Tag: M.W=150-200

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

Ambati, Srinivasa Rao; Patel, Jeevan Lal; Chandrakar, Komal; Sarkar, Uttam; Penta, Santhosh; Banerjee, Subhash; Varma, Rajender S. published the artcile< One-pot, three-component synthesis of novel coumarinyl-pyrazolo[3,4-b]pyridine-3-carboxylate derivatives using [AcMIm]FeCl4 as recyclable catalyst>, Application of C6H9ClN2O2, the main research area is benzylhydrazine cyano hydroxyacrylate coumarinyl acrylaldehyde ionic liquid multicomponent reaction; benzyl coumarinyl pyrazolopyridine carboxylate preparation green chem.

Multicomponent synthesis of novel coumarin-based fused pyrazolo[3,4-b]pyridine-3-carboxylate derivatives I [R = H, OH, F, CN; R1 = Me, Et, i-Pr, t-Bu; R2 = H, MeO, Br] was developed using acidic ionic liquid, 1-acyl-3-methylimidazolium tetrachloroferrate ([AcMIm]FeCl4) under mild and environmentally benign reaction conditions. The prepared [AcMIm]FeCl4 served as a catalyst as well as the reaction medium and was reused for at least four times without significant loss of yield. The ensuing compounds, I were identified by FT-IR, 1H NMR and 13C NMR and mass spectroscopic studies. The developed method offers several advantages such as a simple protocol, excellent yields of the products (90-92%), shorter reaction time (2 h), recyclability of the catalyst, eco-friendly reaction conditions and better values of green chem. metrics like low E factor (0.32), high reaction mass efficiency (75.28%), low process mass efficiency (1.32) and high atom economy (81.82).

Journal of Molecular Structure published new progress about Aliphatic acids, esters Role: SPN (Synthetic Preparation), PREP (Preparation). 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Application of C6H9ClN2O2.

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

Boulton, B. E.; Coller, B. A. W. published the artcile< Kinetics, stoichiometry, and mechanism in the bromination of aromatic heterocycles. II. Aqueous bromination of imidazole, 1-methylimidazole, and 2-methylimidazole>, Name: 5-Bromo-1-methyl-1H-imidazole, the main research area is imidazole bromination kinetics.

The coulo-chrono-potentiometric method was used to obtain rate constants for reaction of Br with neutral imidazoles (aqueous, 298°K). Positional reactivities of imidazole and 1-methylimidazole decreased in the order 5 > 4 > 2. The 5-position of 2-methylimidazole was the most reactive site.

Australian Journal of Chemistry published new progress about Bromination kinetics. 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

Ambati, Srinivasa Rao; Patel, Jeevan Lal; Chandrakar, Komal; Sarkar, Uttam; Penta, Santhosh; Banerjee, Subhash; Varma, Rajender S. published the artcile< One-pot, three-component synthesis of novel coumarinyl-pyrazolo[3,4-b]pyridine-3-carboxylate derivatives using [AcMIm]FeCl4 as recyclable catalyst>, Application of C6H9ClN2O2, the main research area is benzylhydrazine cyano hydroxyacrylate coumarinyl acrylaldehyde ionic liquid multicomponent reaction; benzyl coumarinyl pyrazolopyridine carboxylate preparation green chem.

Multicomponent synthesis of novel coumarin-based fused pyrazolo[3,4-b]pyridine-3-carboxylate derivatives I [R = H, OH, F, CN; R1 = Me, Et, i-Pr, t-Bu; R2 = H, MeO, Br] was developed using acidic ionic liquid, 1-acyl-3-methylimidazolium tetrachloroferrate ([AcMIm]FeCl4) under mild and environmentally benign reaction conditions. The prepared [AcMIm]FeCl4 served as a catalyst as well as the reaction medium and was reused for at least four times without significant loss of yield. The ensuing compounds, I were identified by FT-IR, 1H NMR and 13C NMR and mass spectroscopic studies. The developed method offers several advantages such as a simple protocol, excellent yields of the products (90-92%), shorter reaction time (2 h), recyclability of the catalyst, eco-friendly reaction conditions and better values of green chem. metrics like low E factor (0.32), high reaction mass efficiency (75.28%), low process mass efficiency (1.32) and high atom economy (81.82).

Journal of Molecular Structure published new progress about Aliphatic acids, esters Role: SPN (Synthetic Preparation), PREP (Preparation). 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Application of C6H9ClN2O2.

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