Tag: M.W=400-450

Fukuda, Jun-ichi published the artcileCobalt-Catalyzed Reduction of Aryl Sulfones to Arenes by Means of Alkylmagnesium Reagents, HPLC of Formula: 258278-25-0, the publication is Asian Journal of Organic Chemistry (2018), 7(10), 2049-2052, database is CAplus.

A cobalt-catalyzed reduction of aryl sulfones to the corresponding arenes was developed. With a cobalt-IPr catalyst and a primary alkylmagnesium reagent as the hydride source, a range of aryl sulfones and some other organosulfur compounds were reduced.

Asian 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, HPLC of Formula: 258278-25-0.

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

Huang, Zhen published the artcileGlobal Portrait of Protein Targets of Metabolites of the Neurotoxic Compound BIA 10-2474, 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 Chemical Biology (2019), 14(2), 192-197, database is CAplus and MEDLINE.

Clin. investigation of the fatty acid amide hydrolase (FAAH) inhibitor BIA 10-2474 resulted in serious adverse neurol. events. Structurally unrelated FAAH inhibitors tested in humans have not presented safety concerns, suggesting that BIA 10-2474 has off-target activities. A recent activity-based protein profiling (ABPP) study revealed that BIA 10-2474 and one of its major metabolites inhibit multiple members of the serine hydrolase class to which FAAH belongs. Here, we extend these studies by performing a proteome-wide anal. of covalent targets of BIA 10-2474 metabolites. Using alkynylated probes for click chem.-ABPP in human cells, we show that des-methylated metabolites of BIA 10-2474 covalently modify the conserved catalytic cysteine in aldehyde dehydrogenases, including ALDH2, which has been implicated in protecting the brain from oxidative stress-related damage. These findings indicate that BIA 10-2474 and its metabolites have the potential to inhibit multiple mechanistically distinct enzyme classes involved in nervous system function.

ACS Chemical Biology 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

Mizuhara, Tsukasa published the artcileDesign and synthesis of biotin- or alkyne-conjugated photoaffinity probes for studying the target molecules of PD 404182, SDS of cas: 359860-27-8, the publication is Bioorganic & Medicinal Chemistry (2013), 21(7), 2079-2087, database is CAplus and MEDLINE.

To investigate the mechanism of action of the potent antiviral compound PD 404182, three novel photoaffinity probes equipped with a biotin or alkyne indicator were designed and synthesized based on previous structure-activity relationship studies. These probes retained the potent anti-HIV activity of the original pyrimidobenzothiazine derivatives In photoaffinity labeling studies using HIV-1-infected H9 cells (H9IIIB), eight potential proteins were observed to bind PD 404182.

Bioorganic & Medicinal 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, SDS of cas: 359860-27-8.

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

Li, Dazhi published the artcileMechanism studies of oxidation and hydrolysis of Cu(I)-NHC and Ag-NHC in solution under air, Product Details of C27H39ClN2, the publication is Journal of Organometallic Chemistry (2020), 121025, database is CAplus.

The decomposition of copper(I)-NHC and silver-NHC complexes in solution under air was studied. The Cu(I)-NHCs were oxidized into urea derivatives and hydrolyzed into imidazoliums or benzimidazoliums. The decomposition of Ag-NHC with a saturated backbone led to ring-opening product, while the Ag-NHC with an unsaturated backbone led to imidazolium and Ag-bisNHC complex. The effects of steric property, hydrophilicity, and binding energy of NHC to O₂ and H₂O on the decomposition of Cu(I)-NHC were studied using theor. calculations Steric hindrance played an important role on the stability of Cu(I)-NHC. Pathways for the decomposition of Cu(I)-NHC and Ag-NHC were proposed.

Journal of Organometallic 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, Product Details of C27H39ClN2.

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

Li, Dazhi published the artcileSynthesis of Imidazolidinone, Imidazolone, and Benzimidazolone Derivatives through Oxidation Using Copper and Air, Quality Control of 258278-25-0, the publication is Organic Letters (2019), 21(10), 3572-3575, database is CAplus and MEDLINE.

A new synthetic method of urea derivatives using copper and air was developed. These mild conditions provided moderate to very good yields for 15 examples (53-93%), while low yields were obtained with sterically hindered substrates (3 examples). The reaction was found to go through an in situ generated copper-N-heterocyclic carbene, which was then oxidized into cyclic urea derivatives possessing alkyl, benzyl, aryl, hydroxy, Boc-protected, and tertiary amine groups.

Organic 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, Quality Control of 258278-25-0.

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

Kitamura, Mitsuru published the artcileDirect Azidation of Phenols, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is European Journal of Organic Chemistry (2019), 2019(33), 5824-5827, database is CAplus.

Direct azidation of phenols was developed. By treating chloroimidazolinium chloride I and sodium azide with phenol in the presence of a secondary amine in methoxyethanol, ortho-azidation of phenol was achieved.

European 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, 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

Islam, Mohammad Shahidul published the artcileMizoroki-Heck Cross-Coupling of Acrylate Derivatives with Aryl Halides Catalyzed by Palladate Pre-Catalysts, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is European Journal of Inorganic Chemistry (2019), 2019(43), 4695-4699, database is CAplus.

The Mizoroki-Heck (MH) reaction involving aryl halides with various acrylates and acrylamide was studied using air and moisture-stable imidazolium-based palladate pre-catalysts for the synthesis of internal alkenes RHC=CH(R¹)(C(O)R²) [R = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, etc.; R¹ = H, Me, 4-MeOC₆H₄CH₂, etc.; R² = OMe, On-Bu, NH₂, etc.]. These pre-catalysts were converted into Pd-NHC species (NHC = N-heterocyclic carbene) under catalytic conditions and were capable of facilitating the Mizoroki-Heck reaction of aryl halides with various acrylates. The effects of solvent, catalyst loading, temperature and bases on the reaction outcome were investigated. Various coupling partners were tolerated under the optimal reaction conditions catalyzed by palladate [SIPr·H][Pd(η³-2-Me-allyl)Cl₂]. The efficiency of the optimized synthetic methodol. was tested on various aryl halides and substituted acrylates as well as acrylamides. The MH reaction yielded the coupled products in good to excellent isolated yields (up to 98%).

European Journal of Inorganic 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, Safety 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

Zinser, Caroline M. published the artcileA simple synthetic entryway into palladium cross-coupling catalysis, SDS of cas: 258278-25-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(57), 7990-7993, database is CAplus and MEDLINE.

Allylpalladium cationic complexes with imidazolylidene NHC ligands were prepared by a simple protocol, comprising synthesis of a family of allylpalladates containing with an imidazolium counterion with subsequent deprotonation with an external base. These “ate” complexes can be easily converted into well-defined palladium-N-heterocyclic carbene (NHC) complexes. The synthetic protocols leading to the “ate” and to the Pd-NHC neutral complexes have been exemplified with various NHC ligands. The palladates prove efficient pre-catalysts enabling Suzuki-Miyaura and Mizoroki-Heck reactions.

Chemical Communications (Cambridge, United Kingdom) 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 C19H36BNO2Si, SDS of cas: 258278-25-0.

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

Tanaka, Katsunori published the artcileDevelopment of bis-unsaturated ester aldehydes as amino-glue probes: sequential double azaelectrocyclization as a promising strategy for bioconjugation, Product Details of C18H34N4O5S, the publication is Organic & Biomolecular Chemistry (2013), 11(42), 7326-7333, database is CAplus and MEDLINE.

The unsaturated ester aldehyde, (E)-3-alkoxycarbonyl-5-phenyl-2,4-dienal, was efficiently dimerized by applying the strain-promoted double-Click reaction with sym-dibenzo-1,5-cyclooctadiene-3,7-diyne. The resulting dimerized probe was sequentially reacted first with one peptide mol. and then with a protein or the amino groups on the surface of a live cell through double azaelectrocyclization to achieve highly efficient bioconjugation.

Organic & Biomolecular 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 C7H8N2, Product Details of C18H34N4O5S.

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

Jinnouchi, Hikari published the artcileDivergent synthesis of (+)-tanikolide and its analogues employing stereoselective rhodium(II)-catalyzed reaction, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Tetrahedron (2018), 74(10), 1059-1070, database is CAplus.

In this study, we described the divergent synthesis of (+)-tanikolide (I) and its analogs, such as (4S)- and (4R)-hydroxytanikolides, and nortanikolide, employing a stereoselective dirhodium(II)-catalyzed reaction to construct the quaternary chiral center of tanokolides. The key steps involve (a) a dirhodium(II)-catalyzed oxonium ylide formation-[2,3]-sigmatropic rearrangement, (b) an N-heterocyclic carbene-catalyzed ring-expansion lactonization of tetrahydrofurfural, or (c) an oxidative cleavage of tetrahydrofuran-5-methanol to γ-lactone using a 2-iodobenzamide catalyst. This route would provide high flexibility for analog synthesis because the long side chain can be introduced at a later stage in the synthesis.

Tetrahedron 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, 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