Month: November 2022

Goldberg, Frederick W. published the artcileOptimization of Brain Penetrant 11¦Â-Hydroxysteroid Dehydrogenase Type I Inhibitors and in Vivo Testing in Diet-Induced Obese Mice, Formula: C3H8N2S, the publication is Journal of Medicinal Chemistry (2014), 57(3), 970-986, database is CAplus and MEDLINE.

11¦Â-Hydroxysteroid dehydrogenase type 1 (11¦Â-HSD1) has been widely considered by the pharmaceutical industry as a target to treat metabolic syndrome in type II diabetics. We hypothesized that central nervous system (CNS) penetration might be required to see efficacy. Starting from a previously reported pyrimidine compound, we removed hydrogen-bond donors to yield I, which had modest CNS penetration. More significant progress was achieved by changing the core to give II, which combines good potency and CNS penetration. Compound II was dosed to diet-induced obese (DIO) mice and gave excellent target engagement in the liver and high free exposures of drug, both peripherally and in the CNS. However, no body weight reduction or effects on glucose or insulin were observed in this model. Similar data were obtained with a structurally diverse thiazole compound III. This work casts doubt on the hypothesis that localized tissue modulation of 11¦Â-HSD1 activity alleviates metabolic syndrome.

Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bellini, Clement published the artcileAlkaline-Earth-Catalyzed Cross-Dehydrocoupling of Amines and Hydrosilanes: Reactivity Trends, Scope and Mechanism, COA of Formula: C16H20N2, the publication is Chemistry – A European Journal (2016), 22(13), 4564-4583, database is CAplus and MEDLINE.

Alk.-earth (Ae = Ca, Sr, Ba) complexes catalyze the chemoselective cross-dehydrocoupling (CDC) of amines and hydrosilanes. Key trends were delineated in the benchmark couplings of Ph₃SiH with pyrrolidine or tBuNH₂. Ae{E(SiMe₃)₂}₂¡¤(THF)_x (E = N, CH; x = 2-3) are more efficient than [N?]Ae[E(SiMe₃)₂]¡¤(THF)_n (E = N, CH; n = 1-2) complexes ([N?]^– = [ArN(o-C₆H₄)C(H):NAr]^– with Ar = 2,6-iPr₂C₆H₃) bearing an iminoanilide ligand, and alkyl pre-catalysts are better than amido analogs. Turnover frequencies (TOFs) increase in the order Ca<Sr<Ba. Ba[CH(SiMe₃)₂]₂¡¤(THF)₃ displays the best performance (TOF up to 3600 h^-1). The substrate scope (>30 products) includes diamines and di(hydrosilane)s. Kinetic anal. of the Ba-promoted CDC of pyrrolidine and Ph₃SiH shows that 1: the kinetic law is rate = k[Ba]¹[amine]⁰[hydrosilane]¹, 2: electron-withdrawing p-substituents on the arylhydrosilane improve the reaction rate and 3: a maximal kinetic isotopic effect (k_SiH/k_SiD=4.7) is seen for Ph₃SiX (X = H, D). DFT calculations identified the prevailing mechanism; instead of an inaccessible ¦Ò-bond-breaking metathesis pathway, the CDC appears to follow a stepwise reaction path with N-Si bond-forming nucleophilic attack of the catalytically competent Ba pyrrolide onto the incoming silane, followed by rate limiting H-atom transfer to Ba. The participation of a Ba silyl species is prevented energetically. The reactivity trend Ca<Sr<Ba results from greater accessibility of the metal center and decreasing Ae-N_amide bond strength upon descending Group 2.

Chemistry – A European Journal published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C16H20N2, COA of Formula: C16H20N2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Pratt, John K. published the artcileInhibitors of HCV NS5B polymerase: synthesis and structure-activity relationships of N-1-heteroalkyl-4-hydroxyquinolon-3-yl-benzothiadiazines, Formula: C4H12ClNO, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(6), 1577-1582, database is CAplus and MEDLINE.

N-1-Alkylamino and N-1-alkyloxy-4-hydroxyquinolon-3-yl benzothiadiazines were synthesized and evaluated as inhibitors of genotype 1 HCV polymerase. The N-1-alkyloxy derivatives were not potent inhibitors, however N-1-alkylamino derivatives displayed comparable potency to carbon analogs. Analogs with aliphatic substituents were significantly more potent than those with benzylic substituents against genotype 1a polymerase. The most potent inhibitors contained small alkyl or carbocyclic substituents and exhibited IC₅₀‘s of 50-100 and 200-400 nM against genotype 1b and 1a HCV polymerase, resp.

Bioorganic & Medicinal Chemistry Letters published new progress about 6084-58-8. 6084-58-8 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is O-Isobutylhydroxylamine hydrochloride, and the molecular formula is C4H12ClNO, Formula: C4H12ClNO.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wei, Yudi published the artcileDetailing molecular interactions of ionic liquids with charged SiO₂ surfaces: A systematic AFM study, COA of Formula: C6H17NO3Si, the publication is Journal of Molecular Liquids (2022), 118506, database is CAplus.

It is crucial to understand the behavior and interfacial interactions as well as properties of ionic liquids (ILs) at electrode surfaces on the mol. level for developing IL-based electrochem. energy storage devices including supercapacitors and batteries. In this work, a colloid probe at. force microscopy (CP-AFM) -based exptl. approach is presented to determine the mol. interaction forces between ILs and differently charged SiO₂ microspheres. The effects of structural variations in ILs and the nature surface charges of SiO₂ on the mol. interaction force are systematically studied. The surface charges of SiO₂ were achieved by grafting quaternary ammonium and -COOH, -NH₂ groups. The determined mol. interaction force is found to be strongly dependent on the surface charge, in which, the force enhances at a more neg. charged surface. Furthermore, the ILs with longer alkyl chains on cations exhibit stronger mol. interaction forces with the charged SiO₂. These reported exptl. results on the mol. level provide new insights for model development and mol. simulations of ILs interacting with charged surfaces and guide the design of ILs-based supercapacitor and battery systems.

Journal of Molecular Liquids published new progress about 13822-56-5. 13822-56-5 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is 3-(Trimethoxysilyl)propan-1-amine, and the molecular formula is C9H7NO2, COA of Formula: C6H17NO3Si.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fan, Shuang published the artcileIn Situ-Induced Synthesis of Magnetic Cu-CuFe₂O₄@HKUST-1 Heterostructures with Enhanced Catalytic Performance for Selective Aerobic Benzylic C-H Oxidation, Category: catalysis-chemistry, the publication is ACS Catalysis (2017), 7(1), 243-249, database is CAplus.

The multifunctional design of heterogeneous catalysts which can realize the selective oxidation of C-H bonds with oxygen at low temperature is of crucial importance in the catalysis community. Here, we report the designed synthesis of Cu-CuFe₂O₄@HKUST-1 heterostructures that is highly active for the selective oxidation of benzylic C-H bonds under mild conditions (60 ¡ãC). In the synthetic process, the Cu(0) component of Cu-CuFe₂O₄ nanoparticles gradually released Cu²⁺ ions which were in situ transformed into the HKUST-1 shell. The high activity can be attributed to a rationally multifunctional design of Cu-CuFe₂O₄@HKUST-1 heterostructures, in which Cu-CuFe₂O₄ can provide multiple active sites while HKUST-1 attracts and preconcs. mol. oxygen. Notably, the catalytic performance under optimized reaction conditions (60 ¡ãC) was achieved in the oxidation of fluorene to fluorenone (conversion: > 99%, selectivity: > 99%). Furthermore, the Cu-CuFe₂O₄@HKUST-1 catalyst could be easily recovered by magnetic separation and reused for 10 times without significant loss of catalytic activity.

ACS Catalysis published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Guo, Ju published the artcileSynthesis and cytotoxicity of 3-aryl acrylic amide derivatives of the simplified saframycin-ecteinascidin skeleton prepared from L-dopa, SDS of cas: 16909-09-4, the publication is European Journal of Medicinal Chemistry (2013), 670-676, database is CAplus and MEDLINE.

Twenty four compounds with diversified 3-arylacrylic amide side chains of the simplified saframycin-ecteinascidin pentacyclic skeleton were synthesized via a 14-step stereospecific route starting from L-dopa. The cytotoxicities of these compounds were tested against eight human tumor cell lines including HCT-8, BEL-7402, BGC-803, A549, A2780, MCF-7, MX-1, and MDA-MB-231. Most of these compounds exhibited potent antitumor activity, and a preliminary structure-activity relationship (SAR) was discussed. Compound I with 3-thiophenyl acrylic amide side chain exhibited selective cytotoxicity against MDA-MB-231 cell line with the IC₅₀ value of 50 nM.

European Journal of Medicinal Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, SDS of cas: 16909-09-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wang, Hui published the artcileDirect amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp₂Cl₂, Safety of 4-Nitrophenylacetic acid, the publication is Applied Organometallic Chemistry (2020), 34(5), e5568, database is CAplus.

A mild and efficient direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp₂Cl₂ was described. Arylacetic acid derivatives reacted with different amines to afford the corresponding amides in good to excellent yield except of aniline. Aryl formic acids failed to react with aniline but smoothly reacted with aliphatic amines and benzylamine in moderate to good yield, fatty acids reacting with benzyl and aliphatic amines give amides in good to excellent yield. Chiral amino acids derivatives were transformed into amides without racemization in moderate yield. The possible mechanism of direct amidation catalyzed by TiCp₂Cl₂ was discussed. This catalytic method was very suitable for the amidation of low sterically hindered arylacetic acid, fatty acids with different low sterically hindered amines except aniline, as well as the amidation of aryl formic acid with benzyl and aliphatic amines.

Applied Organometallic Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C17H16O2, Safety of 4-Nitrophenylacetic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Gao, Cheng-Zhi published the artcileSynthesis, preliminarily biological evaluation and molecular docking study of new Olaparib analogues as multifunctional PARP-1 and cholinesterase inhibitors, COA of Formula: C9H7NO4, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 150-162, database is CAplus and MEDLINE.

A series of new Olaparib derivatives was designed and synthesized, and their inhibitory activities against poly (ADP-ribose) polymerases-1 (PARP-1) enzyme and cancer cell line MDA-MB-436 in vitro were evaluated. The results showed that compound exhibited the most potent inhibitory effects on PARP-1 enzyme (16.10 ¡À 1.25 nM) and MDA-MB-436 cancer cell (11.62 ¡À 2.15 ¦ÌM), which was close to that of Olaparib. As a PARP-1 inhibitor had been reported to be viable to neuroprotection, in order to search for new multitarget-directed ligands (MTDLs) for the treatment of Alzheimer’s disease (AD), the inhibitory activities of the synthesized compounds against the enzymes AChE (from elec. eel) and BChE (from equine serum) were also tested. Compound displayed moderate BChE inhibitory activity (9.16 ¡À 0.91 ¦ÌM) which was stronger than neostigmine (12.01 ¡À 0.45 ¦ÌM) and exhibited selectivity for BChE over AChE to some degree. Mol. docking studies indicated that could bind simultaneously to the catalytic active of PARP-1, but it could not interact well with huBChE. For pursuit of PARP-1 and BChE dual-targeted inhibitors against AD, small and flexible non-polar groups introduced to the compound seemed to be conducive to improving its inhibitory potency on huBChE, while keeping phthalazine-1-one moiety unchanged which was mainly responsible for PARP-1 inhibitory activity. Our research gave a clue to search for new agents based on AChE and PARP-1 dual-inhibited activities to treat Alzheimer’s disease.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, COA of Formula: C9H7NO4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Cheng, Ying published the artcileIron-Catalyzed Hetero-Cross-Dehydrogenative Coupling Reactions of Sulfoximines with Diarylmethanes: A New Route to N-Alkylated Sulfoximines, Safety of Bis(4-fluorophenyl)methane, the publication is Organic Letters (2014), 16(7), 2000-2002, database is CAplus and MEDLINE.

An efficient iron-catalyzed C-N bond formation by hetero-cross-dehydrogenative coupling (CDC) between sulfoximines and diarylmethanes is described. The reaction shows good functional group tolerance and provides N-alkylated sulfoximines in moderate to good yields.

Organic Letters published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, Safety of Bis(4-fluorophenyl)methane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Yaxing published the artcileManganese(III) acetate catalyzed oxidative amination of benzylic C(sp³)-H bonds with nitriles, Application In Synthesis of 457-68-1, the publication is Organic & Biomolecular Chemistry (2017), 15(14), 2897-2901, database is CAplus and MEDLINE.

Mn-Catalyzed oxidative amination of benzylic C(sp³)-H bonds with nitriles was disclosed, which enabled the synthesis of a broad range of secondary amides I [R = Ph, 4-H₃CC₆H₄, 3-MeoC₆H₄, etc.; R¹ = Me, i-Pr, t-Bu, etc.; R² = Me, Ph, 4-ClC₆H₄, etc.] in moderate to excellent yields under mild conditions. The interaction between Mn(III) and DDQ facilitates the oxidation and makes it highly efficient and selective.

Organic & Biomolecular Chemistry published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C6H13NO2, Application In Synthesis of 457-68-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia