Heterocyclic Building Blocks-piperidine

In 2022,Zeng, Minghao; Liu, Wenqi; Guo, Haikun; Li, Tingting; Li, Qijia; Zhao, Chengji; Li, Xiaojin; Li, Haolong published an article in ACS Applied Energy Materials. The title of the article was 《Polyoxometalate-Cross-Linked Proton Exchange Membranes with Post-Assembled Nanostructures for High-Temperature Proton Conduction》.Safety of 1-Methyl-4-piperidone The author mentioned the following in the article:

High-temperature proton exchange membranes (HT-PEMs) are key components in high-temperature energy storage and conversion technologies, which require excellent proton conductivity and mech. strength. However, it is difficult for HT-PEMs to balance their mech. and conductive properties. Here, we present a strategy to prepare HT-PEMs based on the combination of polyoxometalate (POM)-dominated noncovalent crosslinking and H3PO4 (PA)-induced post-assembly. Hybrid membranes containing polyvinylpyrrolidone (PVP), poly(terphenyl piperidine) (PTP), and H3PW12O40 (PW) are prepared, where the polymers are electrostatically cross-linked by PW and maintain certain mobility. When the membranes adsorb PA, the polarity difference between the PVP-PW-PA moieties and the PTP-PW-PA moieties increases, causing the chains to rearrange into bicontinuous structures via a post-assembly process. The resultant membranes show a break strength over 7 MPa and a proton conductivity of ~55 mS cm-1 at 160°C. The high-temperature supercapacitors based on such membranes exhibit a specific capacitance of 145.4 F g-1 and a capacitance retention of 80% after 3000 charge-discharge cycles at 150°C. Their H2/air fuel cells display a peak power of 273.6 mW cm-2 at 160°C. This work provides a paradigm for using POMs as dynamic cross-linkers to fabricate nanostructured PEMs, which paves a feasible route to developing high-performance electrolyte materials. The experimental process involved the reaction of 1-Methyl-4-piperidone(cas: 1445-73-4Safety of 1-Methyl-4-piperidone)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Safety of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Yang, Chaofu; Sun, Xianyu; Li, Zhan; Cheng, Yunyun; Lei, Yu; Lu, Liang; Liu, Xuan; Zhuang, Xiaomei; Wang, Tao; He, Xinhua published an article in Journal of Molecular Structure. The title of the article was 《The effect of benzenesulfonamide′s side chains on their human carbonic anhydrase I/II inhibitory activities》.Category: piperidines The author mentioned the following in the article:

Benzenesulfonamides are well-known potent carbonic anhydrase inhibitors (CAIs). They are usually composed of benzenesulfonamide heads and hydrophobic side chain tails. However, hydrophobic side chain tails contribute to poor water solubility, which is a major challenge in the development of CAIs. Herein, to elaborate whether benzenesulfonamides with hydrophilic/hydrophobic tails are effective against carbonic anhydrases (CAs), 12 benzenesulfonamides containing hydrophilic tails and 16 benzenesulfonamides containing hydrophobic tails were designed and synthesized. Benzenesulfonamides with hydrophilic tails including 4b, 4c, and 5b and benzenesulfonamides with hydrophobic tails including 2e, 4b, and 4c are potent carbonic anhydrase I/II dual inhibitors whose Ki to CA I and CA II were below 10 nM, and below 50 nM, resp. However, the water solubility of 4b, 4c, and 5b was 52, 148, and 71 mg/100 g of water, resp., which is much better than that of benzenesulfonamides with hydrophobic tails. In a hypoxic mouse model, compounds 4c and 5b extended the survival of mice by 34.46% and 28.23%, resp., compared to the blank control. Treatment with 4c and 5b extended survival better than acetazolamide treatment did (16.86%). Moreover, 5b also has better anti-convulsant effect than AAZ. Mol. docking anal. demonstrated that hydrogen bonds between the oxygen atoms in the hydrophilic tails of 4b, 4c, and 5b and H2O in hCA I and hCA II protein facilitated ligand-receptor binding. Therefore, considering the good water solubility and potent CA I/II inhibition, 4c and 5b are worth exploring as therapeutic options for acute mountain sickness. In conclusion, benzenesulfonamides containing hydrophilic tails could offer innovative opportunities for potent, water-soluble anti-AMS (Acute Mountain Sickness) compounds In addition to this study using 2-(Piperidin-4-yl)ethanol, there are many other studies that have used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Category: piperidines) was used in this study.

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) can be used to synthese ursolic acid derivatives, spiroimidazolidinone NPC1L1 inhibitors, neurokinin-2 receptor antagonists, antagonists for inhibition of platelet aggregation.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《A stochastic model for the synthesis and degradation of natural organic matter. Part III: Modeling Cu(II) complexation》 was written by Cabaniss, Stephen E.; Maurice, Patricia A.; Madey, Greg. Quality Control of Cis-piperidine-2,6-dicarboxylic acid And the article was included in Applied Geochemistry on August 31 ,2007. The article conveys some information:

An agent-based biogeochem. model has been developed which begins with biochem. precursor mols. and simulates the transformation and degradation of natural organic matter (NOM). This paper presents an empirical quant. structure activity relationship (QSAR) which uses the numbers of ligand groups, charge d. and heteroatom d. of a mol. to estimate Cu-binding affinity (K’Cu) at pH 7.0 and ionic strength 0.10 for the mols. in this model. Calibration of this QSAR on a set of 41 model compounds gives a root mean square error of 0.88 log units and r2 =0.93. Two simulated NOM assemblages, one beginning with small mols. (tannins, terpenoids, flavonoids) and one with biopolymers (protein, lignin), give markedly different distributions of log K’Cu. However, calculations based on these log K’Cu distributions agree qual. with published exptl. Cu(II) titration data from river and lake NOM samples. In the part of experimental materials, we found many familiar compounds, such as Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Quality Control of Cis-piperidine-2,6-dicarboxylic acid)

Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Quality Control of Cis-piperidine-2,6-dicarboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Development of phenazine-2,3-diol-based photosensitizers: effect of formyl groups on singlet oxygen generation》 was published in Materials Chemistry Frontiers in 2021. These research results belong to Ohira, Kazuki; Imato, Keiichi; Ooyama, Yousuke. Category: piperidines The article mentions the following:

Phenazine-2,3-diol derivatives KO-0-3, which have zero to three formyl groups, resp., have been developed as photosensitizers (PSs) possessing the ability to generate singlet oxygen (1O2). The photoabsorption bands of KO-0-3 are significantly red-shifted compared to those of phenazine-2,3-MOM (methoxymethyl) derivatives 5-8, whose hydroxy and formyl groups are protected, and have onsets at around 600-650 nm. Furthermore, the fluorescence quantum yields (Φfl) of KO-0-3 (Φfl = 0.024-0.097) are lower than those of 5-8 (Φfl = 0.34-0.46) in solution To gain insight into the 1O2 generation properties of KO-0-3, we evaluated the 1O2 quantum yields (ΦΔ) and rate constants (kobs), and demonstrated that KO-1-3 possess a higher ability to generate 1O2 under visible light irradiation than those of 5-8. Moreover, it was found that the ΦΔ values of KO-0-3 increase in the order of KO-0 (0.036) < KO-1 (0.22) < KO-2 (0.33) < KO-3 (0.41) with increasing number of formyl groups. This result indicates that formyl groups facilitate the intersystem crossing (ISC) from the lowest singlet excited states of the PSs (S1) to the triplet excited states (Tn) according to El-Sayed′s rule. Consequently, this work provides useful knowledge in mol. design of efficient phenazine-2,3-diol-based PSs for photodynamic therapy (PDT). In the experimental materials used by the author, we found Triacetonamine(cas: 826-36-8Category: piperidines)

Triacetonamine(cas: 826-36-8) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Route of C6H12N2OOn May 8, 2020 ,《Identifying Oxacillinase-48 Carbapenemase Inhibitors Using DNA-Encoded Chemical Libraries》 appeared in ACS Infectious Diseases. The author of the article were Taylor, Doris Mia; Anglin, Justin; Park, Suhyeorn; Ucisik, Melek N.; Faver, John C.; Simmons, Nicholas; Jin, Zhuang; Palaniappan, Murugesan; Nyshadham, Pranavanand; Li, Feng; Campbell, James; Hu, Liya; Sankaran, Banumathi; Prasad, B. V. Venkataram; Huang, Hongbing; Matzuk, Martin M.; Palzkill, Timothy. The article conveys some information:

Bacterial resistance to β-lactam antibiotics is largely mediated by β-lactamases, which catalyze the hydrolysis of these drugs and continue to emerge in response to antibiotic use. β-Lactamases that hydrolyze the last resort carbapenem class of β-lactam antibiotics (carbapenemases) are a growing global health threat. Inhibitors have been developed to prevent β-lactamase-mediated hydrolysis and restore the efficacy of these antibiotics. However, there are few inhibitors available for problematic carbapenemases such as oxacillinase-48 (OXA-48). A DNA-encoded chem. library approach was used to rapidly screen for compounds that bind and potentially inhibit OXA-48. Using this approach, a hit compound, CDD-97(), was identified with submicromolar potency (Ki = 0.53 ± 0.08μM) against OXA-48. X-ray crystallog. showed that CDD-97 binds noncovalently in the active site of OXA-48. Synthesis and testing of derivatives of CDD-97 revealed structure-activity relationships and informed the design of a compound with a 2-fold increase in potency. CDD-97, however, synergizes poorly with β-lactam antibiotics to inhibit the growth of bacteria expressing OXA-48 due to poor accumulation into E. coli. Despite the low in vivo activity, CDD-97 provides new insights into OXA-48 inhibition and demonstrates the potential of using DNA-encoded chem. technol. to rapidly identify β-lactamase binders and to study β-lactamase inhibition, leading to clin. useful inhibitors. In the part of experimental materials, we found many familiar compounds, such as Piperidine-4-carboxamide(cas: 39546-32-2Synthetic Route of C6H12N2O)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Synthetic Route of C6H12N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Recommanded Product: TriacetonamineOn March 15, 2021, Peng, Chuan; Feng, Wei; Zhang, Yanhui; Guo, Shifeng; Yang, Zhile; Liu, Xiangmin; Wang, Tengfei; Zhai, Yunbo published an article in Energy (Oxford, United Kingdom). The article was 《Low temperature co-pyrolysis of food waste with PVC-derived char: Products distributions, char properties and mechanism of bio-oil upgrading》. The article mentions the following:

The main components of municipal solid waste (MSW) include food waste (FW) and polyvinyl chloride (PVC), which present an opportunity to convert energy or value-added products through low-temperature synergetic pyrolysis. In this study, the characteristics of char and bio-oil derived from MSW, FW and PVC feedstocks via pyrolysis at relatively low temperatures (200-300 °C) for 60 min were investigated. The results revealed that the transformation of PVC to HCl gas production started at a temperature of > 200 °C. The oxygenated carbon groups on the char surface were decomposed at elevated reaction temperatures The relative mol. mass of bio-oil derived from FW increased when PVC-derived char was used as a catalyst at 250 °C. In addition, active functional groups and pore structures were formed through synergistic pyrolysis. This work provides information regarding the possible route underlying the network of char and bio-oil production from the synergistic conversion of FW and PVC-derived char. The experimental part of the paper was very detailed, including the reaction process of Triacetonamine(cas: 826-36-8Recommanded Product: Triacetonamine)

Triacetonamine(cas: 826-36-8) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Recommanded Product: Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2020,Energies (Basel, Switzerland) included an article by Shah, Ayaz A.; Toor, Saqib S.; Seehar, Tahir H.; Nielsen, Rasmus S.; Nielsen, Asbjoern H.; Pedersen, Thomas H.; Rosendahl, Lasse A.. Application of 826-36-8. The article was titled 《Bio-crude production through aqueous phase recycling of hydrothermal liquefaction of sewage sludge》. The information in the text is summarized as follows:

Hydrothermal liquefaction (HTL) is a promising technol. for the production of bio-crude. However, some unresolved issues still exist within HTL, which need to be resolved before its promotion on a com. scale. The management of the aqueous phase is one of the leading challenges related to HTL. In this study, the sewage sludge has been liquefied at 350°C with and without catalyst (K2CO3). Subsequently, aqueous phase recycling was applied to investigate the effect of recycling on bio-crude properties. Obtained results showed that the energy recovery in the form of bio-crude increased by 50% via aqueous phase recirculation, whereas nitrogen content in the bio-crude was approx. doubled after eight rounds of recycling. GCMS characterization of the aqueous phase indicated acetic acid as a major water-soluble compound, which employed as a catalyst (0.56 M), and resulted in a negligible increase in bio-crude yield. ICP-AES highlighted that the majority of the inorganics were transferred to the solid phase, while the higher accumulation of potassium and sodium was found in the aqueous phase via successive rounds of recycling. In addition to this study using Triacetonamine, there are many other studies that have used Triacetonamine(cas: 826-36-8Application of 826-36-8) was used in this study.

Triacetonamine(cas: 826-36-8) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Application of 826-36-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Ning; Li, Rui; Duan, Xiaoguang; Yan, Beibei; Liu, Wen; Cheng, Zhanjun; Chen, Guanyi; Hou, Li’an; Wang, Shaobin published their research in Environmental Science & Technology on December 7 ,2021. The article was titled 《Correlation of active sites to generated reactive species and degradation routes of organics in peroxymonosulfate activation by Co-loaded carbon》.Safety of Triacetonamine The article contains the following contents:

Peroxymonosulfate (PMS)-based advanced oxidation processes (PMS-AOPs) as an efficient strategy for organic degradation are highly dependent on catalyst design and structured active sites. However, the identification of the active sites and their relationship with reaction mechanisms for organic degradation are not fully understood for a composite catalyst due to the complex structure. Herein, we developed a family of Co encapsulated in N-doped carbons (Co-PCN) with tailored types and contents of active sites via manipulated pyrolysis for PMS activation and ciprofloxacin (CIP) degradation, focusing on the correlation of active sites to generated reactive species and degradation routes of organics The structure-function relationships between the different active sites in Co-PCN catalysts and reactive oxygen species (ROS), as well as bond breaking position of CIP, were revealed through regression anal. and d. functional theory calculation Co-Nx, O-C=O, C=O, graphitic N, and defects in Co-PCN stimulate the generation of 1O2 for oxidizing the C-C bond in the piperazine ring of CIP into C=O. The substitution of F by OH and hydroxylation of the piperazine ring might be induced by SO4•- and •OH, whose formation was affected by C-O, Co(0), Co-Nx, graphitic N, and defects. The findings provided new insights into reaction mechanisms in PMS-AOP systems and rational design of catalysts for ROS-oriented degradation of pollutants. In the experimental materials used by the author, we found Triacetonamine(cas: 826-36-8Safety of Triacetonamine)

Triacetonamine(cas: 826-36-8) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Safety of Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2016,Wang, Ke-Rang; Qian, Feng; Sun, Qian; Ma, Cui-Lan; Rong, Rui-Xue; Cao, Zhi-Ran; Wang, Xiao-Man; Li, Xiao-Liu published 《Substituent Effects on Cytotoxic Activity, Spectroscopic Property, and DNA Binding Property of Naphthalimide Derivatives》.Chemical Biology & Drug Design published the findings.Quality Control of 2-(Piperidin-4-yl)ethanol The information in the text is summarized as follows:

A series of novel naphthalimide derivatives NI1-5 containing piperazine moieties (N-(2-hydroxyethyl)piperazine and 1-piperazinepropanol) and piperidine moieties (4-piperidinemethanol, 4-hydroxypiperidine and 4-piperidineethanol) have been synthesized and evaluated for their cytotoxic activity, spectroscopic property, and DNA binding behaviors. It was found that substituents at the 4-position remarkably influence the various activities of this series of compound Compounds NI3-5 modified with piperidines exhibited potent cytotoxic activities against Hela, SGC-7901, and A549 cells with the IC50 values from 0.73 μM to 6.80 μM, which are better than NI1-2 functionalized with piperazines. Compounds NI1-2 showed higher binding capacity with Ct-DNA than compounds NI3-5 based on studies of UV-vis, fluorescence and CD spectra. Furthermore, compounds NI3-5, as DNA intercalators, showed fluorescence enhancement upon binding with Ct-DNA. More interestingly, fluorescence imaging studies of compound NI4 with A549 cells showed that the fluorescence predominantly appeared in the cytoplasm. These results provided a potential application of NI3-5 as anticancer therapeutic and cancer cell imaging agents. In the experiment, the researchers used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Quality Control of 2-(Piperidin-4-yl)ethanol)

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) can be used to synthese ursolic acid derivatives, spiroimidazolidinone NPC1L1 inhibitors, neurokinin-2 receptor antagonists, antagonists for inhibition of platelet aggregation.Quality Control of 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Advanced Synthesis & Catalysis included an article by Hu, Jiefeng; Cheng, Bo; Yang, Xianyu; Loh, Teck-Peng. Product Details of 87120-72-7. The article was titled 《Transition-Metal-Free Deaminative Vinylation of Alkylamines》. The information in the text is summarized as follows:

An efficient metal-free system, that was capable of activating the C-N bonds of Katritzky pyridinium salts I [R = 3,3-difluorocyclobutyl, cyclohexyl, PhCH2CH(CO2Me), etc.] derived from diverse alkylamines for deaminative vinylation to produce various olefins RCH=CHAr [Ar = Ph, 2-thienyl, 4-FC6H4, etc.]. The key to the high reactivity was the utilization of pyridinium salt-activated alkylamines I with a base as a promoter. The transformation exhibited good functional group compatibility and included inexpensive primary amine feedstocks and amino acids. The proposed method could serve as a powerful synthetic method for late-stage modification of complex compounds Mechanistic experiments suggestes that free radical processes are involved in this system. In the experiment, the researchers used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Product Details of 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Product Details of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem