September 20, 2022 | Heterocyclic Building Blocks-piperidine

Liu, Yang team published research on Environmental Pollution (Oxford, United Kingdom) in 2019 | 2403-88-5

2403-88-5, 2,2,6,6-Tetramethyl-4-piperidinol(TEMPO) is a useful research compound. Its molecular formula is C9H19NO and its molecular weight is 157.25 g/mol. The purity is usually 95%.
TEMPO is an intermediate used in the preparation of Piperidinyloxy free radical derivatives.
TEMPO is an organic compound that acts as a radical scavenger. It is stable in the presence of water and air and can be used for the inhibition of bacterial growth. TEMPO reacts with reactive intermediates to form non-reactive substances and terminate chain reactions. This process is optimal at temperatures between 0°C and 40°C and pH values between 3.5 and 7.5. TEMPO has been shown to inhibit the growth of bacteria by reacting with reactive molecules such as amines, chlorides, or low energy radicals in aqueous solution. TEMPO also has genotoxic activity that inhibits DNA synthesis in bacterial cells through oxidation of guanine residues on DNA molecules., Reference of 2403-88-5

Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst: C5H5N + 3 H2 → C5H10NH. 2403-88-5, formula is C9H19NO, Name is 2,2,6,6-Tetramethyl-4-piperidinol. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol. Reference of 2403-88-5.

Liu, Yang;Guo, Hongguang;Zhang, Yongli;Cheng, Xin;Zhou, Peng;Wang, Jingquan;Li, Wei research published 《 Fe@C carbonized resin for peroxymonosulfate activation and bisphenol S degradation》, the research content is summarized as follows. Aiming at realizing heavy metal recycling and resource utilization, a carbon-based iron catalyst (Fe@C) was synthesized through a resin carbonization method, and adopted for peroxymonosulfate (PMS) activation to remove bisphenol S (BPS), an emerging aquatic contaminant. This study demonstrated that Fe@C exhibited excellent catalytic potential for BPS degradation with a relatively low activation energy (E_a = 29.90 kJ/mol). Kinetic factors affecting the activation performance were thoroughly investigated. The obtained results indicated that Fe@C composite exhibited the superior uniformity with carbon as the framework and granular iron oxide as the coverage. pH increase could cause the inhibitive effect on BPS degradation, while the increasing catalyst loading (0.05-0.5 g/L) was conducive for the catalytic performance of Fe@C, with an optimal PMS concentration at 1.0 mM. A neg. influence on BPS degradation was obtained in the presence of SO^2-₄, HCO^–₃ and lower concentration of Cl^– (0-20 mM), compared to the promotion at higher concentration of Cl^– (>50 mM). Based on the ESR (ESR) monitoring and radical scavenging results, it is demonstrated that singlet oxygen, a non-radical species, emerged together with ·SO^–₄ and ·OH for BPS degradation A three-channel catalytic mechanism was verified through typical characterizations. Furthermore, the degradation pathway of BPS was proposed based on the identified intermediates. This novel carbon-based activator for PMS showed notable potential for the waste resin recycling and water decontamination. A novel Fe-based activator carbonized from a saturated resin exhibits excellent performance for Bisphenol S degradation with activated peroxymonosulfate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Liu team published research on Journal of Medicinal Chemistry in 2021 | 5382-16-1

Name: 4-Piperidinol, 4-Hydroxypiperidine is a molecule with a carbonyl group. It is the most active and selective CCR5 receptor antagonist that has been studied to date. 4-Hydroxypiperidine inhibits HIV infection by preventing the binding of HIV to its receptor on the surface of white blood cells, thereby preventing it from entering these cells. 4-Hydroxypiperidine also acts as an anti-inflammatory agent in chronic bronchitis patients, due to its ability to inhibit prostaglandin synthesis. The chemical ionization mass spectra of this molecule show peaks for methyl ethyl, malic acid, and hydroxyl groups. These properties make 4-hydroxypiperidine a useful candidate for drug development against inflammatory diseases and several cancers.
The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H receptor., 5382-16-1.

Piperidine the name comes from the genus name Piper, which is the Latin word for pepper. 5382-16-1, formula is C5H11NO, Name is 4-Piperidinol. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring solenopsins. Name: 4-Piperidinol.

Liu, Liu;Yao, Zhiying;Wang, Shijun;Xie, Tao;Wu, Guoqing;Zhang, Honghan;Zhang, Pu;Wu, Yaojun;Yuan, Haoliang;Sun, Hongbin research published 《 Syntheses, Biological Evaluations, and Mechanistic Studies of Benzo[c][1,2,5]oxadiazole Derivatives as Potent PD-L1 Inhibitors with In Vivo Antitumor Activity》, the research content is summarized as follows. A series of novel benzo[c][1,2,5]oxadiazole derivatives were designed, synthesized, and biol. evaluated as inhibitors of PD-L1. Among them, compound I [R = H] exhibited 1.8 nM IC₅₀ value in a homogeneous time-resolved fluorescence (HTRF) assay, which was 20-fold more potent than the lead compound BMS-1016 (II). In the surface plasmon resonance (SPR) assay, compound I [R = H] bound to human PD-L1 (hPD-L1) with a K_D value of 3.34 nM, without showing any binding to hPD-1. In the cell-based coculture assay, compound I [R = H] blocked PD-1/PD-L1 interaction with an EC₅₀ value of 375 nM, while BMS-1016 had an EC₅₀ value of 2075 nM. Moreover, compound I [R = Et] , an ester prodrug of compound I [R = H], was orally bioavailable and displayed significant antitumor effects in tumor models of syngeneic and PD-L1 humanized mice. Mechanistically, compound I [R = Et] exhibited significant in vivo antitumor effects probably through promoting antitumor immunity. Together, this series of benzoxadiazole PD-L1 inhibitors holds promise for tumor immunotherapy. Preclin. trials with selected compounds are ongoing in our laboratory

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Jiayun team published research on Separation and Purification Technology in 2021 | 2403-88-5

Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist 2403-88-5, formula is C9H19NO, Name is 2,2,6,6-Tetramethyl-4-piperidinol. Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Name: 2,2,6,6-Tetramethyl-4-piperidinol.

Liu, Jiayun;Li, Zhilin;Wang, Min;Jin, Chongyue;Kang, Jin;Tang, Yiwu;Li, Siyan research published 《 Eu₂O₃/Co₃O₄ nanosheets for levofloxacin removal via peroxymonosulfate activation: Performance, mechanism and degradation pathway》, the research content is summarized as follows. In this study, Eu₂O₃/Co₃O₄ nanosheets (NSs) were successfully synthesized and employed to degrade levofloxacin (LVX) via peroxymonosulfate (PMS) activation. Owing to the enhanced transfer efficiency of Co²⁺/Co³⁺ and more adsorbed oxygen, the obtained Eu₂O₃/Co₃O₄ NSs displayed better catalytic performance for PMS activation toward LVX degradation than pure Co₃O₄. The Eu₂O₃/Co₃O₄ NSs can remove 97.93% of LVX only in 6 min via activating PMS, with a reaction rate constant (0.2346 min-1) , which was 2.3 folds of single Co₃O₄ NSs (0.1003 min^-1). Besides, Eu₂O₃/Co₃O₄ exhibited good catalytic performance in presence of different inorganic anions, satisfactory stability and reusability. Singlet oxygen (¹O₂), hydroxyl radical (·OH), sulfate radical (SO₄^·-) and superoxide radical (·O₂^–) contributed to LVX degradation and ¹O₂ played the most key role. In addition, based on the ROSs and LVX degradation intermediates, the possible mechanism and degradation pathways of LVX were further cleared in detail. This work can provide a reference for the eco-friendly and facile preparation strategy of efficient and stable catalysts for rapid and efficient removal of recalcitrant pollutants.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Hui-Yuan team published research on Organic Letters in 2020 | 84358-13-4

Application of C11H19NO4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

N-Boc-isonipecotic acid is a potent antitumor agent that has been clinically shown to be effective against leukemia and lymphoma. It has potent antibacterial activity against Gram-positive bacteria such as Staphylococcus aureus and Streptococcus pyogenes. N-Boc-isonipecotic acid binds to the gyrase enzyme, which is used by these bacteria to maintain the integrity of their DNA, inhibiting protein synthesis and cell division. This drug also has anti-inflammatory properties. N-Boc-isonipecotic acid inhibits prostaglandin synthesis in cells, which may be due to its ability to inhibit the production of tumor necrosis factor α (TNFα) in macrophages., 84358-13-4.

Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. It is a colorless liquid with an odor described as objectionable, and typical of amines. Application of C11H19NO4.

Liu, Hui-Yuan;Lu, Yuan;Li, Yang;Li, Jin-Heng research published 《 Photocatalytic Decarboxylative [2 + 2 + m] Cyclization of 1,7-Enynes Mediated by Tricyclohexylphosphine and Potassium Iodide》, the research content is summarized as follows. A novel photocatalytic decarboxylative [2 + 2 + m] cyclization of 1,7-enynes [N-(o-alkynylphenyl)acrylamides] with alkyl N-hydroxyphthalimide (NHP) esters, using tricyclohexylphosphine (PCy₃) and potassium iodide as redox catalysts, is reported for the construction of functional polycyclic compounds such as phenanthridinone I and fused quinolinones such as II (with the formed ring system dependent on the presence or absence of α-hydrogen atoms in the N-acyloxyphthalimide). This protocol tolerates primary, secondary, and tertiary alkyl NHP esters through a single reaction via decarbonylation, radical addition, C-H functionalization, and cyclization under mild conditions.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Can team published research on Organic Chemistry Frontiers in 2021 | 84358-13-4

84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. SDS of cas: 84358-13-4.

Liu, Can;Shen, Ni;Shang, Rui research published 《 Photocatalytic decarboxylative alkylation of silyl enol ether and enamide with N-(acyloxy)phthalimide using ammonium iodide》, the research content is summarized as follows. Enamides and silyl enol ethers were alkylated to deliver products of N-acyl imines and ketones in the presence of a catalytic amount of N-tetrabutylammonium iodide (TBAI) under irradiation with purple light-emitting diodes (427 nm) at room temperature A broad scope of tertiary, secondary, and primary alkylation products was achieved with good yields and tolerance of a variety of functional groups. The reactions proceed through the photoactivation of a transiently assembled electron donor-acceptor complex formed between iodide and N-(acyloxy)phthalimide to generate alkyl radicals. The simplicity and low-cost nature of these methods without using metal catalysts demonstrate the practicality of the use of alkyl carboxylates as alkyl sources in organic synthesis.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Zheng team published research on Bioorganic & Medicinal Chemistry in 2021 | 5382-16-1

HPLC of Formula: 5382-16-1, 4-Hydroxypiperidine is a molecule with a carbonyl group. It is the most active and selective CCR5 receptor antagonist that has been studied to date. 4-Hydroxypiperidine inhibits HIV infection by preventing the binding of HIV to its receptor on the surface of white blood cells, thereby preventing it from entering these cells. 4-Hydroxypiperidine also acts as an anti-inflammatory agent in chronic bronchitis patients, due to its ability to inhibit prostaglandin synthesis. The chemical ionization mass spectra of this molecule show peaks for methyl ethyl, malic acid, and hydroxyl groups. These properties make 4-hydroxypiperidine a useful candidate for drug development against inflammatory diseases and several cancers.
The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H receptor., 5382-16-1.

Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst: C5H5N + 3 H2 → C5H10NH. 5382-16-1, formula is C5H11NO, Name is 4-Piperidinol. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol. HPLC of Formula: 5382-16-1.

Li, Zheng;Guo, Ming;Cao, Meng;Zhao, Tianming;Li, Mingzhu;Zhai, Xin research published 《 Discovery and antitumor activity of Benzo[d]imidazol-containing 2,4-diarylaminopyrimidine analogues as ALK inhibitors with mutation-combating effects》, the research content is summarized as follows. To address drug resistance caused by ALK kinase mutations, a series of novel 2,4-diarylaminopyrimidine (DAAP) analogs were designed by incorporating 1H-benzo[d]imidazol motif onto the maternal framework. All compounds were efficiently synthesized and antiproliferative activities against Karpas299, H2228 and A549 cell lines were evaluated by MTT assay. Delightly, the most promising derivative H-11 was detected with IC50 values of 0.016μM and 0.099μM against ALK- pos. Karpas299 and H2228 cells. Meanwhile, H-11 displayed encouraging enzymic inhibitory potency with IC50 values of 2.7 nM, 3.8 nM and 5.7 nM toward ALKWT, ALKL1196M and ALKG1202R, resp. Ultimately, the binding modes of optimal H-11 with ALK wild-type and mutants were ideally established which further confirmed the structural basis in accordance with the SARs anal.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Zhan team published research on Nature Communications in 2020 | 84358-13-4

Synthetic Route of 84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Li, Zhan;Wang, Ke-Feng;Zhao, Xin;Ti, Huihui;Liu, Xu-Ge;Wang, Honggen research published 《 Manganese-mediated reductive functionalization of activated aliphatic acids and primary amines》, the research content is summarized as follows. In this work, a Mn-mediated reductive decarboxylative/deaminative functionalization of activated aliphatic acids and primary amines was disclosed. A series of C-X (X = S, Se, Te, H, P) and C-C bonds were efficiently constructed under simple and mild reaction conditions. The protocol was applicable to the late-stage modification of some structurally complex natural products or drugs. Preliminary mechanistic studies suggest the involvement of radicals in the reaction pathway.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Xuemei team published research on European Journal of Medicinal Chemistry in 2021 | 84358-13-4

Li, Xuemei;Hong, Duidui;Zhang, Mengmeng;Xu, Lei;Zhou, Yubo;Li, Jia;Liu, Tao research published 《 Development of peptide epoxyketones as selective immunoproteasome inhibitors》, the research content is summarized as follows. A series of epoxyketone analogs with varying N-caps and P3-configurations were designed, synthesized and evaluated. We found that D-Ala in P3 was crucial for β5i selectivity over β5c. Notably, compounds (I) (R¹ = II) (β5i IC₅₀ = 26.0 nM, 25-fold selectivity) and I (r¹ = III) (β5i IC₅₀ = 25.1 nM, 24-fold selectivity) with the D-configuration at P3 were the most selective inhibitors. Although I (R¹ = II and III) showed only moderate anti-proliferative activity against RPMI-8226 and MM.1S cell lines, based on our experiments, it indicates that the inhibition of β5i alone is not sufficient to exert anticancer effects and may rely on the complementary inhibition of β1i, β5c and β5i. These data further increase our understanding of immunoproteasome inhibitors in hematol. malignancies.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Xiaoying team published research on Chemical Engineering Journal (Amsterdam, Netherlands) in 2022 | 2403-88-5

Recommanded Product: 2,2,6,6-Tetramethyl-4-piperidinol, 2,2,6,6-Tetramethyl-4-piperidinol(TEMPO) is a useful research compound. Its molecular formula is C9H19NO and its molecular weight is 157.25 g/mol. The purity is usually 95%.
TEMPO is an intermediate used in the preparation of Piperidinyloxy free radical derivatives.
TEMPO is an organic compound that acts as a radical scavenger. It is stable in the presence of water and air and can be used for the inhibition of bacterial growth. TEMPO reacts with reactive intermediates to form non-reactive substances and terminate chain reactions. This process is optimal at temperatures between 0°C and 40°C and pH values between 3.5 and 7.5. TEMPO has been shown to inhibit the growth of bacteria by reacting with reactive molecules such as amines, chlorides, or low energy radicals in aqueous solution. TEMPO also has genotoxic activity that inhibits DNA synthesis in bacterial cells through oxidation of guanine residues on DNA molecules., 2403-88-5.

Li, Xiaoying;Yu, Zhou;Chen, Qincheng;Wang, Chen;Ma, Li;Shen, Guoqing research published 《 Kill three birds with one stone: Iron-doped graphitic biochar from biogas residues for ammonium persulfate activation to simultaneously degrade benzo[a]pyrene and improve lettuce growth》, the research content is summarized as follows. A graphitized magnetic biochar material, Fe-impregnated biochar (FBC), was synthesized using biogas residue, a product of food waste after anaerobic fermentation The FBC coupled with ammonium persulfate (APS) exhibited excellent performance in the catalytic degradation of benzo[a]pyrene (BaP), a pentacyclic polycyclic aromatic hydrocarbon (PAH). In the FBC-APS system, the pyrolysis temperature of biochar, the initial pH, and the FBC and APS dosages were all influencing factors for Bap degradation The FBC at the pyrolysis temperature of 700°C performed the best catalytic performance, and FBC-APS efficiently degraded BaP at a wide pH range of 3-11. Results from quenching experiments, ESR measurement, and electrochem. anal. were used as the basis to propose the possible degradation mechanisms of BaP by FBC-APS, including the radical and non-radical pathways. The radical-induced oxidation was attained by SO^·-₄ and O^·-₂. The non-radical pathway involved two aspects, one contributed by ¹O₂ and the other achieved through electron transfer. Five BaP intermediates were tentatively determined Finally, FBC-APS was applied to BaP-polluted soil, and the overall degradation rate reached 91.7% after 72 h. Lettuce growth experiment showed that FBC-APS enhanced soil nitrogen and potassium availability and lettuce growth. In summary, FBC-APS application to soil can degrade BaP, improve the manurial effect, and solve environmental problems brought by biogas residues, i.e., killing three birds with one stone.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Xiang team published research on Chemosphere in 2022 | 2403-88-5

Quality Control of 2403-88-5, 2,2,6,6-Tetramethyl-4-piperidinol(TEMPO) is a useful research compound. Its molecular formula is C9H19NO and its molecular weight is 157.25 g/mol. The purity is usually 95%.
TEMPO is an intermediate used in the preparation of Piperidinyloxy free radical derivatives.
TEMPO is an organic compound that acts as a radical scavenger. It is stable in the presence of water and air and can be used for the inhibition of bacterial growth. TEMPO reacts with reactive intermediates to form non-reactive substances and terminate chain reactions. This process is optimal at temperatures between 0°C and 40°C and pH values between 3.5 and 7.5. TEMPO has been shown to inhibit the growth of bacteria by reacting with reactive molecules such as amines, chlorides, or low energy radicals in aqueous solution. TEMPO also has genotoxic activity that inhibits DNA synthesis in bacterial cells through oxidation of guanine residues on DNA molecules., 2403-88-5.

Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). 2403-88-5, formula is C9H19NO, Name is 2,2,6,6-Tetramethyl-4-piperidinol. It is a colorless liquid with an odor described as objectionable, and typical of amines. Quality Control of 2403-88-5.

Li, Xiang;Zhang, Jiajia;Qin, Yang;Zhang, Xingli;Zou, Wei;Ding, Linjie;Zhou, Minghua research published 《 Enhanced removal of organic contaminants by novel iron-carbon and premagnetization: Performance and enhancement mechanism》, the research content is summarized as follows. Iron-carbon (Fe-C) microelectrolysis has attracted considerable attention in wastewater treatment due to its excellent ability to remove contaminants. Herein, novel Fe-C granules were synthesized by simple calcination method for removing organic contaminations, and a cost-effective and environmentally friendly method, namely pre-magnetization, was used to improve the micro-electrolysis performance of Fe-C. Batch experiments proved that premagnetized iron-carbon (pre-Fe-C) could significantly improve the removal of methyl orange (MO) at different Fe-C mass ratios (1:2-2:1), material dosages (1.0-2.5 g/L), initial pH values (3.0-5.0), and MO concentrations (10.0-50.0 mg/L). Electrochem. anal. showed that premagnetization could increase the c.d. and reduce the charge transfer resistance of the microelectrolysis system, making Fe-C more susceptible to electrochem. corrosion. Characterizations confirmed that the corrosion products of the materials included FeO, Fe₂O3, and Fe₃O₄, and more corrosion products were formed in the pre-Fe-C system. Radical quenching experiments and ESR spectroscopy verified that •OH, ¹O₂, and O₂^-• were all involved in pollutant removal, and premagnetization could promote the generation of more reactive oxygen species. Overall, the pre-Fe-C process could effectively remove various organic pollutants, exhibit good adaptability to complex water environments, and hold potential for industrial applications.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem