Tag: M.W=400-450

Yang, Ke published the artcileThe decarboxylative C-H heteroarylation of azoles catalysed by nickel catalysts to access unsymmetrical biheteroaryls, Quality Control of 258278-25-0, the publication is Organic Chemistry Frontiers (2019), 6(24), 3996-3999, database is CAplus.

A series of unsym. biheteroaryls R-R¹ [R = benzoxazol-2-yl, 4-Ph-oxazol-2-yl, 6-Cl-benzoxazol-2-yl, etc.; R¹ = 2-furyl, 2-thienyl, 3-Me-benzofuran-2-yl, etc.] via nickel-catalyzed direct decarboxylative C-H heteroarylation of azoles with heteroaryl carboxylic acids was reported.

Organic Chemistry Frontiers published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C8H8O3, Quality Control of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Fusz, Stefan published the artcilePhotocleavable Initiator Nucleotide Substrates for an Aldolase Ribozyme, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Journal of Organic Chemistry (2008), 73(13), 5069-5077, database is CAplus and MEDLINE.

The in vitro selection of a ribozyme that catalyzes an aldol reaction between a levulinic amide aldol donor and a benzaldehyde substrate was previously reported. The selection scheme involved the priming of the RNA library with a levulinic amide aldol donor group that was introduced via transcription priming in the presence of a modified guanosine mononucleotide derivative Here a detailed description of the synthesis of the ribozyme substrates and the substrate oligonucleotides used for its isolation and characterization is reported. The aldol donor group was attached to the phosphate moiety of guanosine monophosphate via a photocleavable linker mol. This initiator nucleotide I was efficiently incorporated into RNA mols. of differing sizes and composition by transcription priming with T7 RNA polymerase. With this method modified RNA oligonucleotides as small as a 6-mer sequence can be generated. A temperature profile of the intermol. reaction indicates that the modified RNA hexamer binds the ribozyme largely by Watson-Crick pairing and only to a minor extent via the non-RNA moiety, whereas the ribozyme appears to have evolved a specific binding site for the aldehyde substrate II.

Journal of Organic Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Dommerholt, Jan published the artcileReadily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells, Application of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Angewandte Chemie, International Edition (2010), 49(49), 9422-9425, S9422/1-S9422/22, database is CAplus and MEDLINE.

We reported to use bicyclo[6.1.0]nonyne (BCN) as a novel ring-strained alkyne for metal-free cycloaddition reactions with azides and nitrones. The complexes were synthesized and used for bioorthogonal labeling/three-dimensional imaging of living cells.

Angewandte Chemie, International Edition published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Application of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Embaby, Ahmed M. published the artcileRational Tuning of Fluorobenzene Probes for Cysteine-Selective Protein Modification, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Angewandte Chemie, International Edition (2018), 57(27), 8022-8026, database is CAplus and MEDLINE.

Fluorobenzene probes for protein profiling through selective cysteine labeling have been developed by rational reactivity tuning. Tuning was achieved by selecting an electron-withdrawing para substituent in combination with variation of the number of fluorine substituents. Optimized probes chemoselectively arylated cysteine residues in proteins under aqueous conditions. Probes linked to azide, biotin, or a fluorophore were applicable to labeling of eGFP and albumin. Selective inhibition of cysteine proteases was also demonstrated with the probes. Addnl., probes were tuned for site-selective labeling of cysteine residues and for activity-based protein profiling in cell lysates.

Angewandte Chemie, International Edition published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Safety of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Watson, Ian C. published the artcileN-Heterocyclic Olefin-Ligated Palladium(II) Complexes as Pre-Catalysts for Buchwald-Hartwig Aminations, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemistry – A European Journal (2019), 25(41), 9678-9690, database is CAplus and MEDLINE.

New N-heterocyclic olefins (NHOs) are described with functionalization on the ligand heterocyclic backbone and terminal alkylidene positions. Various Pd^II-NHO complexes I (Ar = 2,6-ⁱPr₂C₆H₃; L = 3-chloropyridine; R = Me, RR =9,10-acenaphthylenediyl) and were prepared by cleavage of chloro-bridged dimers (I-L)₂ with pyridine ligand; the complexes were evaluated as pre-catalysts in Buchwald-Hartwig aminations. Vinylogous complex [(Me₂Dipp₂Im-2-CH:CHCH₂Pd)Cl₂L] (13) was prepared by palladation of 1,3-Dipp₂-4,5-dimethyl-2-(2-propenylidene)imidazoline. The most active system for catalytic C-N bond formation between hindered arylamine and haloarene substrates was accessed by combining a backbone methylated NHO with [Pd(cinnamyl)Cl]₂ in the presence of NaOtBu as a base. In these active systems evidence suggests that catalysis is mediated by colloidal palladium metal, highlighting a different coordination ability of NHOs in comparison with commonly used N-heterocyclic carbene co-ligands.

Chemistry – A European Journal published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C12H21NO7, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Pratt, Matthew R. published the artcileDirect Measurement of Cathepsin B Activity in the Cytosol of Apoptotic Cells by an Activity-Based Probe, Related Products of imidazoles-derivatives, the publication is Chemistry & Biology (Cambridge, MA, United States) (2009), 16(9), 1001-1012, database is CAplus and MEDLINE.

Cells control their own death through a program termed apoptosis, which is indispensable for development and homeostasis in all metazoans. Lysosomal cysteine proteases are not normally thought of as participating in apoptosis; however, recent reports have shown that the cathepsin proteases can be released from the lysosome during apoptosis, where they can participate in cell death. We report the development of an activity-based probe that, under optimized conditions, reports on cathepsin B activity only in apoptotic cells by reading out the release of cathepsin B from the lysosomes. Biochem. characterization of apoptosis in cells from cathepsin B null mice shows delayed and suboptimal activation of caspases. Our data further supports a role for cathepsin B in the cytosol as a pos. regulator of a cell death feed-forward loop and provides a chem. tool for future investigations.

Chemistry & Biology (Cambridge, MA, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cadu, Alban published the artcileHomogeneous catalysed hydrogenation of HMF, SDS of cas: 258278-25-0, the publication is Green Chemistry (2018), 20(14), 3386-3393, database is CAplus.

Hydroxymethylfurfural (HMF) was used as a bio-based feedstock for homogeneous metal-catalyzed hydrogenation. Several ligand classes and metals were employed to reduce the aldehyde and aromatic ring of HMF. The previously unknown homogeneous catalyzed hydrogenation of HMF to tetrahydrofuran-dimethanol (THFDM) was studied using different catalyst systems. NHCs and phosphites give higher trans/cis ratios (between 1 : 1.25 and 1 : 3.95) of the product THFDM, but low conversions of only up to 17% accompanied by up to 92% yield of bis(hydroxymethyl)furan at 10 bar H₂ and 120°. Conversely, di-phosphine ligated ruthenium catalysts in up to 87% yield lead to the highest overall conversion but only moderate trans/cis ratios of only 1 : 3.1-1 : 5.

Green Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, SDS of cas: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cernak, Paul published the artcileA thiamin-utilizing ribozyme decarboxylates a pyruvate-like substrate, Category: imidazoles-derivatives, the publication is Nature Chemistry (2013), 5(11), 971-977, database is CAplus and MEDLINE.

Vitamins are hypothesized to be relics of an RNA world, and were probably participants in RNA-mediated primordial metabolism If catalytic RNAs, or ribozymes, could harness vitamin cofactors to aid their function in a manner similar to protein enzymes, it would enable them to catalyze a much larger set of chem. reactions. The cofactor thiamin diphosphate, a derivative of vitamin B1 (thiamin), is used by enzymes to catalyze difficult metabolic reactions, including decarboxylation of stable α-keto acids such as pyruvate. Here, we report a ribozyme that uses free thiamin to decarboxylate a pyruvate-based suicide substrate (LnkPB). Thiamin conjugated to biotin was used to isolate catalytic individuals from a pool of random-sequence RNAs attached to LnkPB. Anal. of a stable guanosine adduct obtained via digestion of an RNA sequence (clone dc4) showed the expected decarboxylation product. The discovery of a prototypic thiamin-utilizing ribozyme has implications for the role of RNA in orchestrating early metabolic cycles.

Nature Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Rottschaefer, Dennis published the artcileA Modular Access to Divinyldiphosphenes with a Strikingly Small HOMO-LUMO Energy Gap, HPLC of Formula: 258278-25-0, the publication is Chemistry – A European Journal (2019), 25(34), 8127-8134, database is CAplus and MEDLINE.

The olefinic C-H bond functionalization of (NHC)CHPh (NHC = IPr =C{(NAr)CH}₂ 1; SIPr = C{(NAr)CH₂}₂ 2; Ar = 2,6-iPr₂C₆H₃), derived from classical N-heterocyclic carbenes (NHCs), with PCl₃ affords the dichlorovinylphosphines {(NHC)C(Ph)}PCl₂ (NHC = IPr 3, SIPr 4). Two-electron reduction of 3 and 4 with magnesium leads to the formation of the divinyldiphosphenes [{(NHC)C(Ph)}P]₂ (NHC = IPr 5, SIPr 6) as crystalline solids. Unlike literature-known diphosphenes, which are mostly yellow or orange, 5 is a green whereas 6 is a purple solid. Although the P:P bond lengths of 5 (2.062(1)) and 6 (2.055(1) Å) are comparable to those of the known diphosphenes (2.02-2.08 Å), the C-P bond lengths of 5 (1.785(1)) and 6 (1.797(1) Å) are, however, considerably shorter than a Csp2-P single bond length (1.85 Å), indicating a considerable π-conjugation between C:C and P:P moieties. The HOMO-LUMO energy gap for 5 (4.15) and 6 (4.52 eV) is strikingly small and thus the narrowest among the diphosphenes (>4.93 eV) reported as yet. Consequently, 5 readily undergoes P:P bond cleavage at room temperature on treatment with sulfur to form the unique dithiophosphorane {(IPr)C(Ph)}P(S)₂ 7. Interestingly, reaction of 5 with selenium gives the selenadiphosphirane [{(IPr)C(Ph)}P]₂Se 8 with an intact P-P bond.

Chemistry – A European Journal published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, HPLC of Formula: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lu, Hui-Yang published the artcileN-heterocyclic carbene-palladium-imine complex catalyzed α-arylation of ketones with aryl and heteroaryl chlorides under air atmosphere, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Tetrahedron Letters (2020), 61(29), 152124, database is CAplus.

A new structure of saturated ring skeleton monoligated NHC-Pd-imine complex was easily synthesized and unambiguously confirmed by X-ray single crystal diffraction. It was found to be an efficient and air-stable catalyst for the α-arylation of ketones. The reaction was operated in air without any neg. effect. Non-activated aryl and heteroaryl chlorides were successfully applied in the reaction with only 0.5 mol% catalyst loadings under air atm. Excellent to good product yields were afforded.

Tetrahedron Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem