Tag: M.W=400-450

Seo, Young Ho published the artcileFacile synthesis and biological evaluation of a cell-permeable probe to detect redox-regulated proteins, Recommanded Product: 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 Bioorganic & Medicinal Chemistry Letters (2009), 19(2), 356-359, database is CAplus and MEDLINE.

We have developed an improved synthesis for the cell-permeable, sulfenic acid probe DAz-1. Using DAz-1, we detect sulfenic acid modifications in the cell-cycle regulatory phosphatase Cdc25A. In addition, we show that DAz-1 has superior potency in cells compared to a biotinylated derivative Collectively, these findings set the stage for the development of activity-based inhibitors of Cdc25 cell-cycle phosphatases, which are sensitive to the redox state of the active-site cysteine and demonstrate the advantage of bioorthogonal conjugation methods to detect protein sulfenic acids in cells.

Bioorganic & Medicinal Chemistry Letters 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 C11H15NOS, Recommanded Product: 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

Pisano, Gianmarco published the artcileGeneral Mechanochemical Synthetic Protocol to Late Transition Metal-NHC (N-Heterocyclic Carbene) Complexes, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is ACS Sustainable Chemistry & Engineering (2021), 9(29), 9625-9631, database is CAplus.

A user-friendly and highly efficient mechanochem. strategy for the synthesis of a number of well-defined, catalytically relevant N-heterocyclic carbene-metal complexes under aerobic conditions is reported. This protocol proceeds in good to excellent yields and limits solvent usage to the purification step, which can be carried out, after judicious selection, using minimal amounts of environmentally benign solvents.

ACS Sustainable Chemistry & Engineering 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

Pisano, Gianmarco published the artcileMechanochemical synthesis of Cu(I)-N-heterocyclic carbene complexes, Quality Control of 258278-25-0, the publication is Green Chemistry (2020), 22(16), 5253-5256, database is CAplus.

It is reported a general, operationally simple and scalable mechanochem. method for the synthesis of [Cu(Cl)(NHC)] complexes. This solid-state and solvent-less methodol. was shown to be applicable to a wide range of NHC ligand precursors, allowing access to complexes of the type [Cu(Cl)(NHC)] under aerobic conditions and with minimised environmental impact.

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, Quality Control of 258278-25-0.

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

Nanda, Tanmayee published the artcilePalladium-Catalyzed C-C Bond Activation of Cyclopropenone: Modular Access to Trisubstituted α,β-Unsaturated Esters and Amides, Formula: C27H39ClN2, the publication is Journal of Organic Chemistry (2021), 86(3), 2682-2695, database is CAplus and MEDLINE.

Strain-driven palladium/N-heterocyclic carbene-catalyzed C-C bond activation of diphenylcyclopropenone (DPC) was explored for one-step access to trisubstituted α,β-unsaturated esters and amides. The designed transformation worked under mild conditions providing exclusively a single stereoisomer. Mechanistic studies support the oxidative addition of the C-C bond of cyclopropenone to in-situ-generated Pd(0) intermediate. Vinylic hydrogen in the product was proved that it is coming from phenol/aniline through deuterium-labeling studies. Late-stage functionalization of bioactive mols. such as procaine, estrone, and hymecromone demonstrated the robustness of this protocol.

Journal of Organic 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, Formula: C27H39ClN2.

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

Sharma, Mahendra K. published the artcileCrystalline Divinyldiarsenes and Cleavage of the As:As Bond, Formula: C27H39ClN2, the publication is Chemistry – A European Journal (2019), 25(35), 8249-8253, database is CAplus and MEDLINE.

The first divinyldiarsenes [{(NHC)C(Ph)}As]₂ (NHC=IPr 3 a, SIPr 3 b; IPr=C{(NAr)CH}₂; SIPr=C{(NAr)CH₂}₂; Ar=2,6-iPr₂C₆H₃) are reported. Compounds 3 a and 3 b were prepared by the reduction of corresponding chlorides {(NHC)C(Ph)}AsCl₂ (NHC=IPr 2 a, SIPr 2 b) with Mg. Calculations revealed a small HOMO-LUMO energy gap of 3.86 (3 a) and 4.24 eV (3 b). Treatment of 3 a with (Me₂S)AuCl led to the cleavage of the As:As bond to restore 2 a, which is expected to proceed via the diarsane [{(IPr)C(Ph)}AsCl]₂ (4). Remarkably, 4 as well as 2 a can be selectively accessed on treatment of 3 a with an appropriate amount of C₂Cl₆. Moreover, 3 a readily reacts with PhEEPh (E=Se or Te) at room temperature to give {(IPr)C(Ph)}As(EPh)₂ (E=Se 5 a; Te 5 b), revealing the cleavage of As:As and E-E bonds and the formation of As-E bonds. Such highly selective stepwise oxidation (3a â†?4 â†?2a) and bond metathesis (3a â†?5a,b) reactions are unprecedented in main-group chem.

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 C9H22OSi, Formula: C27H39ClN2.

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

Mock, Donald M. published the artcileBiotin-protein bond: instability and structural modification to provide stability for in vivo applications, SDS of cas: 359860-27-8, the publication is Methods in Molecular Biology (Totowa, NJ, United States) (2008), 209-220, database is CAplus and MEDLINE.

Biotinylation of proteins is a powerful tool for investigating biol. phenomenon, both in vitro and in vivo. Biotinylating reagents that form covalent bonds with several types of amino acid residues are com. available. However, most, if not all, of these com. available biotinylating agents produce biotin-protein bonds that are susceptible to cleavage in human plasma. Here, we describe the use of IgG as a model protein for evaluation of biotin-protein bond stability and for the investigation of the mechanism of biotin release. We also describe the synthesis of a biotin-protein bond that is stable in human plasma and a method for evaluation of that stability.

Methods in Molecular Biology (Totowa, NJ, 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, SDS of cas: 359860-27-8.

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

Khedaioui, Douriya published the artcilePolyethylene Aerogels with Combined Physical and Chemical Crosslinking: Improved Mechanical Resilience and Shape-Memory Properties, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Angewandte Chemie, International Edition (2019), 58(44), 15883-15889, database is CAplus and MEDLINE.

While the introduction of polymers into aerogels strongly enhances their toughness, truly elastic monolithic aerogels which restore their dimensions upon extensive compression are still challenging to synthesize. In this context hydrophobic semi-crystalline polymers with low glass transition temperatures, and combined stiffness and flexibility, have only recently attracted attention. Shown here is that polyethylene aerogels with a low d., and combined chem. crosslinking and high crystallinity, display high moduli and excellent mech. resilience. To maximize the crystallinity of these aerogels while maintaining a high crosslinking d., polyethylene networks with well-defined segments were synthesized by hydrosilylation crosslinking of telechelic, vinyl-functionalized oligomers obtained from catalyzed chain-growth polymerization Recoverable deformations both above and below the melting temperature of polyethylene affords remarkable shape-memory properties.

Angewandte Chemie, International Edition 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, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Ryan, Kevin published the artcileDissecting the molecular determinants of clinical PARP1 inhibitor selectivity for tankyrase1, COA of Formula: C18H34N4O5S, the publication is Journal of Biological Chemistry (2021), 100251, database is CAplus and MEDLINE.

Poly-ADP-ribosyltransferases play a critical role in DNA repair and cell death, and poly(ADP-ribosyl) polymerase 1 (PARP1) is a particularly important therapeutic target for the treatment of breast cancer because of its synthetic lethal relationship with breast cancer susceptibility proteins 1 and 2. Numerous PARP1 inhibitors have been developed, and their efficacy in cancer treatment is attributed to both the inhibition of enzymic activity and their ability to trap PARP1 on to the damaged DNA, which is cytotoxic. Of the clin. PARP inhibitors, talazoparib is the most effective at trapping PARP1 on damaged DNA. Biochem., talazoparib is also suspected to be a potent inhibitor of PARP5a/b (tankyrase1/2 [TNKS1/2]), which is an important regulator of Wnt/β-catenin pathway. Here we show using competition experiments in cell lysate that, at a clin. relevant concentration, talazoparib can potentially bind and engage TNKS1. Using surface plasmon resonance, we measured the dissociation constants of talazoparib, olaparib, niraparib, and veliparib for their interaction with PARP1 and TNKS1. The results show that talazoparib has strong affinity for PARP1 as well as uniquely strong affinity for TNKS1. Finally, we used crystallog. and hydrogen deuterium exchange mass spectroscopy to dissect the mol. mechanism of differential selectivity of these PARP1 inhibitors. From these data, we conclude that subtle differences between the ligand-binding sites of PARP1 and TNKS1, differences in the electrostatic nature of the ligands, protein dynamics, and ligand conformational energetics contribute to the different pharmacol. of these PARP1 inhibitors. These results will help in the design of drugs to treat Wnt/β-catenin pathway-related cancers, such as colorectal cancers.

Journal of Biological 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, COA of Formula: C18H34N4O5S.

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

Remillard, David published the artcileDegradation of the BAF Complex Factor BRD9 by Heterobifunctional Ligands, COA of Formula: C18H34N4O5S, the publication is Angewandte Chemie, International Edition (2017), 56(21), 5738-5743, database is CAplus and MEDLINE.

The bromodomain-containing protein BRD9, a subunit of the human BAF (SWI/SNF) nucleosome remodeling complex, has emerged as an attractive therapeutic target in cancer. Despite the development of chem. probes targeting the BRD9 bromodomain, there is a limited understanding of BRD9 function beyond acetyl-lysine recognition. We have therefore created the first BRD9-directed chem. degraders, through iterative design and testing of heterobifunctional ligands that bridge the BRD9 bromodomain and the cereblon E3 ubiquitin ligase complex. Degraders of BRD9 exhibit markedly enhanced potency compared to parental ligands (10- to 100-fold). Parallel study of degraders with divergent BRD9-binding chemotypes in models of acute myeloid leukemia resolves bromodomain polypharmacol. in this emerging drug class. Together, these findings reveal the tractability of non-BET bromodomain containing proteins to chem. degradation, and highlight lead compound dBRD9 as a tool for the study of BRD9.

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, COA of Formula: C18H34N4O5S.

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

Remillard, David published the artcileDual Inhibition of TAF1 and BET Bromodomains from the BI-2536 Kinase Inhibitor Scaffold, Recommanded Product: 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 ACS Medicinal Chemistry Letters (2019), 10(10), 1443-1449, database is CAplus and MEDLINE.

Recent reports have highlighted the dual bromodomains of TAF1 (TAF1(1,2)) as synergistic with BET inhibition in cellular cancer models, engendering interest in TAF/BET polypharmacol. Here, we examine structure activity relationships within the BI-2536 PLK1 kinase inhibitor scaffold, previously reported to bind BRD4. We examine binding by this ligand to TAF1(2) and apply structure guided design strategies to discriminate binding to both the PLK1 kinase and BRD4(1) bromodomain while retaining activity on TAF1(2). Through this effort we discover potent dual inhibitors of TAF1(2)/BRD4(1), as well as biased derivatives showing marked TAF1 selectivity. We resolve X-ray crystallog. data sets to examine the mechanisms of the observed TAF1 selectivity and to provide a resource for further development of this scaffold.

ACS Medicinal Chemistry Letters 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, Recommanded Product: 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