, the main research area is pyrazole one pot preparation.

A simple one-pot method for the synthesis of diversely functionalized pyrazoles from aryl nucleophiles, di-tert-Bu azodicarboxlate, and 1,3-dicarbonyl or equivalent compounds is presented.

Organic Letters published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Electric Literature of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Garton, Neil; Bailey, Nick; Bamford, Mark; Demont, Emmanuel; Farre-Gutierrez, Irene; Hutley, Gail; Bravi, Gianpaolo; Pickering, Paula published the artcile< Discovery of biaryl inhibitors of H+/K+ ATPase>, Formula: C4H5BrN2, the main research area is ATPase inhibitor biarylimidazole derivative preparation structure activity.

We report the identification of a novel biaryl template for H+/K+ ATPase inhibition. Evaluation of critical SAR features within the biaryl imidazole framework and the use of pharmacophore modeling against known imidazopyridine and azaindole templates suggested that the geometry of the mol. is key to achieving activity. Herein we present our work optimizing the potency of the mol. through modifications and substitutions to each of the ring systems. In particular sub-micromolar potency is achieved with (4b) presumably through a proposed intramol. hydrogen bond that ensures the required imidazole basic center is appropriately located.

Bioorganic & Medicinal Chemistry Letters published new progress about Hydrogen bond. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thomas, Mathew; Huang, Wei-Sheng; Wen, David; Zhu, Xiaotian; Wang, Yihan; Metcalf, Chester A.; Liu, Shuangying; Chen, Ingrid; Romero, Jan; Zou, Dong; Sundaramoorthi, Raji; Li, Feng; Qi, Jiwei; Cai, Lisi; Zhou, Tianjun; Commodore, Lois; Xu, Qihong; Keats, Jeff; Wang, Frank; Wardwell, Scott; Ning, Yaoyu; Snodgrass, Joseph T.; Broudy, Marc I.; Russian, Karin; Iuliucci, John; Rivera, Victor M.; Sawyer, Tomi K.; Dalgarno, David C.; Clackson, Tim; Shakespeare, William C. published the artcile< Discovery of 5-(arenethynyl) hetero-monocyclic derivatives as potent inhibitors of BCR-ABL including the T315I gatekeeper mutant>, Quality Control of 1003-21-0, the main research area is arenethynyl hetero monocyclic derivative preparation BCR ABL inhibitor leukemia.

Ponatinib (AP24534) was previously identified as a pan-BCR-ABL inhibitor that potently inhibits the T315I gatekeeper mutant, and has advanced into clin. development for the treatment of refractory or resistant CML. In this study, we explored a novel series of five and six membered monocycles as alternate hinge-binding templates to replace the 6,5-fused imidazopyridazine core of ponatinib. Like ponatinib, these monocycles are tethered to pendant toluanilides via an ethynyl linker. Several compounds in this series displayed excellent in vitro potency against both native BCR-ABL and the T315I mutant. Notably, a subset of inhibitors exhibited desirable PK and were orally active in a mouse model of T315I-driven CML.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agent resistance. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Quality Control of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Peh, Guang-Rong; Kantchev, Eric Assen B.; Zhang, Chi; Ying, Jackie Y. published the artcile< N-Heterocycle carbene (NHC)-ligated cyclopalladated N,N-dimethylbenzylamine: A highly active, practical and versatile catalyst for the Heck-Mizoroki reaction>, SDS of cas: 1003-21-0, the main research area is palladium dimethylbenzylamine mesitylimidazolylidene catalyst Heck.

A protocol for the Heck-Mizoroki reaction mediated by cyclopalladated N,N-dimethylbenzylamine ligated with a N-heterocyclic carbene, 1,3-bis(mesityl)imidazol-2-ylidene (IMes), is reported. The precatalyst can be synthesized on ∼100 g scale by a tri-component, sequential, one-pot reaction of N,N-dimethylbenzylamine, PdCl2 and IMes·HCl in refluxing acetonitrile in air in the presence of K2CO3. This single component catalyst is stable to air, moisture and long term storage and can be conveniently dispensed as a stock solution in NMP. It mediates the Heck-Mizoroki reaction of a range of aryl and heteroaryl bromides in reagent grade NMP at the 0.1-2 mol% range without the need for rigorous anhydrous techniques or a glove box, and is active even in air. The catalyst is capable of achieving very high levels of catalytic activity (TON of up to 5.22 × 105) for the coupling of a deactivated aryl bromide, p-bromoanisole, with tert.-Bu acrylate as a benchmark substrate pair. A wide range of aryl bromides, iodides and, for the first time with a NHC-Pd catalyst, a triflate was coupled with diverse acrylate derivatives (nitrile, tert-Bu ester and amides) and styrene derivatives The use of excess (>2 equivalent) of the aryl bromide and tert-Bu acrylate leads to mixture of tert-Bu β,β-diarylacrylate and tert-Bu cinnamate derivatives depending on the substitution pattern of the aryl bromide. Electron rich m- and p-substituted aryl bromides give the diarylated products exclusively, whereas electron-poor aryl bromides give predominantly mono-arylated products. For o-substituted aryl bromides, no doubly arylated products could be obtained under any conditions. Overall, the active catalyst (IMes-Pd) shows higher activity with electron-rich aryl halides, a marked difference compared with the more commonly used phosphane-Pd or non-ligated Pd catalysts.

Organic & Biomolecular Chemistry published new progress about Heck reaction. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, SDS of cas: 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kusama, Hitoshi; Konishi, Yoshinari; Sugihara, Hideki published the artcile< Data mining assisted by theoretical calculations for improving dye-sensitized solar cell performance>, Application of C4H5BrN2, the main research area is data mining theor calculation dye sensitized solar cell performance.

Data mining using exptl. data and information generated from theor. calculations is proposed to study dye-sensitized solar cells, which are complex systems. This method led to new knowledge about the influence of imidazole derivatives as additives in an electrolytic solution on the cell performance. It was found that the solar energy conversion efficiency is strongly correlated to the Mulliken charge of the carbon atom at position 4 in the imidazole group. This result indicates that data mining assisted by theor. calculations should facilitate the rate that cell performance is improved.

Solar Energy Materials & Solar Cells published new progress about Density functional theory (GGA, PBE-functional, DNP). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Application of C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Volpe, Andrea; Natali, Mirco; Graiff, Claudia; Sartorel, Andrea; Tubaro, Cristina; Bonchio, Marcella published the artcile< Novel iridium complexes with N-heterocyclic dicarbene ligands in light-driven water oxidation catalysis: photon management, ligand effect and catalyst evolution>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is imidazolylidene silver dicarbene complex transmetalation cyclopentadienyl iridium chloride; iridium imidazolylidene dicarbene complex preparation catalyst water oxidation kinetics; crystal structure imidazolylidene cyclopentadienyliridium dicarbene complex; mol structure imidazolylidene cyclopentadienyliridium dicarbene complex.

Ir complexes [IrClCp*diNHC]PF6, with N-heterocyclic dicarbene (diNHC) and pentamethylcyclopentadienyl (Cp*) ligands, were studied in light driven H2O oxidation catalysis within the Ru(bpy)32+/S2O82- cycle (bpy = 2,2′-bipyridine). In particular, the effect of different diNHC ligands was evaluated by employing the complex 1a (diNHC = 1,1′-dimethyl-3,3′-ethylenediimidazol-2,2′-diylidene) and the novel and structurally characterized 2 (diNHC = 1,1′-dimethyl-3,3′-ethylene-5,5′-dibromodiimidazol-2,2′-diylidene) and 3 (diNHC = 1,1′-dimethyl-3,3′-ethylene-dibenzimidazol-2,2′-diylidene). The presented results include: (i) a photon management anal. of the 1a/Ru(bpy)32+/S2O82- system, revealing two regimes of O2 evolution rate, being dependent on the light intensity at low photon flux, where the system reaches an overall quantum yield up to 0.17 ± 0.01 (quantum efficiency 34 ± 2%), while being independent of light intensity at high photon flux thus indicating a change of limiting step; (ii) a trend of O2 evolution activity that follows the order 1a > 2 > 3 both under low and high photon flux conditions, with the reactivity that is favored by the electron donating nature of the diNHC ligand, quantified from the carbene C chem. shift; (iii) an analogous trend also in the bimol. rate constants of electron transfer kET from the Ir species to photogenerated Ru(bpy)33+, with kET values in the range 4.2-6.1 × 104 M-1 s-1, thus implying a significant reorganization energy to the Ir sphere; (iv) the evolution of 1a, as the most active Ir species in the series, to mononuclear Ir species with lower mol. weight and originating from oxidative transformation of the organic ligand scaffold, as proven by converging UV-visible, MALDI-MS and 1H-NMR evidences. These results can be used for the further design and engineering of novel catalysts.

Dalton Transactions published new progress about Carbene complexes Role: CAT (Catalyst Use), PRP (Properties), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation) (cyclopentadienyl Ir complexes). 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

Gilmore, John L.; Xiao, Hai-Yun; Dhar, T. G. Murali; Yang, Michael G.; Xiao, Zili; Xie, Jenny; Lehman-McKeeman, Lois D.; Gong, Lei; Sun, Huadong; Lecureux, Lloyd; Chen, Cliff; Wu, Dauh-Rurng; Dabros, Marta; Yang, Xiaoxia; Taylor, Tracy L.; Zhou, Xia D.; Heimrich, Elizabeth M.; Thomas, Rochelle; McIntyre, Kim W.; Borowski, Virna; Warrack, Bethanne M.; Li, Yuwen; Shi, Hong; Levesque, Paul C.; Yang, Zheng; Marino, Anthony M.; Cornelius, Georgia; D’Arienzo, Celia J.; Mathur, Arvind; Rampulla, Richard; Gupta, Anuradha; Pragalathan, Bala; Shen, Ding Ren; Cvijic, Mary Ellen; Salter-Cid, Luisa M.; Carter, Percy H.; Dyckman, Alaric J. published the artcile< Identification and preclinical pharmacology of ((1R,3S)-1-amino-3-((S)-6-(2-methoxyphenethyl)-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopentyl)methanol (BMS-986166): a differentiated sphingosine-1-phosphate receptor 1 (S1P1) modulator advanced into clinical trials>, HPLC of Formula: 1003-21-0, the main research area is sphingosine 1 phosphate receptor pharmacokinetics arthritis antiarthritic multiple sclerosis; crystal structure.

Recently, our research group reported the identification of BMS-986104 (2) as a differentiated S1P1 receptor modulator. In comparison to fingolimod (1), a full agonist of S1P1 currently marketed for the treatment of relapse remitting multiple sclerosis (RRMS), 2 offers several potential advantages having demonstrated improved safety multiples in preclin. evaluations against undesired pulmonary and cardiovascular effects. In clin. trials, 2 was found to exhibit a pharmacokinetic half-life (T1/2) longer than that of 1, as well as a reduced formation of the phosphate metabolite that is required for activity against S1P1. Herein, we describe our efforts to discover highly potent, partial agonists of S1P1 with a shorter T1/2 and increased in vivo phosphate metabolite formation. These efforts culminated in the discovery of ((1R,3S)-1-amino-3-((S)-6-(2-methoxyphenethyl)-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopentyl)methanol [1883345-06-9] (BMS-986166, 14a), which was advanced to human clin. evaluation. The pharmacokinetic/pharmacodynamic (PK/PD) relationship as well as pulmonary and cardiovascular safety assessments are discussed. Furthermore, efficacy of BMS-986166 in multiple preclin. models of autoimmune diseases are presented.

Journal of Medicinal Chemistry published new progress about Anti-multiple sclerosis agents. 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