Heterocyclic Building Blocks-piperidine

Beuchel, Andreas published the artcileStructure-Activity Relationship of Anti-Mycobacterium abscessus Piperidine-4-carboxamides, a New Class of NBTI DNA Gyrase Inhibitors, COA of Formula: C6H12N2O, the publication is ACS Medicinal Chemistry Letters (2022), 13(3), 417-427, database is CAplus and MEDLINE.

Mycobacterium abscessus causes difficult-to-cure pulmonary infections. The bacterium is resistant to most anti-infective agents, including first line antituberculosis (anti-TB) drugs. MMV688844 (844) is a piperidine-4-carboxamide (P4C) with bactericidal properties against M. abscessus. We recently identified DNA gyrase as the mol. target of 844. Here, we present in silico docking and genetic evidence suggesting that P4Cs display a similar binding mode to DNA gyrase as gepotidacin. Gepotidacin is a member of the Novel Bacterial Topoisomerase Inhibitors (NBTIs), a new class of nonfluoroquinolone DNA gyrase poisons. Thus, our work suggests that P4Cs present a novel structural subclass of NBTI. We describe structure-activity relationship studies of 844 leading to analogs showing increased antibacterial activity. Selected derivatives were tested for their inhibitory activity against recombinant M. abscessus DNA gyrase. Further optimization of the lead structures led to improved stability in mouse plasma and increased oral bioavailability.

ACS Medicinal Chemistry Letters 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, COA of Formula: C6H12N2O.

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

Reynaud, Pierre published the artcileO-Dialkylaminoalkyl thioesters, analogs of adiphenine and related esters, Recommanded Product: 1-Ethylpiperidin-3-ol, the publication is European Journal of Medicinal Chemistry (1975), 10(3), 262-7, database is CAplus.

Imidates RCR1R2C(:NH)OEt [R = Ph, Pr; R1 = Ph, cyclopentyl, Pr; R2 = H; R1R2 = (CH2)4] reacted with H2S to give RCR1R2C(S)OEt; and transesterification of the latter yields eight resp. RCR1R2C(S)OR3 [R3 = CH2CH2NEt2, CH2CH2NMe2, 2-(1-piperidinyl)ethyl, 1-ethyl-3-piperidinyl], which demonstrated spasmolytic activity and were effective against induced tremor.

European Journal of Medicinal Chemistry published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Recommanded Product: 1-Ethylpiperidin-3-ol.

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

Dong, Xiongbo published the artcileDiatomite supported hierarchical 2D CoNi₃O₄ nanoribbons as highly efficient peroxymonosulfate catalyst for atrazine degradation, SDS of cas: 826-36-8, the publication is Applied Catalysis, B: Environmental (2020), 118971, database is CAplus.

Reactive oxygen radicals generated by peroxymonosulfate (PMS) activation exhibit great potential to treat refractory pollutants of emerging concern; however, mass production of efficient, cost-effective catalysts for PMS activation is a long-term goal for its widespread practical application. A CoNi₃O₄/diatomite hybrid was prepared via vertically oriented growth of two dimensional (2D) CoNi₃O₄ nanoribbons of at. layer-thickness on a cost-effective diatomite template. Distinct from stacked CoNi₃O₄, the CoNi₃O₄/diatomite composite has abundant exposed edges, sharp corners, and open diffusion channels. Abundant exposed edges and sharp corners create more open space and active sites for PMS activation. Open diffusion channels accelerate PMS and pollutants migration. Such properties provide CoNi₃O₄/diatomite hybrid excellent PMS activation efficiency. Sulfate radical played the dominant role in atrazine degradation, and superoxide radical contributed to reversible redox cycle of Co²⁺/Co³⁺ and Ni²⁺/Ni³⁺. This work provided a strategy for cost-effective mass production of Fenton-like 2D catalysts.

Applied Catalysis, B: Environmental 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, SDS of cas: 826-36-8.

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

del Pozo, Cristina published the artcileConverting coffee silverskin to value-added products by a slow pyrolysis-based biorefinery process, Name: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Fuel Processing Technology (2021), 106708, database is CAplus.

This work aims to transform coffee silverskin (CSS), the only waste from the coffee roasting process, that worldwide amounts to about 76 million kg/yr, into value-added products within an integrated slow pyrolysis process. The study, performed at 280°C, 400°C and 500°C, determined the potential applications of the resulting fractions. Biochar has been studied as an adsorbent of organic pollutants in water, using methylene blue (MB) and methyl orange (MO), which are resp. cationic and anionic aromatic dyes, as model compounds, and with 400°C biochar giving the highest removal values, at 98% with MB and 40% with MO. Moreover, CSS biochar could be used to obtain renewable energy from its combustion, with 22.6-24.2 MJ/kg calorific values. The liquid fraction could be a potential source of caffeine, among phenolics, with 400°C aqueous phase presenting the highest concentration of caffeine (14.3 g/L). Concerning the gas fraction, it could be used to obtain heat for biomass drying before pyrolysis. Hence, use of the pyrolysis products as described would allow zero-waste to be achieved in the coffee roasting industry, thus promoting the green and circular economy and production of green chems. and materials in a biorefinery context.

Fuel Processing Technology 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, Name: 2,2,6,6-Tetramethylpiperidin-4-one.

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

Mukherjee, Chinmoy published the artcileSynthesis and Immunological Screening of β-Linked Mono- and Divalent Mannosides, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is European Journal of Organic Chemistry (2012), 2012(15), 2957-2968, database is CAplus.

Three different β-linked divalent mannosides, along with their corresponding monovalent counterparts, have been designed and chem. synthesized by coupling the corresponding propargyl (propargyl alc. in the case of the monovalent compounds) and 2-azidoethyl glycosides by using an efficient click chem. protocol. Crich’s β-mannosylation methodol. was applied to the construction of the β-mannosidic linkages. All the glycosylation reactions gave moderate-to-good yields with high selectivities. A competitive inhibition ELISA was performed to determine the inhibition, by the synthesized mannosides, of specific human IgG binding to low-mol.-weight Candida albicans mannan; moderate inhibition capacity was observed for some of the compounds

European Journal of Organic Chemistry 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, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

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

Torre, Beatriz G. published the artcileRefractive index: The ultimate tool for real-time monitoring of solid-phase peptide synthesis. Greening the process, Computed Properties of 35661-58-6, the publication is Organic Process Research & Development (2021), 25(4), 1047-1053, database is CAplus.

Peptides are the basis of many drugs currently on the market and of more in advanced studies. Most peptides are synthesized using solid-phase peptide synthesis (SPPS). A characteristic of this strategy is that synthetic intermediates are not isolated. In this context, the development of a real-time monitoring method would assure an optimal synthetic process. The refractive index (RI) of a liquid provides key information about its phys. properties and the composition of any solution Here, we provide the first demonstration that the RI is a process anal. tool (PAT) suitable for the real-time monitoring of SPPS. This strategy comprises three steps: coupling, deprotection, and washes, which can be monitored online by refractometry. Given that monitoring capacity helps in the determination of the endpoint of the reactions and the optimization of all synthetic steps, it has a direct impact on the consumption of reagents, solvents, and time, thereby contributing to greener SPPS.

Organic Process Research & Development published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C13H10O3, Computed Properties of 35661-58-6.

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

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