Day: December 6, 2022

Tesch, Roberta published the artcileStructure-Based Design of Selective Salt-Inducible Kinase Inhibitors, Safety of 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, the publication is Journal of Medicinal Chemistry (2021), 64(12), 8142-8160, database is CAplus and MEDLINE.

Salt-inducible kinases (SIKs) are key metabolic regulators. The imbalance in SIK function is associated with the development of diverse cancers, including breast, gastric, and ovarian cancers. Chem. tools to clarify the roles of SIK in different diseases are, however, sparse and are generally characterized by poor kinome-wide selectivity. Here, we have adapted the pyrido[2,3-d]pyrimidin-7-one-based p21-activated kinase (PAK) inhibitor G-5555 for the targeting of SIK, by exploiting differences in the back-pocket region of these kinases. Optimization was supported by high-resolution crystal structures of G-5555 bound to the known off-targets, MST3 and MST4, leading to a chem. probe, MRIA9, with dual SIK/PAK activity and excellent selectivity over other kinases. Furthermore, we show that MRIA9 sensitizes ovarian cancer cells to treatment with the mitotic agent paclitaxel, confirming earlier data from genetic knockdown studies and suggesting a combination therapy with SIK inhibitors and paclitaxel for the treatment of paclitaxel-resistant ovarian cancer.

Journal of Medicinal Chemistry published new progress about 1936529-65-5. 1936529-65-5 belongs to piperidines, auxiliary class Immunology/Inflammation,SIK, name is 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one, and the molecular formula is C7H14N4, Safety of 3-(2-Chloro-6-methylphenyl)-7-((2-methoxy-4-(1-methylpiperidin-4-yl)phenyl)amino)-1-(5-methoxypyridin-2-yl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Chassagne, Pierre published the artcileConcise synthesis of di- and trisaccharides related to the O-antigens from Shigella flexneri serotypes 6 and 6a, based on late stage mono-O-acetylation and/or site-selective oxidation, Synthetic Route of 4972-31-0, the publication is Tetrahedron (2013), 69(48), 10337-10350, database is CAplus.

Shigella flexneri serotypes 6 and 6a are closely related bacteria causing Shigellosis in human. Their O-antigens are {(→4)-β-D-GalpA-(1→3)-β-D-GalpNAc-(1→2)-[3Ac/4Ac]-α-L-Rhap-(1→2)-α-L-Rhap-(1→)}_n acidic polysaccharides ({AB_AcCD}n), which only differ in the degree of O-acetylation. A concise synthesis of two disaccharides and four trisaccharides, representing portions and/or analogs of the O-antigens, is described. A protected intermediate compatible with late stage O-acetylation, and/or galactosyl to galacturonic acid conversion, was designed and assembled from trichloroacetimidate and thioglycoside donors tuned for high yielding glycosylation and excellent stereocontrol. The galacturonic moiety was efficiently introduced from galactose using a TEMPO/NaOCl/NaClO₂-based oxidation protocol optimized for full compatibility with sensitive moieties, such as allyl ethers and acetates. BC and ABC oligosaccharides are also portions of the O-antigen from Escherichia coli O147, which causes diarrhea in pigs.

Tetrahedron published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Synthetic Route of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Poehner, Ina published the artcileMultitarget, Selective Compound Design Yields Potent Inhibitors of a Kinetoplastid Pteridine Reductase 1, Recommanded Product: Piperidine-4-carboxamide, the publication is Journal of Medicinal Chemistry (2022), 65(13), 9011-9033, database is CAplus and MEDLINE.

The optimization of compounds with multiple targets is a difficult multidimensional problem in the drug discovery cycle. Here, we present a systematic, multidisciplinary approach to the development of selective antiparasitic compounds Computational fragment-based design of novel pteridine derivatives along with iterations of crystallog. structure determination allowed for the derivation of a structure-activity relationship for multitarget inhibition. The approach yielded compounds showing apparent picomolar inhibition of T. brucei pteridine reductase 1 (PTR1), nanomolar inhibition of L. major PTR1, and selective submicromolar inhibition of parasite dihydrofolate reductase (DHFR) vs. human DHFR. Moreover, by combining design for polypharmacol. with a property-based on-parasite optimization, we found three compounds that exhibited micromolar EC₅₀ values against T. brucei brucei while retaining their target inhibition. Our results provide a basis for the further development of pteridine-based compounds, and we expect our multitarget approach to be generally applicable to the design and optimization of anti-infective agents.

Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Recommanded Product: Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Yu, Jiaxin published the artcileHighly-efficient and stable MgCo₂O₄ spinel for bisphenol a removal by activating peroxymonosulfate via radical and non-radical pathways, Name: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2021), 421(Part_1), 129498, database is CAplus.

Nowadays, the limited catalytic efficiency, secondary pollution of metal leaching and stability decrease during reuse bring challenges to practical application of heterogeneous catalysts in sulfate radical-based advanced oxidation processes. Herein, MgCo₂O₄ spinel was synthesized through hydrothermal method and tested for its catalytic performance of activating PMS by using bisphenol A (BPA) as the target pollutant. MgCo₂O₄/PMS system can degrade 99.6% BPA efficiently at pH 7.2 within 10 min. The morphol. and physicochem. properties of MgCo₂O₄ were characterized by SEM (SEM), transmission electron microscopy (TEM), and X-ray diffraction (XRD). Unlike conventional PMS activation, radical and non-radical pathways were identified through utilizing XPS, ESR (EPR), and radical quenching experiments Tetrahedral Mg²⁺ might make MgCo₂O₄ more stable and promote the Co²⁺/Co³⁺ redox, which dominated the catalytic ability of MgCo₂O₄. MgCo₂O₄ spinel is efficient, stable, low-cost, and simple to synthesize, leading to BPA degradation via both radical and non-radical pathways. This research would extend the mechanism and potential application of spinel catalysis in water treatment.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C26H41N5O7S, Name: 2,2,6,6-Tetramethylpiperidin-4-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Li, Jingjing published the artcileFe/HZSM-5 catalyzed liquefaction of cellulose assisted by glycerol, Safety of Piperidine-4-carboxamide, the publication is Catalysis Communications (2021), 106268, database is CAplus.

Fe/HZSM-5 catalyst was prepared by the impregnation method and employed for the liquefaction of cellulose at 350°C for 30 min. Iron changed the surface acidity of HZSM-5 and provided stronger acid sites. Fe/HZSM-5 improved the yield of bio-oil, and the coke formation was inhibited compared to HZSM-5 alone. The presence of glycerol and Fe/HZSM-5 promoted both the hydrodeoxygenation (HDO) and aromatization reactions. Ketones yields decreased from 29% to 7%, and the content of aromatics and furans increased significantly. The possible hydrogen supply mechanism of glycerol and the route of cellulose liquefaction were proposed.

Catalysis Communications published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Safety of Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Diao, Zeng-Hui published the artcileInsights on the nitrate reduction and norfloxacin oxidation over a novel nanoscale zero valent iron particle: Reactivity, products, and mechanism, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Science of the Total Environment (2019), 541-549, database is CAplus and MEDLINE.

Herein, the application of a novel acid mine drainage-based nanoscale zero valent iron (AMD-based nZVI) for the remediation of nitrate and norfloxacin (NOR) was studied. Exptl. results indicated that the catalytic reactivity of AMD-based nZVI toward nitrate reduction was superior to that of iron salt-based nanoscale zero valent iron (Iron salt-based nZVI). The presence of ultrasound irradiation could significantly enhance the reactivity toward both the nitrate reduction and NOR oxidation processes. The optimal efficiencies of nitrate and NOR by AMD-based nZVI/US process could be kept 96 and 94% within 120 min, resp. Ammonia was identified as a major product in nitrate reduction process, while three oxidation products were observed in NOR degradation process. Both reduction reaction of nitrate from AMD-based nZVI and oxidation reaction of NOR from US-assisted Fenton system might be involved in AMD-based nZVI/US process. The AMD-based nZVI/US process showed a better performance on the removal of NOR compared with that of nitrate. The findings of the present work could be as a guide and show that AMD-based nZVI/US process is feasible for the remediation of both nitrate and NOR in real wastewater.

Science of the Total Environment published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Nicolaou, K. C. published the artcileSynthesis and Biological Investigation of Δ¹²-Prostaglandin J₃ (Δ¹²-PGJ₃) Analogues and Related Compounds, Synthetic Route of 219543-09-6, the publication is Journal of the American Chemical Society (2016), 138(20), 6550-6560, database is CAplus and MEDLINE.

A series of Δ¹²-prostaglandin J₃ (Δ¹²-PGJ₃) analogs and derivatives were synthesized employing an array of synthetic strategies developed specifically to render them readily available for biol. investigations. The synthesized compounds were evaluated for their cytotoxicity against a number of cancer cell lines, revealing nanomolar potencies for a number of them against certain cancer cell lines. Four analogs (I–IV) demonstrated inhibition of nuclear export through a covalent addition at Cys528 of the export receptor Crm1. One of these compounds (i.e., II) is currently under evaluation as a potential drug candidate for the treatment of certain types of cancer. These studies culminated in useful and path-pointing structure-activity relationships (SARs) that provide guidance for further improvements in the biol./pharmacol. profiles of compounds within this class.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Synthetic Route of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Wohl, A. published the artcileArecolone and N-methyl-ω-amina-β-pipecoline, Recommanded Product: (1-Methylpiperidin-3-yl)methanamine, the publication is Justus Liebigs Annalen der Chemie (1924), 139-49, database is CAplus.

Condensation of (EtO)₂CHCH₂CH₂NH₂ and HCHO gives an anhydro-base, [CH₂:NCH₂CH₂CH(OEt)₂]_n, oil which decomposes on distilling in vacuo and reduces Fehling solution and NH₄OH-AgNO₃. A modification of Blaise and Maire’s method for CH₂:CHAc (C. A. 2, 1824) is given, the yields being 25-35%. The residue, treated with AcCl, gives the compound, C₉H₁₄O₅, m. 85°. CH₂: CHAc does not appear to condense with (EtO)₂CHCH₂NH₂ to give a definite compound With (EtO)₂CHCH₂CH₂NHMe, there results the compound, (EtO)₂CHCH₂CH₂NMeCH₂CH₂Ac, light yellow oil, which cannot be distd, in vacuum but with concentrated HCl in a cooling mixture it yields 40-60% of the HCl salt, m. 204°, of arecolone (N-methyl-Δ³-tetrahydropyridine β-Me ketone), light yellow oil, b_0.01 80-2°, reduces acid KMnO₄ in the cold. HBr salt, m. 223°. Semicarbazone, m. 219° (decomposition); HCl salt, m. 233°. Arecaidine aldehyde oxime, m. 130°. Reduction with Na-Hg gives 50% of N-methyl-ω-amino-β-pipecoline, b₁₂ 116-8°; Bz derivative, m. 161-2°.

Justus Liebigs Annalen der Chemie published new progress about 14613-37-7. 14613-37-7 belongs to piperidines, auxiliary class Piperidine,Amine, name is (1-Methylpiperidin-3-yl)methanamine, and the molecular formula is C18H35NO, Recommanded Product: (1-Methylpiperidin-3-yl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Qiu, Joseph C. published the artcileSelective Oxoammonium Salt Oxidations of Alcohols to Aldehydes and Aldehydes to Carboxylic Acids [Erratum to document cited in CA156:073637], HPLC of Formula: 219543-09-6, the publication is Organic Letters (2012), 14(15), 4034, database is CAplus.

On page S3 of the Supporting Information, describing the General Procedure for the Oxidation of Alcs. to Carboxylic Acids, the oxidant itself and the amount of oxidant were omitted; the correct version of the Supporting Information is given.

Organic Letters published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, HPLC of Formula: 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Qiu, Joseph C. published the artcileSelective Oxoammonium Salt Oxidations of Alcohols to Aldehydes and Aldehydes to Carboxylic Acids, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Organic Letters (2012), 14(1), 350-353, database is CAplus and MEDLINE.

The oxidation of alcs. to aldehydes using stoichiometric 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (I) in CH₂Cl₂ at room temperature is a highly selective process favoring reaction at the carbinol center best able to accommodate a pos. charge. The oxidation of aldehydes to carboxylic acids by I in wet acetonitrile is also selective; the rate of the process correlates with the concentration of aldehyde hydrate. A convenient and high yield method for oxidation of alcs. directly to carboxylic acids has been developed.

Organic Letters published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem