Tag: 100-200

In 2019,ACS Applied Materials & Interfaces included an article by Yan, Xiaoming; Zhang, Huaqing; Hu, Zhongyue; Li, Lv; Hu, Lei; Li, Zhi’ang; Gao, Li; Dai, Yan; Jian, Xigao; He, Gaohong. Application In Synthesis of 1-Methyl-4-piperidone. The article was titled 《Amphoteric-Side-Chain-Functionalized “”Ether-Free”” Poly(arylene piperidinium) Membrane for Advanced Redox Flow Battery》. The information in the text is summarized as follows:

To solve the stability issue of cost-effective non-fluorinated membranes, a ether-free poly(arylene piperidinium) (PBPip) based membrane is 1st applied in redox flow batteries (RFBs). For improved efficiencies of RFB, amphoteric side chains are introduced onto the PBPip. Without ether bond in the polymer backbone, the membrane shows a good stability in the strong oxidation environment. The FTIR spectra exhibit no obvious changes for 30 days of oxidation test. Different from traditional blended amphoteric membranes, the amphoteric side chain allows that cation and anion exchange capacities both increase with grafting degree, which leads to a very high total IEC (4.19 mmol/g). Outstanding ion conduction ability (area resistance: 0.22 Ω cm2) comparable to Nafion 212 (0.24 Ω cm2) is consequently achieved. Ionic crosslinking structure between cationic and anionic groups results in low swelling rate (13.9%). Combining with repelling effect of pos. charged piperidinium, a low VO2+ permeability (1.31×10-8 cm2/s) is accomplished. From these good properties, the membrane exhibits excellent vanadium battery performances, especially at high current densities. The WE and EE both exceeds 80% even at 200 mA/cm2. The battery performances have no obvious reductions after 500 cycles. This work provides a new orientation to design the membrane for RFB. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-piperidone(cas: 1445-73-4Application In Synthesis of 1-Methyl-4-piperidone)

1-Methyl-4-piperidone(cas: 1445-73-4) 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.Application In Synthesis of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2014,Rzasa, Robert M.; Frohn, Michael J.; Andrews, Kristin L.; Chmait, Samer; Chen, Ning; Clarine, Jeffrey G.; Davis, Carl; Eastwood, Heather A.; Horne, Daniel B.; Hu, Essa; Jones, Adrie D.; Kaller, Matthew R.; Kunz, Roxanne K.; Miller, Silke; Monenschein, Holger; Nguyen, Thomas; Pickrell, Alexander J.; Porter, Amy; Reichelt, Andreas; Zhao, Xiaoning; Treanor, James J. S.; Allen, Jennifer R. published 《Synthesis and preliminary biological evaluation of potent and selective 2-(3-alkoxy-1-azetidinyl) quinolines as novel PDE10A inhibitors with improved solubility》.Bioorganic & Medicinal Chemistry published the findings.Formula: C7H15NO The information in the text is summarized as follows:

We report the discovery of a novel series of 2-(3-alkoxy-1-azetidinyl) quinolines as potent and selective PDE10A inhibitors. Structure-activity studies improved the solubility (pH 7.4) and maintained high PDE10A activity compared to initial lead compound 3, with select compounds demonstrating good oral bioavailability. X-ray crystallog. studies revealed two distinct binding modes to the catalytic site of the PDE10A enzyme. An ex vivo receptor occupancy assay in rats demonstrated that this series of compounds covered the target within the striatum. The experimental part of the paper was very detailed, including the reaction process of 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Formula: C7H15NO)

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.Formula: C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Peng, Yanhua; Xie, Guansheng; Shao, Penghui; Ren, Wei; Li, Mengling; Hu, Yufeng; Yang, Liming; Shi, Hui; Luo, Xubiao published their research in Applied Catalysis, B: Environmental on August 5 ,2022. The article was titled 《A comparison of SMX degradation by persulfate activated with different nanocarbons: Kinetics, transformation pathways, and toxicity》.Safety of Triacetonamine The article contains the following contents:

Nanocarbon-based advanced oxidation processes (AOPs) are widely used in wastewater purification However, the properties of different carbon catalysts lead to differences in the organic degradation mechanism and toxicity of wastewater treatment. Herein, this study provides insight into the differences between the oxidation of sulfamethoxazole (SMX) by carbon nanotube (CNT)/peroxymonosulfate (PMS), nanodiamond (ND)/PMS and PMS-alone systems. The pseudo-first-order reaction constant of the reaction of the SO4·–dominated CNT/PMS system with SMX is 19-fold and 30-fold higher than those of the 1O2-dominated ND/PMS system and PMS direct oxidation system at pH= 7, resp. In addition, d. functional theory (DFT) calculations and product anal. show that SO4·- mainly attacks the aniline and sulfonyl groups, while oxidation of the aniline group is the dominant mode of PMS direct oxidation and 1O2 reactivity. The formation of nitro and nitroso byproducts after SMX degradation determines the toxicity difference, and the CNT/PMS system is even more advantageous. In the experiment, the researchers used 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 2022,Nagarale, Rajaram. K.; Bavdane, Priyanka P.; Sreenath, Sooraj; Pawar, Chetan M.; Dave, Vidhiben; Satpati, A. K. published an article in Journal of Polymer Research. The title of the article was 《Polyaniline derivatized anion exchange membrane for acid recovery》.Related Products of 1445-73-4 The author mentioned the following in the article:

Herein we are demonstrating the utility of an aniline derivatized anion exchange membrane for acid recovery by diffusion dialysis. The membrane was synthesized by oxidative polymerization of N-Methyl-4-piperidone derivative and confirmed by detailed spectroscopic characterisations. Free-standing membranes M1 and M2 was obtained by addition of different amount of PVA. For the comparison purpose, PVA blend with neat polyaniline was synthesized. Excellent physicochem. properties coupled with outstanding chem. stability in bentonite mine effluent with total acid concentration of ∼ 8 M, drawn interest to use in acid recovery by diffusion dialysis. In a simulated solution containing 6% iron and 3.5 M HCl, calculated proton dialysis coefficient (UH+) was 31 x 10-3 m h-1 and iron dialysis coefficient (UFe2+) was 3 x 10-4 m h-1 for the best membrane M2. It corresponded to separation factor (S) of 103 units, which was comparable with literature known best membranes like Neosepta. For effluent solution obtained from a local bentonite mine, membrane M2 showed UH+ value of 37 x 10-3 m h-1 and UFe2+ value of 6 x 10-4 m h-1 suggesting its best utility in acid recovery. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-piperidone(cas: 1445-73-4Related Products of 1445-73-4)

1-Methyl-4-piperidone(cas: 1445-73-4) 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.Related Products of 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Design, synthesis and biological activities of novel pleuromutilin derivatives with a substituted triazole moiety as potent antibacterial agents》 was written by Zhang, Zhe; Li, Kang; Zhang, Guang-Yu; Tang, You-Zhi; Jin, Zhen. Safety of 2-(Piperidin-4-yl)ethanol And the article was included in European Journal of Medicinal Chemistry in 2020. The article conveys some information:

A series of novel pleuromutilin derivatives possessing 1,2,3-triazole moieties, I (R1 = NEt2, 4-hydroxypiperidin-1-yl, pyrrolidin-1-yl, etc.) and II (R2 = Me, Ph, 2-ClC6H4, 3-FC6H4, etc.), were synthesized via click reactions under mild conditions. The in vitro antibacterial activities of these derivatives against four strains of S. aureus (MRSA ATCC 43300, ATCC 29213, AD 3, and 144) and one strain of E. coli (ATCC 25922) were tested by the broth dilution method. The majority of the synthesized derivatives displayed potent antibacterial activities against MRSA (MIC = 0.125-2μg/mL). It was also found that most compounds had no significant inhibitory effect on the proliferation of RAW264.7 cells at the concentration of 8μg/mL. Among these derivatives, compound I (R1 = NMe2) (III) (∼1.71 log10 CFU/g) containing dimethylamine group side chain displayed more effective activity than tiamulin (∼0.77 log10 CFU/g) at a dose of 20 mg/kg in reducing MRSA load in thigh infected mice. Addnl., compound III (survival rate was 50%) also displayed superior in vivo efficacy to that of tiamulin (survival rate was 20%) in the mouse systemic model. Structure-activity relationship (SAR) studies resulted in compound III with the most potent in vitro and in vivo antibacterial activity among the series. Moreover, compound III was evaluated in CYP450 inhibition assay and showed moderate in vitro inhibition of CYP3A4 (IC50 = 6.148μM).2-(Piperidin-4-yl)ethanol(cas: 622-26-4Safety of 2-(Piperidin-4-yl)ethanol) was used in this study.

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) have been used as an intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAKSafety of 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2015,Chakka, Sai Kumar; Kalamuddin, Mohammad; Sundararaman, Srividhya; Wei, Lianhu; Mundra, Sourabh; Mahesh, Radhakrishnan; Malhotra, Pawan; Mohmmed, Asif; Kotra, Lakshmi P. published 《Identification of novel class of falcipain-2 inhibitors as potential antimalarial agents》.Bioorganic & Medicinal Chemistry published the findings.Related Products of 622-26-4 The information in the text is summarized as follows:

Falcipain-2 is a papain family cysteine protease and an emerging antimalarial drug target. A pseudo-tripeptide scaffold I was designed using in silico screening tools and the three dimensional structures of falcipain-2, falcipain-3, and papain. This scaffold was investigated at four positions, T1, T2, T3, and T3′, with various targeted substitutions to understand the structure-activity relationships. Inhibitor synthesis was accomplished by first obtaining the appropriate dipeptide precursors with common structural components. The pyrrolidine moiety introduced interesting rotamers in a number of synthesized mols., which was confirmed using high-temperature 1H NMR spectroscopy. Among the synthesized compounds, three inhibited falcipain-2 activity with inhibition constants (Ki) of 1.8±1.1, 0.2±0.1 and 7.0±2.3 μM, resp. A group of mols. with a pyrrolidine moiety at the T2 position also potently inhibited falcipain-2 activity (Ki = 0.4±0.1, 2.5±0.5, 3.3±1.1, 7.5±1.9, and 4.6±0.7 μM, resp.). Overall, compound I exhibited potent antiparasitic activity (IC50 = 0.9±0.1 μM), corresponding with its inhibitory activity against falcipain-2, with a Ki of 1.1±0.1 μM. Two other compounds inhibited the growth of the drug resistant parasite Dd2 with better efficacy, and compound I exhibited a 7- to 12-fold higher potency against Dd2 and MCamp isolates, than the laboratory strain (3D7). These data suggest that this novel series of compounds should be further investigated as potential antimalarial agents. In the experimental materials used by the author, we found 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Related Products of 622-26-4)

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.Related Products of 622-26-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2013,Watanabe, Kazushi; Kakefuda, Akio; Yasuda, Minoru; Enjo, Kentaro; Kikuchi, Aya; Furutani, Takashi; Naritomi, Yoichi; Otsuka, Yukio; Okada, Minoru; Ohta, Mitsuaki published 《Discovery of 2-methyl-1-{1-[(5-methyl-1H-indol-2-yl)carbonyl]piperidin-4-yl}propan-2-ol: A novel, potent and selective type 5 17β-hydroxysteroid dehydrogenase inhibitor》.Bioorganic & Medicinal Chemistry published the findings.Computed Properties of C7H15NO The information in the text is summarized as follows:

Type 5 17β-hydroxysteroid dehydrogenase (17β-HSD5), also known as aldo-keto reductase 1C3 (AKR1C3), is a member of the aldo-keto reductase superfamily of enzymes and is expressed in the human prostate. One of the main functions of 17β-HSD5 is to catalyze the conversion of the weak androgen, androstenedione, to the potent androgen, testosterone. The concentration of intraprostatic 5α-dihydrotestosterone (DHT) in patients following chem. or surgical castration has been reported to remain as high as 39% of that of healthy men, with 17β-HSD5 shown to be involved in this androgen synthesis. Inhibition of 17β-HSD5 therefore represents a promising target for the treatment of castration-resistant prostate cancer (CRPC). To investigate this, we conducted high-throughput screening (HTS) and identified compound (I), which displayed a structure distinct from known 17β-HSD5 inhibitors. To optimize the inhibitory activity of compound (I), we first introduced a primary alc. group. We then converted the primary alc. group to a tertiary alc., which further enhanced the inhibitory activity, improved metabolic stability, and led to the identification of compound (II). Oral administration of compound II to castrated nude mice bearing the CWR22R xenograft resulted in the suppression of androstenedione (AD)-induced intratumoral testosterone production Compound II also demonstrated good isoform selectivity, minimal inhibitory activity against either CYP or hERG, and enhanced pharmacokinetic and physicochem. properties. After reading the article, we found that the author used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Computed Properties of C7H15NO)

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.Computed Properties of C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhou, Chan; Zhu, Lei; Deng, Lin; Zhang, Haojie; Zeng, Hanxuan; Shi, Zhou published their research in Separation and Purification Technology on December 1 ,2021. The article was titled 《Efficient activation of peroxymonosulfate on CuS@MIL-101(Fe) spheres featured with abundant sulfur vacancies for coumarin degradation: Performance and mechanisms》.Quality Control of Triacetonamine The article contains the following contents:

For improving the catalytic activity and recyclability of CuS in Fenton-like reaction processes, novel sulfur vacancies-enriched CuS@MIL-101(Fe) was constructed, characterized, and examined as heterogeneous catalysts for activating peroxymonosulfate (PMS) to degrade coumarin (COU). Thanks to the redox pairs of Fe3+/Fe2+, Cu+/Cu2+, S2-/S2-2/S0/sulfate species, copper-iron synergistic effect and sulfur vacancies, the CuS@MIL-101(Fe) realized a complete removal of COU (30μM) in 10 min with reaction rate constant of 0.577 min-1, which was 11.1 and 17.0 times of CuS and MIL-101(Fe), resp. The effect of various exptl. conditions (i.e., initial pH, CuS@MIL-101(Fe) dosage, PMS concentration, and background anions) on COU degradation was discussed, and the stability and versatility of CuS@MIL-101(Fe) was studied as well. Radical scavenging experiments and ESR (EPR) spectroscopy identified ·OH and 1O2 as the main reactive oxygen species (ROS). Finally, the possible mechanism of higher COU degradation efficiency in the CuS@MIL-101(Fe) activated PMS system and the degradation pathways were also deeply explored. Consequently, this work provided a novel insight into construction of sulfur vacancies-enriched heterogeneous catalysts for efficiently activating PMS for refractory organic pollutants elimination.Triacetonamine(cas: 826-36-8Quality Control of Triacetonamine) was used in this study.

Triacetonamine(cas: 826-36-8) is a member of piperidine. Piperidine-containing compounds are also frequently employed in synthesis as ligands or auxiliaries. Accordingly, many efforts have been devoted to the development of novel methods for the synthesis of these compounds over the years.Quality Control of Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Takajo, Tokuko; Kurihara, Yoshinori; Iwase, Kodai; Miyake, Daiki; Tsuchida, Kazunori; Anzai, Kazunori published their research in Chemical & Pharmaceutical Bulletin on February 29 ,2020. The article was titled 《Basic investigations of singlet oxygen detection systems with ESR for the measurement of singlet oxygen quenching activities》.Reference of Triacetonamine The article contains the following contents:

Singlet oxygen (1O2) is highly oxidative and exerts strong cytotoxic effects. We tried to establish the best combination of a singlet oxygen generation system and a detection method with ESR, for measurement of the quenching activities of various substances. The photosensitizing reaction of rose bengal or thermal decomposition of 4-methyl-1,4-etheno-2,3-benzodioxin-1(4H)-propanoic acid (endoperoxide, EP) was used for the generation of 1O2, and a sterically hindered secondary amine, 2,2,6,6-tetramethyl-4-piperidone (TEMPD) or 2,2,6,6-tetramethyl-4-piperidinol (TEMP-OH), was used as the 1O2 detection probe. These secondary amines were oxidized by 1O2 to form stable nitroxide radicals, which were detectable by ESR. TEMPD was found to be readily oxidized by air, causing large background signals in comparison with TEMP-OH. The ESR signal obtained by the irradiation of rose bengal with visible light in the presence of TEMP-OH consisted of two kinds of nitroxide radical overlapping. In contrast, only a single nitroxide signal was observed when TEMP-OH was reacted with 1O2 generated from EP. Therefore, the best combination should be EP as the 1O2 generator and TEMP-OH as the detection probe. When using this combination, we found that the concentrations of some organic solvents such as DMSO and acetonitrile should be kept constant for reliable quantification, because the concentrations of organic solvents affect the ESR signal intensity. The results came from multiple reactions, including the reaction of Triacetonamine(cas: 826-36-8Reference 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.Reference of Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 1971,European Journal of Pharmacology included an article by Jung, Annemarie; Luellmann, Heinz; Ziegler, Albrecht. Electric Literature of C8H15NO2. The article was titled 《Attempt to correlate kinetic data of the drug receptor interaction with the chemical structures of cholinomimetic agents》. The information in the text is summarized as follows:

The chem. structures of cholinomimetic agents, such as acetylcholine (I) [51-84-3]; carbachol [51-83-2]; muscarine [300-54-9]; different esters of secondary, tertiary, or quaternary arecaidines or Δ3-pyrrolinecarboxylic acids; and the acetates of pyrrolidinol and pyrrolidinecarbinol, and their association and dissociation rate constants could be used to estimate their ability to bind with the receptor sites of isolated guinea pig atria. The ability to bind, as well as the kinetic constants, was dependant on the number of C-atoms at the N, the length of the ester side chain, the conformation for the heterocyclic ring system, and the position of the ester group. The influence of structural characteristics of the cholinergics on their properties was different from that on the parameters that determine their binding ability. The results came from multiple reactions, including the reaction of Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8Electric Literature of C8H15NO2)

Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8) 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.Electric Literature of C8H15NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem